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"Ayahuasca," the South American Hallucinogenic Drink: An Ethnobotanical and Chemical

Investigation
Author(s): Laurent Rivier and Jan-Erik Lindgren
Source: Economic Botany, Vol. 26, No. 2 (Apr. - Jun., 1972), pp. 101-129
Published by: Springer on behalf of New York Botanical Garden Press
Stable URL: http://www.jstor.org/stable/4253328 .
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"Ayahuasca,"the South AmericanHallucinogenicDrink:
an Ethnobotanicaland ChemicalInvestigation'
LAURENT RIVIER2 AND JAN-ERIK LINDGREN3
The Sharanahua and Culina, small Indian tribes located in the south-
western Amazon basin, use a hallucinogenic drink for medicinal and
social purposes. This decoction, called "Ayahuasca" in Peru, is prepared
from Banisteriopsis Caapi stems and Psychotria sp. leaves. These plants
have been botanically identified on the basis of voucher herbarium
specimens and investigated for alkaloid content by means of a gas chro-
matography-mass spectrometry technique. A list of other occasional
plant admixtures is given. Harmine, Harmaline, Tetrahydroharmine,
Harmol and 6-Methoxytryptamine have been found in Banisteriopsis
Caapi. Dimethyltryptamine, Monomethyltryptamine and 2-methyl-
1,2,3,4-tetrahydro-j-carboline have been found in Psychotria viridis and
Psychotria carthaginensis. Harmine, Harmaline, Tetrahydroharmine and
Dimethyltryptamine have been found in the drink. Quantitative calcula-
tions show the amount of each alkaloid administered in the Ayahuasca
drink.

Introduction lack of correlation in previous works be-


Some traveller who may follow my steps,
tween what can be observed in the field,
with greater resources at his command, the botanical identification and the chem-
will, it is to be hoped, be able to bring ical examination.
away materials adequate for the complete During a visit to the upper part of the
analysis of this curious plant. River Pur(usin 1968, one of us (L.R.)
-Richard Spruce
obtained information concerning the lo-
cal use of Ayahuascaand collected botani-
In the PeruvianAmazon, the Quechua cal material for analysis and voucher
expression "Ayahuasca" (literally "vine specimens. This work was carried out
of the souls") is used to designate a hal- together with I. Ruf, a Swiss anthropolo-
lucinogenic beverage prepared from the gist. Identification of the botanical mate-
malpighiaceous vine Banisteriopsis Caapi rial was made by H. V. Pinkley (Botanical
(Spruce ex Griseb.) Morton. In Brazil,the Museumof HarvardUniversity).
drink is called "Caapi" and in Colombia This paper deals with the indigenous
"Yage." Many ethnographical, botanical, use of and the chemical analysis of the
chemical and pharmacological aspects material.
concerning this decoction have recently
been reviewed (18, 22, 41, 42, 53, 56). The Upper RiverPurius:
Several other plants may be mixed with Social Context
the Ayahuasca duringits preparation(47) The Pur(usis a tributary of the Amazon
and may change the hallucinogenic pro- and rises in the humid tropical forest of
perties of the drink. However, even southwestern Peru not far from the Peru-
though the nature of the principal alka- vian-Brazilianborder.
loids of Ayahuasca is known, there is a The settling of the Indians is recent.
The people who worked on the bordersof
1Submitted for publication May 10, 1971.
the river around 1860 disappeared after
2Department of Plant Biology and Physiolo- the crash of the rubber boom. The first
gy, University of Lausanne, Switzerland.
3Department of Toxicology, Swedish Medical
groups who afterwards came to settle on
Research Council, Karolinska Institute, S-104 01 the upper PurPus about 25 years ago did
Stockholm 60, Sweden. not find any people there. They came
101

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102 ECONOMIC BOTANY

from the north, hoping to find machetes vations was made possible through the
and guns near more navigable rivers.Now collaboration of MissI. Ruf.
Sharanahua, Cashinahua, Yaminahua, All the Pano groups use Ayahuasca
Marinahua, Mastenahua, Tshandinahua, frequently. The Culinado not use it in the
Amahuaka, Masco, and Culina live there. traditional manner.
All the groups mentioned, with the Medical Use. This may be the tradi-
exception of the Culina, speak the Pano tional use, reserved for the witch doctor
language, and all of them understandeach or shaman. He takes the drug when the
other. Only the Cashinahua are a little illness of his patient cannot be treated by
different because of their isolation (33). medicine and when the origin of the
The Culina speak an Arawak language, illness may be magical. Guided by the
which increases the social distance from dreams related to him by the sick person,
other groups. The villages are separated the shaman makes a "trip" under the
from each other by at least half a day's influence of the drug. He interprets the
canoe trip;visits are frequent. visions in order to detect the cause of the
The settlement of the villages changes illness and fights it symbolically. He tells
often in order to avoid decrease of game. about the fight, singing to the patient to
There is also a tendency to approach liberate him from the evil. His song refers
Esperanza, the mestizos village. The to the mythical content which he shares
groups differ considerably but their mate- with the sick person.
rial culture is very similar: they are Social Use. In addition to the above
cultivators, hunters and fishermen. They therapeutic use of the drug, there is also a
are strongly and rapidly influenced by profane one - Sharanahua and Culina
contact with civilization. Transformation men take the drink in order to have
in living patterns can already be noticed - visions. They meet in the eveningsin front
introduction of work, debt contracting, of the house of the man who has prepared
resulting changes due to the introduction the drink. All men do not participate:
of new technical devices, young people some disapprove, others are afraid of the
learning Spanish. On the whole, a move- effects. There is no prestige connected
ment from primitive collectivism towards with the drinking.
individualism according to the Peruvian The women are not allowed to take the
model is noticeable. In addition, these drug, since it is supposed to hurt them.
groups have also suffered from various However, the prohibition is not very strict
epidemics and are often not sufficiently nowadays. Children and adolescents do
numerous to live in the traditional way. not use it. The drug can be taken up to 10
However, many of their cultural tradi- times a month and, frequently, even more
tions are still alive, among them the use of often. Only difficulty in procuring the
Ayahuasca. ingredientslimits the meetings.
The Sharanahuacan very well control
the effects of the drug. If their health or
The Use of Ayahuasca work demand it, they can easily abstain
The following remarks are based on from taking it.
personal experience and observations It is possible that the frequency of the
made during a visit to the Culina Indians social use corresponds to the degree of
of the village of Zapote from March to anquish of the group or the individual.
November, 1968, and intervening visits to The situation of the Indian can be unsafe
the Sharanahuaof Marcos. Supplementa- - he notices that his way of life is
ry information about the Sharanahuahas changing while the traditional obligations
been taken from Siskind (61). of society are still weighing upon him. It
The inclusion of the ethnological obser- seems as if a well guided Ayahuasca

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RIVIER & LINDGREN: "AYAHUASCA" 103

experience brings the participants close The Sharanahuadistinguish between at


together. It permits certain common val- least two kinds of Psychotria without the
ues to be confirmed because the mytho- general"Kawa"term:
logical content of the visions is still (1) Batsikawa
prevailing deep in their souls. It may be (2) Pishikawaor Kawa kui
that the Culinaare looking for this type of "Batsikawa" is said to be inferior to
experience in their present situation but "Pishikawa": it gives an impression of
do not succeed in finding it because of the coldness and produces fewer visions. The
lack of this common base. Culina know of two species too, but they
do not distinguish between them by
Plants Used in Preparingthe Drug name: this one is "Rami appane"
1. Banisteriopsis Caapi (Malpighiaceae) ("Appane" means "leaves"). One of the
(Table II) species is also weaker and gives an impres-
sion of coldness. Sharanahuaand Culina
The mestizos use the name Ayahuasca translate "Kawa" and "Rami appane,"
for both the vine and the drink, as do the respectively, by the Peruvian name of
Pur(usinhabitants. The Sharanahuacall it "Chacruna."
"Shuri," "Rambi" or "Undi"; the first
word is the most common. The Culinause 3. Admixtures
the word "Tsipu" but prefer "Rami,"
which is borrowed from the Pano lan- Banisteriopsis Caapi and Psychotria sp.
guage. The Indians distinguish between are considered by Sharanahuaand Culina
three kinds of Ayahuasca: the red, the to be the basic ingredients. Other plants,
black and the white. This distinction is listed in Table I, are sometimes added to
based more on the difference in color of or taken together with the beverage.
the drink than on the appearance of the
plant. Some Indians, like the Peruvian Preparationof the Drug
mestizos, make no distinction between The preparationof the drugvarieslittle
the red and the white drink. from one village to another. The person
Peruvian Name who has found the ingredients of the
= Ayahuasca negro
drink in the forest usually undertakes its
Black
Red = Ayahuasca blanco
preparation. This takes place in front of
White = Ayahuasca blanco his house. Fifteen stems of Banisteriopsis
Caapi (approx. 60 cm long and 1 to 4 cm
Sharanahua in diam.) are crushed with a short thick
Black = Shuri fisopa pole and cut into pieces 10 cm long. In a
Red = Shuri oshinipa 15 litres metal vessel reservedfor this pur-
White = Shuri oshopa pose, layers of vine are packed alternating
with leaves of Psychotria sp., until the
Culina
vessel is full. Ten litres of water are added,
Black = Tsipu tsueni and the mixture is boiled for one hour.
Red Tsipu wetseni The vegetable sediments are eliminated by
White Tsipu makuni filtering through a strainer.As soon as it is
cold, the decoction is ready for consump-
2. Psychotria sp. (Rubiaceae) (Table III) tion.
In this whole region the stems of The above procedure gives the Shara-
Ayahuasca are always blended with the nahua sufficient drug for three days, but
leaves of Psychotria sp. According to in- according to information, the Ayahuasca
formants, "one sees nothing" without this loses its strength rapidly and cannot be
admixture. kept for a very long time.

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TABLE I
PLANT ADMIXTURES TO Banisteriopsis AND Psychotria IN THE AYAHUASCA BEV

Botanical Name Sharanahua Culina

Lygodium venustum Sw. Tchai del monte Rami A handful of leaves is a


Schizaeceae nahua think that it m
No. 13 & 14 plant is not cultivated b
the forest.
Phrygilanthus eugenioides Miya Kohobo A quantity of leaves si
(HBK) Eichl. boiled with Ayahuasca
Loranthaceae may be drunk at the sam
No. 15
Lomariopsis japurensis Shoka Dsuii-tetseperi Only the Sharanahua ad
(Mart.) J. Sm. is very abundant in the j
Plypoidaceae
No. 17 & 18
Opuntia sp. Tchai This cultivated cactus
Cactaceae nahua to be hallucinogen
(No voucher sp.) from the Amahuaca liv
mixture of Ayahuasca a
never used medically (cf
Epiphylium sp. Pokere Wamapanako The Sharanahua add on
Cactaceae drink the unboiled juice
No. 19
Cyperus sp. Shakoshejeti Anubedsetetseperi This cultivated plant i
Cyperaceae Sharanahua put some of
No. 12 decoction. The Culina
the Amahuaca and use
because of its special od

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TABLE I (Continued)

Botanical Name Sharanahua Culina

Clusia sp. Miya Tara The Sharanahua chew


Guttiferae Ayahuasca session. This
with the drink.
Hwandarao Uratetseperi Only the Sharanahua a
Acanthaceae Ayahuasca. The Culina
No. 16 teeth as a sign of beauty
Potshesheti A few leaves may be
Bignoniaceae (?) apart. The Sharanahua
No. 19 their eyes.
Datura sp. Wahashupa The Sharanahua inform
(Probably D. suaveolens) leaves of this plant (w
Solanaceae Ayahuasca. The Peruvi
(No voucher sp.) becomes then very toxic
Nicotiana sp. Tsina Customarily, the Indian
Solanaceae taking Ayahuasca. Som
(No voucher sp.) the juice of tobacco lea
gardens.
Capsicum sp. Catsi The Culina sometimes
Solanaceae Ayahuasca. In Peru t
(No voucher sp.) "aji.'"
I? Yamba Powdered bark of this
(No voucher sp.) boiled with it.
I? Yambabusi Idem
(No voucher sp.)

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106 ECONOMIC BOTANY

TABLE II
DISTRIBUTION OF ALKALOIDS IN AYAHUASCA PLANTS

Alkaloids
Part of the %
Species Plant Dry Weight Alkaloids %

Banisteriopsis Caapi Stem 0.11 Harmine 91


(Spruce) Morton Tetrahydroharmine 1
No. 1
232 1
Tsipi makuni Branches 0.14 Harmine 90
Culina Indians
Zapote, 22.7.68 Tetrahydroharmine 1
Upper Purus River Harmaline 1
232 2
Leaves 0.28 Harmine 94
Branches 0.19 Harmine 77
Freeze-dried
(Feb. 7 0) Tetrahydroharmine 6
Harmaline Trace
232 1
Roots 0.92 Harmine 40
Freeze-dried Tetrahydroharmine 44
(Feb. 70) Harmaline 15
232 Trace
Banisteriopsis Caapi Stem 0.11 Harmine 96
(Spruce) Morton Tetrahydroharmine 2
No. 2
Harmaline 1
Tsipu wetseni 232 Trace
Culina Indians
Zapote, 22.8.68 Branches + 0.35 Harmine 69
Upper Purus River Leaves Tetrahydroharmine 11
Freeze-dried Harmaline 4
(Feb. 70)
Harmol 3
232 4
Roots 1.95 Harmine 41
Freeze-dried Tetrahydroharmine 37
(Feb. 70) Harmaline 17
6-MeO-T Trace
Banisteriopsis Caapi Stem 0.21 Harmine 68
(Spruce) Morton Tetrahydroharmine 22
No. 3
Harmaline 6
Shuri fisopa 232 3
Sharanahua Indians
Marcos, 8.8.68 Root 0.64 Harmine 90
Upper Purus River Tetrahydroharmine 7
Harmaline 3
Leaves 0.45 Harmine 92

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RIVIER & LINDGREN: "AYAHUASCA" 107

TABLE II (Continued)
Alkaloids
Part of the %
Species Plant Dry Weight Alkaloids %
Tetrahydroharmine 1
(Continued) Harmaline Trace
232 Trace
Harmol Trace
Seeds 0.91 Harmine 58
Harmol 8
Banisteriopsis Caapi Stem 0.20 Harmine 84
(Spruce) Morton Tetrahydroharmine 9
No. 4
Harmaline 1
Shuri oshinipa 232 3
Sharanahua Indians Harmol 2
Marcos, 8.8.68
Upper Purus River Root 0.71 Harmine 78
Tetrahydroharmine 15
Harmaline 5
232 1
Leaves 0.70 Harmine 78
Tetrahydroharmine 2
Harmaline Trace
232 Trace
Banisteriopsis Caapi Stem 0.57 Harmine 64
(Spruce) Morton Tetrahydroharmine 29
B. Holmstedt and D. Martin
Harmaline 5
Piturijacu 6-MeO-T Trace
Mestizos near Iquitos
Branches 0.37 Harmine 64
Tetrahydroharmine 17
Harmaline 4
232 2
Banisteriopsis Caapi Stem 0.83 Harmine 62
(Spruce) Morton Tetrahydroharmine 24
Plowman and Martin
No. 1805 Harmaline 7
232 1
Cultivated Ayahuasca Hro T
Tarapoto, Peru
August, 1967 6-MeO-T 1

Banisteriopsis Caapi Stem 0.35 Harmine 64


(Spruce) Morton Tetrahydroharmine 28
Pinkley No. 445
Ecuador Harmaline 7
6-MeO-T Trace
232 1

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108 ECONOMIC BOTANY

TABLE II (Continued)
Alkaloids
Part of the %
Species Plant Dry Weight Alkaloids %
Banisteriopsis sp. Stem 0.31 Harmine 87
(Probably) Tetrahydroharmine 6

G. T. Prance No. 7498 Harmaline 3


Acre Territory 232 2
Brazil
Banisteriopsis sp. Stem 0.65 Harmine 42
G. Baer Tetrahydroharmine 47
Kamalampi Harmaline 9
Piro Indians 232 2
Peru, 1968

Banisteriopsis sp. Stem 0.65 Harmine 67


G. Baer Tetrahydroharmine 21

Matsigenga Indians Harmaline 8


Peru, 1968
Banisteriopsis sp. Stem 0.41 Harmine 88
(Probably) Tetrahydroharmine 8
Shun oshinipa Harmaline 3
Sharanahua Indians 232 1
Marcos 7.10.68
Upper Purus River
Banisteriopsis sp. Root 0.61 Harmine 74
(Probably) Tetrahydroharmine 19

Shun fisopa Harmaline 6


Sharanahua Indians 232 1
Marcos, 7.10.68
Upper Purus River

Banisteriopsis sp. Stem 0.20 Harmine 80


(Probably) Tetrahydroharmine 16
Shun oshopa Harmaline 2
Sharanahua Indians 232 1
Marcos, 7.10.68 Harmol Trace
Upper Purus River
Banisteriopsis sp. 0.20 Harmine 95
(Probably) Tetrahydroharmine 3

Tukondi 232 1
Marinahua Indians Harmol Trace
Conta, 13.10.68
Upper Purus River
Banisteriopsis sp. Stem 0.05 Harmine 71
(Probably) Tetrahydroharmine Trace
232 Trace

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RIVIER & LINDGREN: "AYAHUASCA" 109

TABLE II (Continued)

Alkaloids
Part of the %
Species Plant Dry Weight Alkaloids %

(Con tin ued)


Ayahuasca
Mestizos Stem 0.39 Harmine 74
Jenaro Herrera,
Ucayali River Tetrahydroharmine 4
10.11.68 232 3
Harmol 16
Leaves 1.90 Harmine 85
Freeze-dried Tetrahydroharmine 5
(Feb. 70)
Harmaline Trace
Harmol 2
Banisteriopsis sp. Leaves 0.25 Harmine 98
(Probably) Harmol Trace
Cielo-Ayahuasca or
Ayahuasca blanco
Mestizos
Iquitos 5.11.68

Takingthe Drug comfort them by taking their heads in


As soon as night falls, the men assemble their hands and by blowing tobacco
and sit down around a fire. Before he smoke on them. Sometimes they present
drinks, each man blows over the drug and to them a perfumed plant (Ocimum mi-
utters a short prayer that he will see well. cranthum - Labiatae. Rivier & Riif 11), if
They drink in turn a calabazo of liquid, the anguish seems too great. A similar
approximately 200 ml, and continue to practice was observed in the Acre terri-
talk quietly. Later, other men join them. tory in Brazil(50, 51).
Gradually, those men who took the drink The effect of the drug lasts about two
first feel the effect (20 to 30 min.). They hours, and it can be prolonged until dawn
spit, belch and vomit it. The vomiting is by taking more drug (about 100 ml) every
considered necessary to produce visions hour. The last members of the drug group
and is supposed to be purifying. retire usually around 2 A.M. They are
The singing begins as soon as hallucina- accustomed to go to their work the fol-
tions set in. The singers have the same lowing day.
rhythm, and the music is harmonic, al- The preparations by the Culina differ
though the words and melodies are differ- only slightly, and their drug is weaker
ent. The words describe the visions indi- than that of the Sharanahua.The Culina
vidually. The song serves to guide the do not sing but sit in a row in the darkness
vision and to give unity to the group. The while talking. They seem to be much less
individual songs turn at a counterpoint affected by the drug, and they are them-
and return now and then. Those used to selves rather troubled by their neighbors'
taking the drug see to it that the beginners customs and are curious to try the experi-
do not get a bad experience. They try to ence (60). For them, taking the drug is a

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110 ECONOMIC BOTANY

TABLE II I
DISTRIBUTION OF ALKALOIDS IN PSYCHOTRIA PLANTS
Alkaloids
Part of the %
Species Plant Dry Weight Alkaloids %
Psychotria viridis Leaves 0.11 MMT 85
R. and P. MTHC 12
No. 9

Kawa Kui
Sharanahua Indians
Marcos, 7.10.68
Psychotria viridis Leaves 0.34 DMT 99
R. and P. MMT Trace
No. 7 MTHC Trace
Rami appani
Culina Indians
Zapote, 22.7.68
Psychotria carthaginensis Leaves 0.66 DMT 99
Jacq. MMT Trace
MTHC Trace
Rami appani
Culina Indians
Zapote, 4.9.68
Psychotria bacteriophylla Leaves
Lausanne
Psychotria emetica Leaves
Borneo-Paris
Psycho tria undulata Leaves
Borneo-Paris
Psychotria sp. Leaves
Freeze-dried
Culina Indians Feb. 70
Zapote

marginal custom and badly accommo- planes, objects of high value; sometimes
dated to the life of the group. reveals the future.
The contents of the visions told to an-
thropologists are not nearly so rich as
The Effects of Ayahuasca those coming forth in the songs. It may be
When used socially, the visions vary that the most profound experiences can-
greatly. From the information that we not be communicated to another person.
obtained, however, some distinct points The visions correspond usually to tradi-
emerge. The drug lets one see unknown tional aspirations or new ones (such as
places; permits one to enter into contact aeroplanes). One of the characteristics of
with absent or dead people; shows terrify- the drug is the creation of great suggest-
ing animals, serpents, jaguars;shows aero- ibility.

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RIVIER & LINDGREN: "AYAHUASCA" 111

PersonalExperiences ful and quite negative compared to the


L.R. and I.R. had similar experiences; first one. (For composition of the drug
they took the drug at the same time and taken, see Table IV, Shuri fisopa, Marcos
together with a group of natives. At 7.10.68.) The physical sensations were
Zapote on two occasions the effects were considerably stronger - nausea, pain in
not very noticeable. (For composition of the muscles, accompanied by compulsive
the drug taken, see Table IV: Tsipu and uncontrollable movements (swaying,
makuni, Zapote 22.7.68, and Tsipu hand moving), a feeling of coldness, fas-
tsueni, Zapote 13.10.68). cination by the fire at the same time that
At Marcos,the first time, sample collec- its smoke was intolerable. These phenom-
tion was not possible. Physical sensations ena were connected with a feeling of an-
came at first: heaviness in the back of the guish which was in absolute contrast to
neck, a feeling of movement in the stom- the pleasant feeling and the freedom dur-
ach, a sensation of numbness and tingling ing the first experience. Visions of the
in the extremities "as if there were ants in same type as experienced during the pre-
the body," heat, nausea which disap- ceding experiment were, however, now
peared at the beginning of the first visions, terrifying, and the song accentuated the
yawning, salivation. At first a shining blue anguish. The Sharanahua tried to drive
veil (the Sharanahua name is Rami) away disagreeable feelings by words and
seemed to come between the subject and gestures which were meant to guide the
his surroundings; thereafter, objects in visions, but the relief was of short dura-
lively colors appeared. This rather geo- tion. After the first dose, the experience
metrical vision was followed by pseudo- lasted approximately 2 hours, but this
hallucinations: hands, faces, and fire lost period seemed interminable. Communica-
their identity by being transformed into tions with other people were prevented.
fantastic beasts, snakes, tigers. Other vi- This experience left one with a feeling of
sions were far from reality - Dutch fisher- fatigue and frustration and also a lasting
men, trip over New York. These visions fear that it might return.
seemed like waves and corresponded to It has not been possible to find out
the intensity of the song. The visions were whether the Sharanahuahave experienced
accompanied by a feeling of "harmony," this taking of the drug as painful.
desire to laugh and to communicate, by
the visualization with great lucidity of Experimental
"intellectual problems" and by a strong A. List of Abbreviations
impression of verbal and nonverbal com-
munications with the Indians. The visions DMT N,N-dimethyltryptamine
faded during 4 hours after emptying the MMT N-monomethyltryptamine
first calebass (two were taken, the second 6-MeO-T 6-methoxytryptamine
one hour after the first). The visions and 5-MeO-T 5-methoxytryptamine
sensations diminished but the "harmony" Harmine 1-methyl-7-methoxy-,-
and the "spiritual lucidity" remained. carboline
They gradually subsided in the course of Harmaline 1-methyl-7-methoxy-3,4-dihy-
the next day. The contact with the com- dro-, -carboline
panions of the night appeared to remain Tetrahydroharmine
intimate and full of complicity even the = 1-methyl-7-methoxy-1,2,3,4-
day after the taking of the drug. A light tetrahydro- -carboline
pleasant fatigue followed and there were Harmol = 1-methyl-7-hydroxy-,-carbo-
no side-effects. line
Three months later, a second experi- MTHC = 2-methyl-1,2,3,4-tetrahydro-
ence proved to be extremely violent, pain- ,-carboline

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TABLE IV
ALKALOIDAL CONTENT IN AYAHUASCA PREPARATIONS
Vernacular Name and Total
Origin Plants Alkaloids Alkaloids
(% wlv)
Tsipu makuni Banisteriopsis Caapi 0,064 Harmine
(White Ayahuasca) Psychotria viridis (No. 7) Tetrahydroharmin
Culina Indians
Zapote, Peru, 22.7.68 DMT

Tsipu tsueni "dsati" Banisteriopsis sp. 0,013 Harmine


(Crude Black Ayahuasca) Psychotria sp. Tetrahydroharmine
Zapote, Peru, 9.10.68 Lygodium venustum (No. 13) Harmaline
232
Tsipu tsueni "pekanani" Banisteriopsis sp. 0,038 Harmine
(Boiled Black Ayahuasca) Psychotria sp. Tetrahydroharmine
Zapote, Peru, 9.10.68 Lygodium venustum (No. 13) Harmaline
DMT
232
Tsipu tsueni "dsati" Banisteriopsis sp. 0,005 Harmine
(Crude Black Ayahuasca) Psychotria sp. Tetrahydroharmin
Culina Indians
Zapote, Peru',13.10.68 Harmaline
232
Tsipu tsueni "pekanani" Banisteriopsis sp. 0,015 Harmine
(Boiled Black Ayahuasca) Psychotria sp. Tetrahydroharmin
Culina Indians
Zapote, Peru, 13.10.68 Harmaline
DMT
232

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TABLE IV (Continued)
Vernacular Name and Total
Origin Plants Alkaloids Alkaloids
(% xlv)

Shuri fisopa (Tukondi) Banisteriopsis Caapi (No. 3) 0,049 Harmine


(Black. Ayahuasca) Psychotria viridis (No. 9) Tetrahydroharmin
Sharanahua Indians
Marcos, Peru, 7.10.68 Lygodium venustum Harmaline
DMT
232

Shuri oshinipa Banisteriopsis Caapi (No. 4) 0,052 Harmine


(Red Ayahuasca) Psychotria viridis (No. 5) Tetrahydroharmin
Sharanahua Indians Lygodium venustum Harmaline
Marcos, Peru, 11.10.68 DMT
232
Shuri 0,034 Harmine
(Ayahuasca) Tetrahydroharmin
Sharanahua Indians
Marcos, Peru', 1.8.68Hamin10,
Received from J. Siskind DMT
(61 ) 232
Kamalampi Banisteriopsis sp. 0,058 Harmine
(Ayahuasca) Horowa leaves = Chacruna Tetrahydroharmin
Piro Indians Harmaline
Rio Urubamba, Peru'
Received from G. Baer 232
(5)

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TABLE V
PREVIOUS CHEMICAL ANALYSES OF AYAHUASCA, CAAPI OR YAG'E
Vernacular Name
Identification
Existence of Her-
Author Year Type of Analyses barium Specimen Compound

Zerda Bayon 1905 Yage' (decoction) Telepathin

Fischer Cardenas 1923 Micro-Chem. react. Yage Telepathin


Aristolochia sp.

Seil and Putt 1924 Caapi Three alk


Banisteria Caapi (Impure)

Barriga Villalba 1925 Elementary anal. Yage' Yageine a


Micro-chem. react. Prestonia amazonica

Albarraci'n 1925 Elementary anal. Yage' Yageine a


Micro-chem. react. Prestonia amaz onica

Michiels and Clinquart 1926 Micro-chem. react. Yage Yageine a


Prestonia amazonica

Clinquart 1926 Elementary anal. Yage (decoction) Yageine


Micro-chem. react. -

Perrot and Raymond Hamet 1927 Micro-chem. anal. Yage Telepathin


Banisteria Caapi

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TABLE V (Continued)

Vernacular Name
Identification
Existence of Her-
Author Year Type of Analyses barium Specimen Compoun

Lewin 1928 Elementary anal. Yaque, according to Banisterin


Micro-chem. anal. Merck
Banisteria Caapi

Wolfes and Rumpf 1928 Elementary anal. Yaque, according to Harmine


Degrad. to Harmol Merck
Malpighiaceae

Elger 1928 Elementary anal. Yage Harmine


Banisteria Caapi

Bruckl and Mussgnug 1929 Elementary anal. - Banisterin


Crystal caract. -

Dalmer 1929 U. V. spectra - Banisterin

Keller and Gottauf 1929 Elementary anal. Ayahuasca Harmine-l


Micro-chem. react. Banisteria sp.

Arispe 1938 Elementary anal. Ayahuasca Yageine


Micro-chem. react. Banisteria Caapi

Chen and Chen 1939 Elementary anal. Caapi Harmine


Derivatives Banisteria Caapi
U. V. Spectra Yes

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TABLE V(Continued)
Vernacular Name
Identification
Existence of Her-
Author Year Type of Analyses barium Specimen Compound
Mors and Zaltzman 1954 Paper chrom. Ayahuasca Yageine (H
Electrophoresis Banisteria Caapi
Micro-chem. react.
Costa 1954 Micro-chem. react. Yage Yageine
Banisteria Caapi

Hochstein and Paradies 1957 Paper chrom. Ayahuasca Harmine,


U.V. or I.R. spectra Banisteria Caapi d-tetrahyd

Der Marderosian et al. 1968 Paper chrom. Yage Harmine a


Thin layer chrom. Banisteriopsis Caapi
Yes
Schultes et al. 1969 GC-MS Caapi Harmine
GC Banisteriopsis Caapi
Yes
Der Marderosian et al. 1970 Thin layer chrom. -(Ayahuasca) Harmine a
Banisteriopsis sp.
Yes

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RIVIER & LINDGREN: "AYAHUASCA" 117

B. Material (Tables I-IV) New York Botanical Garden. Other sam-


The botanical material and drink prepa- ples of the specimen are deposited in the
rations were collected during the summer Conservatoire et Jardin Botanique de la
of 1968. The plant material was dried in ville de Geneve, Switzerland (1 to 9, 13,
the air without exposure to the sun, which 15, 17, 18, 20and21).
exposure is said by Indians to destroy the
power of the drug. 4-Hydroxy-benzoic C. Isolation of Alkaloids
acid methylester (Nipagin M) was added The powdered plant material (1-200 g)
to the beverage to prevent fermentation was stirred with methanol over night at
(approximately 1 g/100 ml). room temperature. The solution was fil-
Some samples of Banisteriopsis Caapi tered and the residue was re-extracted
were collected around Jenaro Herrera, a with methanol for 4 hours. After filtra-
mestizo Peruvianvillage along the Ucayali tion, the solution was evaporated under
River. The Cielo-Ayahuasca plant was reduced pressure. The residue was shaken
taken from the Botanical Garden of the with 200 ml 2N H2 S04, centrifuged, and
Amazon Natural Drug Co. in Iquitos, the solid extracted again with 100 ml 2N
Peru. H2SO4. This was repeated once more.
Piro and Matsigengamaterialswere col- The acidic solutions were extracted with
lected by G. Baer, Museum fur Volker- three 100 ml quantities of CHCl3. The
kunde, Basel, in 1968-1969, along the chloroform layer was rejected and the
UrubambaRiver. aqueous solution was made alkaline (pH
Other specimens of Banisteriopsis were 10) by addingsolid Na2C03.
obtained from G. T. Prance, New York The basic compounds were then ex-
Botanical Garden; R. T. Plowman and R. tracted from the aqueous solution with
T. Martin, HarvardBotanical Museum;H. CHCl3 three to five times, depending up-
V. Pinkley, HarvardBotanical Museum;B. on the quantity of starting material. The
Holmstedt, Department of Toxicology, CHCl3solutions were combined and dried
Karolinska Institutet, Stockholm; and R. with anhydrous Na2S04. The organic so-
T. Martin,HarvardBotanical Museum. lution was evaporatedunder reduced pres-
Freeze-dried Psychotria bacterophylla sure after filtration.
was obtained in the greenhouses of the The liquid samples were acidified di-
City of Lausanne (Switzerland). The rectly with H2 S04 .
leaves of Psychotria emetica and P. un-
dulata were obtained from "Jardin des D. Gas Chromatography(GLC)
Plantes," Paris, by Holmstedt in 1970. Gas chromatographic analyses were
They were originally collected in Borneo. performed with an F & M Model 400
Some living plants of Banisteriopsis and apparatus equipped with a hydrogen
Psychotria were brought back from Peru flame ionization detector system.
to Switzerland and are now growingin the The column support, 100-120 mesh
hot greenhouses of the city of Lausanne. Gas Chrom CLP, was size-graded, acid-
Part of those plants were freeze-driedjust washed, and silanized, according to the
before extraction. method described by Horning et al. (30).
Most of the plants of the collection of The coating was applied by the filtration
Rivier and Ruf were identified by H. V. technique (29).
Pinkley. Voucher herbariumspecimens of The stationary phase was 5%OV-17 in
this collection are deposited in the Botani- a 2,25 m X 3,2 mm glasstube. The column
cal Museum of HarvardUniversity. Some was operated at 2100 for Banisteriopsis
duplicates (Nos. 1, 5, 8, 14, 15, 18, and and drink, and at 1900 for Psychotria. The
21) are in the GrayHerbariumof Harvard injector block and the detector chamber
University. One sample of No. 8 is in the were kept at 500C above the oven temper-

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118 ECONOMIC BOTANY

ature. Carriergas was nitrogen. Flow was Results


25 ml/min. Samples were injected in a 1/1 The results of the analysis of Ayahuas-
methanol-chloroform solution with a ca (Banisteriopsis sp.) and Chacruna
0-10 ,ulHamilton syringe. (Psychotria sp.) and of the drug are shown
in Tables II-IV. In each case, the identity
E. Gas Chromatography- of the peaks of the gas chromatogramshas
Mass Spectrometry (GLC-MS) been corroborated by mass spectra ob-
The principles of the technique have tained with the combination instrument.
been described earlier (28). The mass This method assures complete identity
spectrometry work was carried out with with the reference compounds and gives
LKB 9000 gas chromatograph-massspec- direct evidence of identity. The complete
trometer. The ion source was 270?, the botanical name is given only when the
electron energy was 70 eV and the elec- plant has been identified on the basis of
tron ionization current 60 pA, respec- the voucher herbarium specimen. In all
tively. cases we have indicated the vernacular
The column consisted of a 2,5 m X 3,2 name and the Peruvianname given by the
mm glass tube with the same stationary Indians.
phase as the GC work, but the column In some extracts, the mass spectra of
support was Varaport-30. peaks correspondingto the retention time
Separation of the alkaloid mixture was of reference compounds was impossible
made at 250? forBanisteriopsis and drink, to record because of the small amount
and at 2300 for Psychotria. available for injection of the sample and
Injector block and "molecule separa- the relatively high background. In mass
tor" were maintained 30? above the col- fragmentography (or Multiple Ion Detec-
umn temperature. Helium was used as the tion), the mass spectrometer is used as a
carriergas. gas chromatographic detector which con-
tinuously monitors 1 to 3 selected mass
F. Quantitative Estimation numbers of compounds eluted from the
gas chromatographic column. [ For de-
The amount of alkaloids in the dried scription and applications of this tech-
plant material and in the drink and the nique, see (24) and (25)] . Focussing upon
percentage of each alkaloid in the alkaloid mass number 198, mass fragmentograms
mixture were determined by planimetry of alkaloidal extracts of Banisteriopsis
using Harmineas a standard. and the beverage were registered in view
of controlling the presence of Harmol.
Concerning alkaloidal extracts of
G. Reference Compounds Psychotria sp. and beverage, the ions m/e
188, 174 and 186 were brought alterna-
DMT = Schuchardt, Munich, Germany tively into focus to detect the occurrence
6-MeO-T -Schuchardt, Munich, Germany of DMT, MMT and MTHC, respectively.
Harmine = Fluka, Bucks, Switzerland
Harmaline = Aldrich, Milwaukee, Wisconsin Discussion
Harmol = Aldrich, Milwaukee, Wisconsin Analysis of Banisteriopsis (Table II)
Dl-Tetrahydroharmine was obtained from Dr.
Bernauer, Hofmann-La Roche, Basle, Switzer- As shown in Table V, the most recent
land. analytical work on an authentic specimen
MMT bioxalate was kindly placed at our disposal of B. Caapi, strangely enough, was made
by Dr. A. Hofmann, Sandoz A. G., Basle. in 1968 on the materialsent by R. Spruce
2 -Me thyl-1 ,2,3,4-tetrahydro-,s-carboline from Brazil in 1852 and later kept in the
has been synthetized earlier (2). Royal Botanical Garden at Kew. This ma-

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RIVIER & LINDGREN: "AYAHUASCA" 119

TABLE VI
MASS SPECTROMETRIC DATA FOR REFERENCE COMPOUNDS

Compound Mass spectrum, lit. ref. and major peaks at m/e


DMT Ref. (28)
58 (base peak), 103, 115, 130, 143, 188 (M+)
MMT Ref. (28)
44 (base peak), 103, 115, 130, 131, 145, 174 (M+)
MTHC Ref. (2)
143 (base peak), 78, 102, 115, 186 (M+)
6-MeO-T This paper
160 (base peak), 30, 117, 145, 146, 161, 190 (M+)
5-MeO-T Ref. (2)
160 (base peak), 30, 117, 145, 146, 161, 190 (M+)
Harmine Ref. (28)
212 (base peak and M+), 106, 169, 197
Harmaline This paper
214 (base peak and M+), 169, 170, 186, 198, 199,
212, 213
Tetrahydroharmine Ref. (28)
201 (base peak), 101, 172, 187, 216 (M+)
Harmol This paper
198 (base peak and M+), 99, 115, 169, 170, 197

terial contained only Harmine(58). Earli- Harmalineand d-Tetrahydroharmine.


er, Der Marderosianet al. (16) found Har- In all the samples analyzed by us, we
mine and Harmaline in a voucher speci- have found the ,B-carbolines:Harmine,
men identified by R. E. Schultes. Harmaline and Tetrahydroharmine,and,
Only in 1939 did Chen & Chen publish in addition, Harmol,and 6-MeO-T(Figs. 2
a convincing analysis showing the pres- & 3). It should be noted that 6-MeO-Thas
ence of Harmine in the stem, leaves and a mass spectrum similar to that of 5-MeO-
roots of an authentic specimen of B. Caapi T but that the latter compound has a
(12). This is, however, contested by Cua- different retention time. In our own inves-
trecasas, who believes that the samples tigation, we have demonstrated, also, that
represent B. inebrians (22). Schultes (in the composition of stems from other parts
conversation) agrees with Cuatrecasas. of the Amazon differ quantitatively only
According to Deulofeu (18), Elger ana- slightly from those found in the south-
lyzed a plant material identified as B. western parts (Table II).
Caapi and found that it contained Har- Harmine, Harmaline and Tetrahydro-
mine (20). It should be noted that the harmine have been isolated from a num-
much-quoted investigation by Hochstein ber of other plants (54). Harmol has pre-
& Paradies (27) concerns a material the viously been isolated from Passiflora
botanical identification of which later incarnata L. (37, 38) and from Zygophyl-
proved to be based solely on the vernacu- lum fabago (8).
lar name of the plant (57). These chemists Other Banisteriopsis species that have
isolated three f-carbolines: Harmine, been investigated contain DMT and

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120 ECONOMIC BOTANY

R1 ' N I

RN NN N-R3
H R2 RN3 H R2

a R R2=R3=H IV a R1=CHN30,
R2=CH3, R3=H

b RI=H, R2=H,R3 CH3 b RI=H, R2=H, R3=CH3


c R1=H-1R=R =CH
'2 3 3
d RI=CH3 0,R2 =R3=H

R N -N CH3O N
H H

II a R=CH30 III
b R=OH

Fig. 1. Ia. Tryptamine; Ib. Monomethyltryptamine; Ic. Dimethyltryptamine; Id. 6-Methoxy-


tryptamine. Ila. Harmine; IIb. Harmol; III. Harmaline; IVa. 1,2,3,4-Tetrahydroharmine; IVb. 2-
Methyl-1 ,2, 3,4-tetrahydro-,-carboline.

MTHC. They may be said to serve as ad- Banisteriopsis and Paullinia Yoco. P.
mixtures of the basic Ayahuasca drink Yoco is used as a stimulant and is rich in
(47). caffeine. A confusion of the two collec-
O'Connell & Lynn isolated and tenta- tions may have occurred (Schultes, letter
tively identified Harmine in B. inebrians of July, 1971).
in 1953. The botanical identification was
made from materialof the stem and leaves Psychotria (Rubiaceae) (Table III)
of the plant. No voucher specimens were, Der Marderosian et al. (17) have iso-
however, reported (44). Sixteen years lated DMTand two other non-indole alka-
later, O'Connell (43), searching for the loids from leaves of Psychotria viridis.
possible occurrence of other alkaloids in One of them was tentatively identified as
the same plant, found caffein. This unique dehydro-DMT by mass spectrometry: no
report on the presence of xanthine com- spectrum of this compound was, however,
pound in Malpighiaceae may be ques- published. In the same work, another
tioned. At the time, Schultes gave O'Con- Psychotria is reported to contain DMT
nell trunks of two plants to work with, only. A third specimen of Psychotria

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RIVIER & LINDGREN: "AYAHUASCA" 121

2 3 4

0C

0
S

ib io 3o 40
minutes
Fig. 2. Gas chromatogram of alkaloidal fraction from Banisteriopsis Caapi (Spruce) Morton,
obtained from R. T. Plowman and R. T. Martin, Tarapoto, Peru. GLC conditions: 5% OV-17 on
100-120 mesh Gas Chrom CLP; temp. 210
1 = 6-MeO-T.; 2 = Tetrahydroharmine; 3 = Harmaline; 4 = Harmine; 5 = Harmol.

leaves was totally devoid of alkaloids. The teriophylla and P. undulata) contain nei-
Indians mix all three of these Psychotria ther indoles nor ,-carbolines. Freeze-dried
species with Ayahuasca, according to Psychotria sp., used with Ayahuasca by
Pinkley (47). the Culina - which was grown in a green-
Our own analysis of the leaves of house - contains none of the three alka-
Psychotria viridis showed the presence of loids.
substantial amounts of DMTand traces of DMT has already been isolated from a
MMTand MTHC(Figs. 4 & 5). WhenDMT number of plants (54). MMTor Dipterine
is not present, we find instead MMTand has been identified in a few plant families
MTHC.The molecular weight of MTHCis (52). Analyses of hallucinogenic plants
186 and its mass spectrum is presented in used by South American natives have
Fig. 5. Dehydro-DMT has the same mo- shown the presence of MMTin the leaves
lecular weight. The mass spectrum of "al- of Banisteriopsis Rusbyana (1), in Virola
kaloid 186" proves, however, that it is not theiodora, V. rufula (2), (10), in Virola
an indole with an open side chain. The calophylla (1), (28), in Anadenanthera
,B-carbolinestructure was found to be cor- (Piptadenia) peregrina (1), (28), (34).
rect by comparison with synthetic refer- MTHC has been isolated, together with
ence compound. The interpretation of the other simple indole compounds, from
structure is in agreement with the inter- B. Rusbyana (1). MTHC is also to be
pretation of Agurellet al. (2) and Johns et found in Arthrophytum leptocladum
al. (31). and in Gymnacrantherapaniculata (31).
Psychotria carthaginensis contains a The use of the expression "Chacruna"
largerquantity of alkaloidsthan P. viridis, has spread all along the Ucayali between
practically all DMT (Table III). The other Pucallpa and Iquitos among the mestizos.
species of Psychotria, (P. emetica, P. bac- Del Castillo (11) gives, on pages 73-74 of

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1~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~

PEAKI
PEAK 1 3
~~~~~~~~~~~PEAK 80K
80
ao~~~~8j PEAK

60 ~ ~~ ~ ~ ~ ~~~6~60
40
* I~~~~~~~~~~~~~~C4

I 0~~~~~~~~~

50 150 26 0 l 150 20
00r/ 10M0

HARMALINE HARM
6-MeO-T 0
so

606 6

C
~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~

:620

iiiio20 o
0 1 15 50 1600 150',
50 26

Fig. 3. Mass spectrometric recording of compound in peak effluents from alkaloid fraction (Fig. 2)

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RIVIER & LINDGREN: "AYAHUASCA" 123

0 10 20 30
minutes

Fig. 4. Gas chromatogram of alkaloid fraction from Psychotria viridis R. et P., Culina Indians,
Puru'sRiver, Peru. (No. 7). Conditions: same as Fig. 2 but temp. 1900.
1 DMT; 2 MMT;3 =MTHC.

PEAK 3
80

60-

?40-
._

*2&
0

0 50 100 m/e 150 200

Fig. 5. Mass spectrometric recording of compound in peak effluent No. 3 from alkaloidal
fraction (Fig. 4). Reference compound in (2).

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124 ECONOMIC BOTANY

4
2
3

6 10 20
minutes

Fig. 6. Gas chromatogram of alkaloid fraction from Ayahuasca beverage (Shuri oshinipa),
Sharanahua Indians, Puru'sRiver, Peru. Conditions: same as Fig. 2.
1 = DMT; 2 = Tetrahydroharmine; 3 = Harmaline; 4 = Harmine.

his thesis, a description of the Chacruna mas ancha. El pecfolo mide unos 0.5 cm de
plant, which he saw 7 km from Iquitos: largo mas o menos. La inflorescenciaes com-
puesta, definida. El fruto es pequefio,de 4.5
La Chacrunaes un arbustode 3 a 4 metros por 5 mm, epicarpio de color rojo como el
de altura, de ra('znapiforme, tallo le-noso, cerezo cuando esta maduro; es una drupa,
cili'ndrico,de diez o ma'scent('metrosde dia- encierra dos semillas que nos recuerdanel
metros. La corteza es de color verde, ligera- cafe. Lassemillasson pues dos, que se abrenal
mente obscuro, con manchas ligeramente igual que el caf6,convexasen su partedorsaly
blanquecinasy distribuidascomo pequifias aplanadasen su parte ventral, por la que se
aereasde aspecto geografico,do modo que en unen; unidasdan una forma ovoide, de 4 por
conjuntonos recuerdala piel de unaserpiente. 4.5 mm. Se pareceal cafe. La testa (cubietra
Las hojasson de formalanceolada,alargadas, extema del epispermo) es de color blanco
enteras,de peci'olomuy corto. Son hojaspen- amarillentoquando esta fresca, ligeramente
ninerviadas,con mas de diez nervadurasse- pardo cuando esta seca, y de aspecto rugoso
condarias.El haz es de color verde obscuro, en su partedorsal.
lustroso;el enves es de un verdeclaro,opaco. Le Ilamantambienyage en Iquitos.Su habi-
Por su disposicionen el tallo son opuestasy tat es el llano amazonico.Nosotroslo encon-
cruzadas, forman como manojos foliares en tramos en las selvas de la circunscripcionde
las ramas.Lashojasmiden 13 a 15 cm de largo San Juan, al este del caserio del mismo
(incluyendoel pecfolo) por4.5 cm en su parte nombre,a uno siete u ocho kilometrosal S.O.

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RIVIER & LINDGREN: "AYAHUASCA" 125

de la cuidad de Iquitos, en un terreno ino- the aqueous extract "as used by the na-
culto, entre otros arboles y arbustos de la tives" and that the concentrations of
selva, con vegetacionno muy tupida,en ter- Harmaline and Tetrahydroharminewere
rano arenosoobscuro,escasamentearcillosoy greater than in the plant. Der Marderosian
hiumido,en "altura,"como se dice en el argot et al. (17) have isolated DMT, "much
regional.Nosotros lo encontramoscon frutos Harmaline and a little Harmine" from
porlos mesesde Febrero,Marzoy Abril.
Nos informan que hay otra variedadde "nixi pae" of Cashinahua.This Ayahuasca
chacrunaque tambienasociana la ayahuasca, was prepared with the stem of Banisteri-
pero, la que acabamosde describires la quese opsis sp. and the leaves of two species of
usa en Iquitos y la que hemos empleado en Psychotria (not completely identified).
nuestrasexperimencias. Of the sundry Ayahuasca drinks that
No doubt it is a question of a rubia- have been analyzed in this study, only two
ceous plant, quite probably a Psychotria. have a botanical origin firmly established.
In 1929, two German chemists received As shown in Table IV, the several alka-
from Bolivia Chacruna leaves, an admix- loids identified in the plants are not pre-
ture of Ayahuasca, but no chemical anal- sent in the drink. Only DMT, Harmine,
yses were made (32). The leaves were, Harmaline and Tetrahydroharminewere
however, identified: it was a rubiaceous, detected in the decoction (Fig. 6).
probably Mapouria formosa (26). On the gas chromatogramsof the drink,
The Piro of Rio Urubamba use also the as well as on those of the Banisteriopsis
Chacruna leaves (Horowa) to heighten the alkaloidal fractions, one component
effect of a Banisteriopsis drink (Kama- emerging just before Tetrahydroharmine
lampi). This plant was not botanically still has to be identified (Fig. 2 & 6). This
identified (5). Dobkin de Rios (19) quotes compound, probably a f3-carboline,has a
in a note that Chacruna (used by the mes- molecular weight of 232 (M+) and other
tizos of Iquitos) is B. Rusbyana. Schultes peaks at 57 (base peak), 189, 176, and
has a specimen of Chacruna from another 174. Work on its identification is in pro-
collector near Iquitos and identified it as gress.
B. Rusbyana (Schultes, personal com- Some clinicians have experimented
munication). Chacruna appellation can with these substances in man by oral ad-
apply, probably, to both Psychotria and ministration.
Banisteriopsis. In 1929, Beringer & Wilmanns(7) used
In view of the foregoing, it cannot be 0,02 g Harmine kreatinine capsules 4 to 6
assumed that the decoction of the Yage times a day to treat Parkinson'sdisease.
leaves, analyzed by Hochstein & Paradies Halpern (23) took up to 0,04 g per os in
(27) and found to contain DMT, was self-experiments. The effects came slowly
made from a Psychotria or Banisteriopsis after 10 to 15 minutes and optimal action
plant. There is nothing to prove it, al- was reached after two hours.
though these samples, which come from Pennes & Hoch in 1957 (45) reported
Rio Napo "near Iquitos," have the same n o hallucinogenic effects from doses
vernacular name and have been shown under 960 mg, although physical symp-
indirectly to contain the same principal toms began with a 400 mg dose.
alkaloids. Naranjo (41) found Harmaline-HClto
be hallucinogenic at dosages above 4
Analysis of the Drink (Table IV) mg/kg by mouth, which is about one half
Only a few chemical analyses of the the threshold level of Harmine-HCl.The
beverage have previously been carried out onset of the effects of those compounds
(12, 13, 17, 27, 55). Hochstein & Paradies was about one hour after ingestion by
(27) declared that Harmine, Harmaline mouth.
and Tetrahydroharmine were present in Racemic Tetrahydroharmine-HCl,up

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126 ECONOMIC BOTANY

to the amount of 300 mg by mouth, was Phrygilanthus eugenioides (Lorantha-


administered by Naranjo (41) to a volun- ceae), Lomariopsisjapurensis (Polypodia-
teer who reported that, at this dosage ceae), Epiphyllum sp. and Opuntia sp.
level, there were subjective effects similar (Cactaceae), Cyperus sp. (Cyperaceae)
to those which he experienced with 100 and Clusia sp. (Guttiferae). In other areas
mg of Harmaline. of the Amazon basin, Prestonia amazoni-
Summing up from Table IV, we have ca, Malouetia Tamaquarina (Apocyna-
calculated that an Indian, after drinkinga ceae) and AlternantheraLehmanii (Amar-
portion of Ayahuasca (200 ml), has taken anthaceae) are known to be added as
an average of 30 mg of Harmine,10 mg of admixtures together with Banisteriopsis
Tetrahydroharmine, and 25 mg of DMT. (56). There are still numerous additivesto
In view of these results, new pharma- the Ayahuasca drink unidentified or
cological experiments for a better under- known only from native names.
standing of the hallucinogenic action of 2. By means of analytical tools giving
Ayahuascaseem necessary. direct evidence of identification of the
Concluding Remarks alkaloids, we have definitively established
that Banisteriopsis Caapi contains mainly
1. The South American drink called Harmine, Harmaline,Tetrahydroharmine
Ayahuasca studied here was collected but also two minor compounds: Harmol
among the Sharanahuaand the CulinaIn- and 6-Methoxytryptamine.
dians of the upper Pur'usRiver in Amazo- In the same way, both Psychotria viri-
nian Per'u. dis and P. carthaginensishave been shown
The present investigation established to contain Dimethyltryptamine with
that this drink is prepared basically from traces of Monomethyltryptamine and
the malpighiaceous Banisteriopsis Caapi 2 -methyl-i ,2,3,4-tetrahydro-,B-carboline.
and the rubiaceous Psychotria viridis. 3. Even though many self-experiments
Sometimes Culina Indians used P. cartha- with Ayahuasca preparation have been
ginensis instead of P. viridis. made with Indians,no composition of the
It is to be remembered that Psychotria beverage dosage of the alkaloids has pre-
viridis and Banisteriopsis Rusbyana, viously been reported at the same time.
which contain closely related compounds, In this paper, qualitative and quantita-
are used as additives to Ayahuasca by tive analyses of fully described Ayahuasca
some native tribes (47). are presented: DMT, Harmine,Harmaline
Other ingredients are occasionally and Tetrahydroharmine were detected
added to the decoction. They are not con- and identified. The relative concentra-
sidered to be essential by the Indians. tions of each compound present in the
Some of those additives contain chemical drugs are different from those present in
constituents which could possibly add to the ingredients,B. CaapiandP. viridis.
or alter the hallucinogenic effects of the An Indian, after drinking a portion of
drink. They belong to the Solanaceae: Ayahuasca of 200 ml, has taken an
Nicotiana sp., Datura sp. and Capsicum average of 30 mg of Harmine, 10 mg of
sp. Nicotiana and Datura have been al- Tetrahydroharmine, and 25 mg of
ready reported to be admixtures in other Dimethyltryptamine.
places (56). Brunfelsia is also frequently
added in the Ecuadorian and Colombian
Amazon along the eastern slopes of the Acknowledgments
Andes. This work was supported by the Na-
Other plants belonging to different tional Institute of Mental Health (MH
families have not been reported before: 12007); the National Institute of General
Lygodium venustum (Schizaeaceae), Medical Sciences (GM 13978); Swedish

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RIVIER & LINDGREN: "AYAHUASCA" 127

Medical Research Council (B70-40X- 11. del Castillo, G.1962. Observacionessobrela


6229-03); Riksbankens Jubileumsfond; intoxicacion aguda provocada en el hom-
bre por la ingestion de la Ayahuasca. The-
Stiftelsen Gustaf och Tyra Svenssons sis, Univ. Nac. Mayor, San Marcos Fac.
Minne and Knut och Alice Wallenbergs Medicina, Lima, Peru.
Stiftelse. 12. Chen, A. L. & K. K. Chen 1939. Harmin, the
We wish to acknowledge the collabora- alkaloid of Caapi. Quart. J. Pharm. Parma-
tion of Miss I. Ruf for inclusion of the col. 12: 30-38.
13. Clinquart, E. 1926. Contribution a l'etude
ethnological observations. de la liane Yage et de son alcaloide. Journ.
We are greatly indebted to Mr. H. Pharm. Belgique 36: 671-674.
Pinkley, Botanical Museum of Harvard 14. Costa, 0. de Al. 1954. Sobre o indentidade
University, for the botanical identifica- botainica do Yage (desfazendo una con-
fusao). Rev. Ass. Brazil. Farm. 38:
tions. 481-489.
One of us (L.R.) would like to thank 15. Dalmer, 0. Weitere Beitrag zum Identitats-
Prof. P.-E. Pilet, Director of the Depart- beweis der Alkaloide Harmin und Banister-
ment of Plant Biology and Physiology, in. Deut. Med. Wochenschr. 38: 1592.
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F. Dobbins IV 1968. Native use and occur-
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NOTE ADDED IN PROOF


After submission of the manuscript three papers with direct connection with this
investigation have been published:
Ghosal, S., U. K. Mazumder & S. K. Bhattacharaya 1971. Chemical and Pharmacological Evaluation
of Banistereopsis argentea Spring ex Juss. J. Pharm. Sci. 60: 1209-1212.
Ribas, I., J. Saa & L. Casiedo 1972. Investigation del contenido en Alcaloides de la Banisteriopsis
inebrians (Malphigiaceae). Anales di Quimica 68: 299-302.
Ruf, I. 1972. Le "dutsee tui" chez les Indiens Culina de Perou. Bull. Soc. Suisse americanistes 36:
73-80.

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