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Pharmacological and Therapeutic Effects of Mentha Longifolia L. and Its Main Constituent, Menthol
Pharmacological and Therapeutic Effects of Mentha Longifolia L. and Its Main Constituent, Menthol
Pharmacological and Therapeutic Effects of Mentha Longifolia L. and Its Main Constituent, Menthol
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Review Article
Table 2: The pharmacological effects of M. longifolia (L.) There is a report that piperitone from M. longifolia reduces
System Effect Reference the nitrofurantoin resistance of strains of Enterobacteriaceae
Nervous Protective effects against [83] and increases the value of the antimicrobial activity of
hydrogen‑peroxide‑induced toxicity in PC12 nitrofurantoin, which is used for the treatment of urinary tract
cells and antioxidant activity infections.[30] Pulegone is considered as the main composition of
Muscular M. longifolia (L.) leaf hydroalcoholic extract [50] M. longifolia against molds and against Klebsiella
induces smooth muscles spasmolytic
pneumoniae.[5,31] Combination of nisin and the essential oil
activity mainly through disturbance in
calcium mobilization and partly by potassium of M. longifolia showed significant inhibitory effect on the
channels activation growth of the vegetative forms of Bacillus subtilis at 25°C.
Gastrointestinal Ethanolic and aqueous extracts of [33] Nevertheless, the sole essential oil of the plant did not
M. longifolia displayed significant anthelmintic expressively inhibit bacterial growth at 25°C.[32] Ethanolic
activity against pinworms, Syphacia obvelata and aqueous extracts from M. longifolia showed significant
and Aspiculuriste traptera, in mice anthelmintic activity against pinworms, Syphacia obvelata and
M. longifolia (L.) leaf hydroalcoholic extract [50] Aspiculuris tetraptera, in mice.[33] In one study, M. longifolia
induces smooth muscles spasmolytic activity
was found highly effective (>88%) in spore germination
Immunity Oil from M. longifolia (L.) very strong [6]
tests against some fungi.[34] Many studies have also reported
antibacterial activity, in particularly against
E. coli strains and other bacteria the insecticidal activity of M. Longifolia. Feeding on this
Blood Anti‑hemolytic activity [62] plant was found to cause death in Chrysolina herbacea.
M. longifolia: Mentha longifolia, E. coli: Esherichia coli Piperitenoneoxide is the main integral that is attributed to
the insecticidal activity of the plant (LC50, 9.95 mg/L).[35] It
Table 3: The pharmacological effects of menthol is similarly shown that M. longifolia essential oil has 100%
System Effect References repellence against Sitophilus zeamais (10, 15, 20 days old),[36,37]
Organisms Antimicrobial [6,8,15,20,84,85]
and Tribolium castaneum (25 days old).[38] Two studies
Fungicidal have reported the high efficacy of the ethanolic extract of
Antibacterial M. longifolia against third‑ and fourth‑instar larvae of house
Antibacterial mosquito Culex pipiens (LC50-26.8 ppm),[39] and against
Nervous Antinociceptive [86‑88] Sitophilus oryzae (24.2% repellency).[40]
All Antioxidant [7,89‑91]
inhibition: 10.2 mm; MIC: 7.8 μg/mL). Menthol is also effective EFFECTS ON NERVOUS SYSTEM
against dental bacteria.[9] It has commonly been reported that It was shown in a study that the aqueous leaf extract
Gram‑positive bacteria are more vulnerable to essential oils of M. longifolia has antinociceptive and antipyretic
of the plant than Gram‑negative bacteria.[11,13,19,20] However, properties. Comparatively high LD (50) values obtained
alkaloids isolated from M. longifolia have pronounced effects for oral and intraperitoneal administration of the plant
against growth of Gram‑negative bacteria such as E. coli.[21] extract confirmed that the plant extract is nontoxic to
One study on five flavonoids separated from M. longifolia mice.[41] In another study, methanolic extracts of M. longifolia
extract showed that the quercetin‑3‑O‑glucoside had the were tested for their possible protective effects against
maximum antibacterial activity among the flavonoids hydrogen‑peroxide‑induced toxicity in PC12 cells, antioxidant
tested.[22] Apigenin is a common dietary flavonoid that activity (by 2, 2’‑azinobis (3‑ethylbenzothiazoline‑6‑sulfonic
is found in Mentha spp. and has many biological effects acid) [ABTS] and xanthine/xanthine oxidase methods) and
including antimicrobial activity.[23‑25] Other studies have neurochemical properties (monoamine oxidase A (MAO‑A)
shown the antimicrobial activity of M. longifolia against the inhibition, acetylcholinesterase inhibition and affinity to
two yeasts C. albicans and Saccharomyces cerevisiae (diameter the gamma‑aminobutyric acid (A) receptors). This plant
of the inhibition zones in 25 and 28 mm respectively).[26‑28] exhibited antioxidant and MAO‑A inhibitory activities.[42]
In vitro anti‑Vibrio effects of the essential oils obtained from M. longifolia essential oil exhibited a stronger central nervous
M. longifolia have been also shown against Vibrio spp. This system (CNS) depressant effect.[43] The effect of M. longifolia
effect has been seen in administration of M. longifolia in cases crude ethanol extract, as well as fractions rich in apigenin
of gastrointestinal and extra‑intestinal troubles related to glycosides, luteolin glycosides and phenolic acids have
the consumption of insufficiently cooked seafood or contact been also examined on CNS function. Phenolic acids are
with contaminated sea water with Vibrio alginolyticus, Vibrio found to possess noteworthy spasmodic, choleretic and
parahaemolyticus, Vibrio vulnificus and Vibrio fluvialis strains.[29] CNS simulative effects.[44]
EFFECTS ON GASTROINTESTINAL SYSTEM activity than the essential oil in antioxidant activity
assays employed, e.g. in the inhibition of free radical 2,
Mentha longifolia leaves are used in herbal recipes, which
2‑diphenyl‑1‑picrylhydrazyl (DPPH) and β carotene/
are used for gastrointestinal disorders. Here, the leaves
linoleic acid systems. Other studies presented the phenolic
of M. longifolia are locally boiled in water along with
compounds as the main cause of better antioxidant
cardamom seed or leaves powder is given along with
effect of methanol extract than the essential oil.[15] There
green tea to children. It is used as antiemetic, particularly
is a positive connection between antioxidant activity
in chronic diarrhea. M. longifolia is used as a carminative
potential and amount of phenolic compounds.[28] The
in gas trouble and eaten in the form of chutney, especially
antioxidant activity by ABTS assay showed IC50 values
in summer along with butter to stop diarrhea.[45‑47] It is
of 476.3 ± 11.7 for M. longifolia.[5] In some studies, apigenin
similarly used for the treatment of abdominal pain.[48]
derivatives are determined as antioxidative molecules.[54‑56]
The leaf extract of M. longifolia, exerts relaxant effects on
In another study, the free radical‑scavenging potential
intestinal smooth muscle, consistent with the traditional
(1, 1‑diphenyl‑2‑picrylhydrazyl scavenging activity)
use of the plant to treat gastrointestinal disorders such as
of nine Mentha spp. was investigated to evaluate and
diarrhea and colic. This plant exhibits spasmolytic activity
explore new potential sources for natural antioxidants.
mainly through varying calcium mobilization and partly
The activity was performed after different time intervals
by potassium channels activation due to the presence of
with the incubation period of 30 min. The methanolic
calcium channel blocking constituents.[49,50] In a castor oil
extracts of M. longifolia showed significant antioxidant
induced diarrheal model, the crude extract of M. longifolia
activity (79%).[57] Berselli et al.[58] have shown the efficacy
at doses of 100-1000 mg/kg, provided 31-80% protection,
of a 1 h preincubation with the highest nontoxic dose of a
similar to loperamide. The calcium channel blocking characterized M. longifolia extract (80 μg/mL) in protecting
activity was further confirmed when pretreatment of the human keratinocytes (NCTC2544) from chemically tempted
tissue with M. longifolia crude extract caused a rightward oxidative stress (500 μM H2O2 for 2, 16, and 24 h). Cellular
shift in the Ca++ concentration‑response curves, similar to viability was meaningfully protected by mint, which limited
verapamil. Activity‑directed fractionation revealed that protein and DNA damage, reduced lipid peroxidation, and
the petroleum spirit fraction was more potent than the conserved glutathione and superoxide dismutase activity
parent crude extract and aqueous fraction.[49] In isolated in the shorter phases of oxidative stress induction. Weigh
ruminal and abomasal preparations, essence of M. longofolia level, a mixture of extract of four plants (Alchemilla vulgaris,
(0.1-100 g/mL) exhibited a weak spasmogenic effect followed Olea europaea, M. longifolia and Cuminum cyminum) used
by relaxation and complete (P < 0.05) abolition of the in traditional Arabic and Islamic medicine as well as in
spontaneous contraction at the highest dose (1000 g/mL). European herbal medicine, showed noteworthy antioxidant
In contrast, rat ileum only showed a dose‑dependent properties at so low absorptions (10 µg/mL) as measured
relaxation effect, and tissues preincubated with essence by the lipid peroxidation technique.[59] In another study,
reduced the acetylcholine (ACh)‑induced contraction. monoterpene ketones (menthone and isomenthone) were
Essence (1000 g/mL) meaningfully repressed the effect shown as the most powerful scavenging complexes present
of ACh suggesting that the effect may be mediated via in the essential oils of M. longifolia.[6] The antioxidant
cholinergic receptors on smooth muscle. The essence effect of the contents of the plant varies when different
profoundly changed gastrointestinal smooth muscle methods of extraction are used. For instance, in one study
contraction in a dose‑dependent and tissue‑specific the highest antioxidant activity determined by the ferric
manner. [51] Another study examined the effects of decreasing antioxidant property (FRAP) and DPPH assays
piperitenone oxide, an important chemical constituent of was attributed to extracts taken from naturally dried
the essential oil of many Mentha spp. such as M. longifolia, herbs (2.76 ± 0.15 m/mol Fe2+/Mg of the dry extract and
M. spicata, M. rotundifolia, M. suaveolens and M. villosa on EC50 = 0.022 ± 0.001 mg/ml) due to the highest general
the guinea pig ileum. Piperitenone oxide (30-740 μg/ml) content of phenols (113.8 ± 2.0 mg of gallic acid/g of the
relaxed basal tonus without significant alteration in the dry extract) and flavonoids. On the other hand, the lowest
resting membrane potential.[52] antioxidant activity was elicited from the extracts of herbs
dried in the laboratory oven (1.13 ± 0.11 m/mol Fe2+/mg of
the dry extract and EC50 = 0.033 ± 0.001 mg/mL).[60,61] This
ANTIOXIDANT EFFECT shows the importance of the methods by which the plant is
Gulluce et al. [7] designed a study to evaluate the dried off before preparation of the extracts. Hydro‑alcoholic
antioxidant activities of the essential oil and methanol extract of this plant showed good antioxidant activities
extract of M. Longifolia. The extract showed much better in several in vitro assay systems including DPPH
radical‑scavenging system, nitric oxide‑scavenging system, in patients with a history of liver disease or those taking
Fe2+ chelating ability, linoleic acid model, and scavenging cytochrome P450‑inducing drugs.[67] Acute Toxicity effect of
hydrogen‑peroxide.[62] In another study, the antioxidant flavonoids extracted from M. longifolia was measured, and
activity of M. longifolia extract was investigated with four the quercetin‑3‑O‑glucoside had the lowest values with an
different methods such as DPPH, ABTS radical, reducing LD of 5 mg/kg. The apigenin and luteolin‑7‑O‑glucoside,
power assay and FRAP. M. longifolia exhibited the strongest luteolin‑7, 3’‑O‑diglucoside had the same effect with an
activity as ABTS scavenger compared to DPPH and FRAP.[63] LD of 4 mg/kg. The kaempferol‑3‑O‑glucoside showed an
It was shown that high antioxidant activity by tissues of LD of 3 mg/kg and was thus considered as the most toxic
many M. longifolia variants native to Israel resulted in part, compound among the tested flavonoids.[22]
from antioxidant activity of rosmarinic acid (RA).[64]
CYTOTOXIC ACTIVITY
IN VITRO TOXICOLOGICAL EVALUATION Three flavonoids, apigenin‑7‑O‑glucoside, apigenin‑
The effects of the essential oil from the leaves of 7‑O‑rutinoside, and apigenin‑7‑O‑glucuronide, were
M. longifolia on a few biochemical parameters of Wistar isolated from M. longifolia by using E. coli WP2 genotoxicity
rats were investigated in one study. The oil at 125, 250, 375, assay directed fractionation procedures. The mutagenic and
and 500 µL/kg of body weight reduced (P < 0.05) the red anti‑mutagenic properties of each flavonoid were evaluated
blood cells and lymphocytes with no definite pattern on using the same genotoxicity assay. Apigenin‑7‑O‑glucoside,
the white blood cells and mean cell volume. The optimal apigenin‑7‑O‑rutinoside, and apigenin‑7‑O‑glucuronide
doses meaningfully increased the population of neutrophils, were shown to possess significant anti‑mutagenic
monocytes and large unstained cells. In addition, liver‑body activity against 2‑AF and N‑methyl‑N‑nitro‑N′nitros
weight ratio and serum concentrations of cholesterol, oguanidine induced mutagenicity. The response was
triglyceride, high‑density lipoprotein‑cholesterol, and dose‑dependent, and the inhibition rates were between
inorganic phosphate were increased; however, no change 25.3% (apigenin‑7‑O‑glucoside with S9-2.0 μM/plate) and
was observed in the heart body weight ratio and the levels 59.0% (apigenin‑7‑O‑rutinoside without S9-2.0 μM/plate).
of serum low‑density lipoprotein‑cholesterol, Na(+), Apigenin derivatives can be thought as genetically safe at
Ca(2+), Cl(−), K(+), creatinine, and uric acid. The oil at tested concentrations since they did not show a mutagenic
500 µL/kg of body weight also increased the kidney‑body activity.[56] The cytotoxicity of M. longifolia essential oil with
weight ratio. In contrast, the oil reduced the serum urea seasonal variation was tested on breast cancer (MCF‑7)
and atherogenic index. The total and conjugated bilirubin, and prostate cancer (LNCaP) cell lines using the MTT
together with the entire protein and albumin, in the serum assay. The cytotoxicity of the essential oils against MCF‑7
increased only with oil at 125 µL/kg of body weight. The showed an IC50 of 45.2 and 50.6 μg/mL for summer and
serum alkaline phosphatase activity also increased with no winter samples, correspondingly and against LNCaP the
significant change in those of gamma‑glutamyltransferase IC50 values were 43.5 and 52.0 μg/mL, respectively.[10] In
and alanine and aspartate aminotransferase. The results another study that was designed to assess the mutagenic
specify dose‑ and parameter‑specific effect of the essential and antimutagenic activities of luteolin derivatives (luteolin
oil. Although the essential oil from M. longifolia leaves may 7‑O‑glucoside, luteolin 7‑O‑rutinoside and luteolin
not predispose to atherosclerosis, it may raise the practical 7‑O‑glucuronide) isolated from M. longifolia by using
activity of the rat liver at the lowest dose investigated. Ames Salmonella test (TA 1535 and TA1537 strains), The
Therefore, the essential oil from M. longifolia may not be highest inhibition rates for luteolin 7‑O‑glucoside, luteolin
completely “safe” at the doses investigated.[65] In vitro 7‑O‑rutinoside and luteolin 7‑O‑glucuronide on TA1537
cytotoxicity test was also performed by brine shrimp strain were 84.03%, 87.63% and 67.77%, respectively.
lethality bioassay. At 40 μg/mL, which was the least Similarly, in the antimutagenicity assays performed
attentiveness used, the oil was not toxic; all the brine with the TA1535 strain, the inhibition rates for luteolin
shrimps survived. While maximum mortalities happened 7‑O‑glucoside and luteolin 7‑O‑rutinoside was 23.86% and
at 200 μg/mL and the least mortalities were observed at 23.76% respectively.[68] The possible antimutagenic potential
40 μg/mL.[66] Due to the major decrease of the potentially of apigenin 7‑O‑rutinoside (A7R) was examined against
harmful pulegone and menthone by oven‑drying, it is mutagens ethyl methane sulfonate (EMS) and acridine (AC)
recommended that this herb should be oven‑dried or in an eukaryotic cell system S. cerevisiae RS112. The results
cooked before consumption in order to reduce toxicity. showed that A7R has dissimilar inhibition rates against EMS
Eating of the raw plant should be discouraged, particularly and AC‑induced mutagenicity. Therefore, the properties
of A7R are of excessive pharmacological importance and and carminative. Although high LD50 values have been
might be useful for decreasing the risk of reactive oxygen calculated for oral and intraperitoneal administration of the
species‑related diseases.[69] In another similar study on extract, it has been shown that the plant is not thoroughly
the mutagenic and anti‑mutagenic activities of RA, a safe. M. longifolia may raise the liver activity even at the
phenolic compound isolated from M. longifolia the possible safest doses administered in rat. Pulegone and menthone
anti‑mutagenic potential of RA was examined against EMS are the major harmful compounds present in the plant. Since
and AC in S. cerevisiae RS112. Only one concentration of RA oven‑drying decreases the amount of these compounds in
showed a mutagenic effect in the highest concentrations the plant, it is recommended that this plant be oven‑dried
used. The lower concentrations of RA meaningfully or cooked before consumption in order to make it safer.
subdued EMS and AC‑induced mutations. The highest Moreover, care should be taken when this plant is consumed
inhibition rates in yeast DEL assay ranged from 10% along with drugs which induce P450 enzymes. This review
(4 μM/mL concentration in EMS‑induced DEL events) reveals the potential of this plant to be used as a novel source
to 63.3% (2 μM/mL concentration in AC‑induced DEL for the development of new drugs; however, more studies
events).[70] are required to determine its precise quality and quantity
to be used in humans as a therapeutic source.
NUTRITIONAL USAGE
The Van Herby Cheese is a traditional milk product, which
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Lactobacillus casei on the organoleptic properties and on the growth of Dr. Milad Moloudizargari,
Staphylococcus aureus and Listeria monocytogenes during manufacturing,
ripening and storage of Iranian white‑brined cheese. Int J Dairy Technol Faculty of Veterinary Medicine, Urmia University, Urmia, Iran.
2012;66:70‑6. E-mail: miladmoludi@gmail.com
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of Mentha longifolia L. essential oil on viability and cellular ultrastructure How to cite this article: Mikaili P, Mojaverrostami S, Moloudizargari M,
of Lactobacillus casei during ripening of probiotic Feta cheese. Int J Dairy Aghajanshakeri S. Pharmacological and therapeutic effects of Mentha
Technol 2012;66:77‑82. Longifolia L. and its main constituent, menthol. Ancient Sci Life
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conservation status of some economically valued medicinal plants of
District Swat, Pakistan. Lyonia 2006;11:101‑13. Source of Support: Nil. Conflict of Interest: None declared.