S/N Structure IUPAC Name Mol. Formula Mol.

Weight Code
1 O

O N
CH3
H (S)-6,7-dimethoxy-3-((R)-4-
H3CO
methoxy-6-methyl-5,6,7,8-
H tetrahydro-[1,3]dioxolo[4,5- C22H23NO7 413.4 GSU 000
g]isoquinolin-5-yl)isobenzofuran-
O OCH3
1(3H)-one
OCH3
O
Noscapine
2 O

O N
CH3
H
H3CO
(R)-5-((S)-4,5-dimethoxy-1,3-
H dihydroisobenzofuran-1-yl)-4-
methoxy-6-methyl-5,6,7,8- C22H25NO6 399.4 GSU001
O OCH3
tetrahydro-[1,3]dioxolo[4,5-
OCH3 g]isoquinoline

Red-Noscapine
3 Br
O

O N
CH3 (S)-3-((R)-9-bromo-4-methoxy-6-
H
H3CO methyl-5,6,7,8-tetrahydro-
EM011
H [1,3]dioxolo[4,5-g]isoquinolin-5- C22H22BrNO7 492.3
GSU002
yl)-6,7-dimethoxyisobenzofuran-
O OCH3 1(3H)-one

O OCH3

Bromo Noscapine
Br
O

O N
CH3
H
H3CO
H

O OCH3
4 Br
O

O N (R)-9-bromo-5-((S)-4,5-
CH3
H dimethoxy-1,3-
H3CO
dihydroisobenzofuran-1-yl)-4-
H C22H24BrNO6 478.3 GSU003
methoxy-6-methyl-5,6,7,8-
tetrahydro-[1,3]dioxolo[4,5-
O OCH3 g]isoquinoline
OCH3

Red-Br-NOS
5 Cl
O

O N
CH3 (S)-3-((R)-9-chloro-4-methoxy-6-
H
H3CO methyl-5,6,7,8-tetrahydro-
EM015
H [1,3]dioxolo[4,5-g]isoquinolin-5- C22H22ClNO7 447.9
GSU004
yl)-6,7-dimethoxyisobenzofuran-
O OCH3 1(3H)-one

O OCH3

Chloro-NOS
6 I
O

O N (S)-4-bromo-3-((R)-9-iodo-4-
CH3
H methoxy-6-methyl-5,6,7,8-
H3CO Br
tetrahydro-[1,3]dioxolo[4,5-
H C22H21BrINO7 618.2 GSU005
g]isoquinolin-5-yl)-6,7-
dimethoxyisobenzofuran-1(3H)-
O OCH3 one
O OCH3

Iodo-NOS
F
O

O N
CH3
H
H3CO
H

O OCH3
7 F
O

O N
CH3 (S)-3-((R)-9-fluoro-4-methoxy-6-
H
H3CO methyl-5,6,7,8-tetrahydro-
H [1,3]dioxolo[4,5-g]isoquinolin-5- C22H22FNO7 431.4 GSU006
yl)-6,7-dimethoxyisobenzofuran-
O OCH3 1(3H)-one

O OCH3

Fluoro-NOS
8 F
O

O N
CH3 (R)-5-((S)-4,5-dimethoxy-1,3-
H
H3CO dihydroisobenzofuran-1-yl)-9-
fluoro-4-methoxy-6-methyl- C22H24FNO6 417.4 GSU007
H 5,6,7,8-tetrahydro-
O OCH3 [1,3]dioxolo[4,5-g]isoquinoline
OCH3

CEFNA
9 NHBn
O

O N 3-((R)-9-(benzylamino)-4-
CH3
H methoxy-6-methyl-5,6,7,8-
H3CO
tetrahydro-[1,3]dioxolo[4,5-
C29H30N2O7 518.6 GSU008
g]isoquinolin-5-yl)-6,7-
dimethoxyisobenzofuran-1(3H)-
O OCH3 one
O OCH3

9-Bn-NH2-NOS
NH2
O

O N
CH3
H
H3CO
H
O OCH3
10 NH2
O

O N
CH3 (S)-3-((R)-9-amino-4-methoxy-6-
H
H3CO methyl-5,6,7,8-tetrahydro-
[1,3]dioxolo[4,5-g]isoquinolin-5- C22H24N2O7 428.4 GSU009
H yl)-6,7-dimethoxyisobenzofuran-
O OCH3 1(3H)-one

O OCH3

9-Amino-NOS I
11 NH2
O

O N
CH3 (R)-3-((R)-9-amino-4-methoxy-6-
H
H3CO methyl-5,6,7,8-tetrahydro-
[1,3]dioxolo[4,5-g]isoquinolin-5- C22H24N2O7 428.4 GSU010
H yl)-6,7-dimethoxyisobenzofuran-
O OCH3 1(3H)-one

O OCH3

9-Amino-NOS II
12 NHCONHBn
O

O N 1-benzyl-3-((R)-5-((S)-4,5-
CH3
H dimethoxy-3-oxo-1,3-
H3CO
dihydroisobenzofuran-1-yl)-4-
H C30H31N3O8 561.6 GSU011
methoxy-6-methyl-5,6,7,8-
tetrahydro-[1,3]dioxolo[4,5-
O OCH3 g]isoquinolin-9-yl)urea
O OH 3
OCH

9-BenzylUrea-NOS I
NHCONHBn
O

O N
CH3
H
H3CO
H

O OCH3
13 NHCONHBn
O

O N 1-benzyl-3-((R)-5-((R)-4,5-
CH3
H dimethoxy-3-oxo-1,3-
H3CO
dihydroisobenzofuran-1-yl)-4-
H C30H31N3O8 561.6 GSU012
methoxy-6-methyl-5,6,7,8-
tetrahydro-[1,3]dioxolo[4,5-
O OCH3 g]isoquinolin-9-yl)urea
O OCH3

9-BenzylUrea NOS II
14 NHCSNHPh
O

O N 1-((5R)-5-(4,5-dimethoxy-3-oxo-
CH3
H 1,3-dihydroisobenzofuran-1-yl)-
H3CO
4-methoxy-6-methyl-5,6,7,8-
C29H29N3O7S 563.6 GSU013
tetrahydro-[1,3]dioxolo[4,5-
g]isoquinolin-9-yl)-3-
O OCH3 phenylthiourea
O OCH3

9-Phenylthiourea-NOS
15 Br
O

O N (S)-3-((R)-9-bromo-4-methoxy-6-
CH3
H methyl-5,6,7,8-tetrahydro-
H3CO
[1,3]dioxolo[4,5-g]isoquinolin-5-
C21H20BrNO7 478.3 GSU014
H yl)-7-hydroxy-6-
methoxyisobenzofuran-1(3H)-
O OCH3 one
O OH

9-Br-7-OH NOS
Br
O

O N
CH3
H
H3CO Br

H
O OCH3
16 Br
O

O N (S)-4-bromo-3-((R)-9-bromo-4-
CH3
H methoxy-6-methyl-5,6,7,8-
H3CO Br
tetrahydro-[1,3]dioxolo[4,5-
C21H19Br2NO7 557.2 GSU015
H g]isoquinolin-5-yl)-7-hydroxy-6-
methoxyisobenzofuran-1(3H)-
O OCH3 one
O OH

Dibromo-7-OH-NOS
17 Br
O

O N (S)-7-(benzylamino)-4-bromo-3-
CH3
H ((R)-9-bromo-4-methoxy-6-
H3CO Br
methyl-5,6,7,8-tetrahydro-
C28H26Br2N2O6 646.3 GSU016
H [1,3]dioxolo[4,5-g]isoquinolin-5-
yl)-6-methoxyisobenzofuran-
O OCH3 1(3H)-one
O NHBn

Dibromo7-NHBn-NOS
18 Br
O

O N (S)-1-((R)-9-bromo-4-methoxy-6-
CH3
H methyl-5,6,7,8-tetrahydro-
H3CO
[1,3]dioxolo[4,5-g]isoquinolin-5-
C24H25BrN2O8 549.4 GSU017
H yl)-5-methoxy-3-oxo-1,3-
dihydroisobenzofuran-4-yl
O OCH3 ethylcarbamate
O OCONHEt

9-Br-EthylCarba-NOS
Br
O

O N
CH3
H
H3CO
H
O OCH3
19 Br
O

O N (S)-1-((R)-9-bromo-4-methoxy-6-
CH3
H methyl-5,6,7,8-tetrahydro-
H3CO
[1,3]dioxolo[4,5-g]isoquinolin-5-
C29H27BrN2O8 611.4 GSU018
H yl)-5-methoxy-3-oxo-1,3-
dihydroisobenzofuran-4-yl
O OCH3 benzylcarbamate

O OCONHBn

9-Br-7-Benzylcarba-NOS
20 Br
O

O N (S)-1-((R)-9-bromo-4-methoxy-6-
CH3
H methyl-5,6,7,8-tetrahydro-
H3CO
[1,3]dioxolo[4,5-g]isoquinolin-5-
C23H22BrNO8 520.3 GSU019
H yl)-5-methoxy-3-oxo-1,3-
dihydroisobenzofuran-4-yl
O OCH3 acetate
O OCOCH3

9-Br-7-Acetyl-NOS
21 Cl
O

O N (S)-3-((R)-9-chloro-4-methoxy-6-
CH3
H methyl-5,6,7,8-tetrahydro-
H3CO
[1,3]dioxolo[4,5-g]isoquinolin-5-
C21H20ClNO7 433.8 GSU020
H yl)-7-hydroxy-6-
methoxyisobenzofuran-1(3H)-
O OCH3 one
O OH

9-Cl-7-OH-NOS
Cl
O

O N
CH3
H
H3CO
H
O OCH3
22 Cl
O

O N (S)-1-((R)-9-chloro-4-methoxy-6-
CH3
H methyl-5,6,7,8-tetrahydro-
H3CO
[1,3]dioxolo[4,5-g]isoquinolin-5-
C23H22ClNO8 475.9 GSU021
H yl)-5-methoxy-3-oxo-1,3-
dihydroisobenzofuran-4-yl
O OCH3 acetate
O OCOCH3

9-Cl-7-Acetyl-NOS
23 NHBn
O

O N (R)-N-benzyl-5-((S)-4,5-
CH3
H dimethoxy-1,3-
H3CO
dihydroisobenzofuran-1-yl)-4-
C29H32N2O6 504.6 GSU022
H methoxy-6-methyl-5,6,7,8-
tetrahydro-[1,3]dioxolo[4,5-
O OCH3 g]isoquinolin-9-amine
OCH3

Reduced-9-BnNH2-NOS
24 NH2
O

O N
CH3 (R)-5-((S)-4,5-dimethoxy-1,3-
H
H3CO dihydroisobenzofuran-1-yl)-4-
methoxy-6-methyl-5,6,7,8- C22H26N2O6 414.5 GSU023
H tetrahydro-[1,3]dioxolo[4,5-
O OCH3 g]isoquinolin-9-amine
OCH3

Reduced-9-Amino-NOS
O

O N
CH3
H
H3CO
H

O OCH3

OH
25 O

O N
CH3
H
H3CO
(S)-7-hydroxy-6-methoxy-3-((R)-
H 4-methoxy-6-methyl-5,6,7,8-
tetrahydro-[1,3]dioxolo[4,5- C21H21NO7 399.4 GSU024
O OCH3 g]isoquinolin-5-yl)isobenzofuran-
OH 1(3H)-one
O

7-OH-NOS
26 O

O N
CH3
H
H3CO (S)-5-methoxy-1-((R)-4-methoxy-
H 6-methyl-5,6,7,8-tetrahydro-
[1,3]dioxolo[4,5-g]isoquinolin-5- C23H23NO8
441.4 GSU025
O OCH3 yl)-3-oxo-1,3-
dihydroisobenzofuran-4-yl
OCOCH3 acetate
O

7-Acetyl-NOS
27 O

O N
CH3
H
H3CO (S)-5-methoxy-1-((R)-4-methoxy-
H 6-methyl-5,6,7,8-tetrahydro-
[1,3]dioxolo[4,5-g]isoquinolin-5-
C28H25NO8 503.5 GSU026
O OCH3 yl)-3-oxo-1,3-
dihydroisobenzofuran-4-yl
OCOPh benzoate
O

7-Benzoyl-NOS
O

O N
CH3
H
H3CO
H

O OCH3

OCONHEt
28 O

O N
CH3
H
H3CO (S)-5-methoxy-1-((R)-4-methoxy-
H 6-methyl-5,6,7,8-tetrahydro-
[1,3]dioxolo[4,5-g]isoquinolin-5-
C24H26N2O8 470.5 GSU027
O OCH3 yl)-3-oxo-1,3-
dihydroisobenzofuran-4-yl
OCONHEt ethylcarbamate
O

29 O

O N
CH3
H
H3CO (S)-5-methoxy-1-((R)-4-methoxy-
6-methyl-5,6,7,8-tetrahydro-
H [1,3]dioxolo[4,5-g]isoquinolin-5-
C28H26N2O8 518.5 GSU028
O OCH3 yl)-3-oxo-1,3-
dihydroisobenzofuran-4-yl
O OCONHPh phenylcarbamate

7-Phenylcarba-NOS
30 O

O N
CH3
H
H3CO (S)-5-methoxy-1-((R)-4-methoxy-
6-methyl-5,6,7,8-tetrahydro-
H [1,3]dioxolo[4,5-g]isoquinolin-5-
C29H28N2O8 532.5 GSU029
O OCH3 yl)-3-oxo-1,3-
dihydroisobenzofuran-4-yl
O OCONHBn benzylcarbamate

7-Benzylcarba-NOS
O

O N
CH3
H
H3CO
H
O OCH3

OSO2CF3
31 O

O N
CH3
H
H3CO (S)-5-methoxy-1-((R)-4-methoxy-
6-methyl-5,6,7,8-tetrahydro-
H [1,3]dioxolo[4,5-g]isoquinolin-5-
C22H20F3NO9S 531.5 GSU030
O OCH3 yl)-3-oxo-1,3-
dihydroisobenzofuran-4-yl
O OSO2CF3 methanesulfonate

7-Triflic-NOS
32 O

O N
CH3
H
H3CO
(S)-7-(benzylamino)-6-methoxy-
H 3-((R)-4-methoxy-6-methyl-
5,6,7,8-tetrahydro- C28H28N2O6 488.5 GSU031
O OCH3 [1,3]dioxolo[4,5-g]isoquinolin-5-
NHBn yl)isobenzofuran-1(3H)-one
O

7-NHBn-NOS
33 O

O N
CH3
H
H3CO
(S)-7-amino-6-methoxy-3-((R)-4-
H methoxy-6-methyl-5,6,7,8-
tetrahydro-[1,3]dioxolo[4,5- C21H22N2O6 398.4 GSU032
O OCH3 g]isoquinolin-5-yl)isobenzofuran-
NH2 1(3H)-one
O

7-Amino-NOS
34

35

36