HIGH-PERFORMANCE LIQUID-CHROMATOGRAPHIC ANALYSIS OF DIASTEREOMERS AND ENANTIOMERS OF PYRROLOISOQUINOLINE ANTIDEPRESSANTS

被引：2

作者：

SHAH, RD ^{[1
]}

MARYANOFF, CA ^{[1
]}

机构：

[1] RW JOHNSON PHARMACEUT RES INST,DEPT CHEM DEV,SPRING HOUSE,PA 19477

来源：

JOURNAL OF CHROMATOGRAPHY | 1991年 / 588卷 / 1-2期

关键词：

D O I：

10.1016/0021-9673(91)85045-H

中图分类号：

O65 [分析化学];

学科分类号：

070302 ; 081704 ;

摘要：

To determine the diastereomeric and enantiomeric purity of different sets of isomers of pyrroloisoquinoline compounds in a reaction mixture, two general direct high-performance liquid chromatographic (HPLC) methods were developed: a reversed-phase HPLC method for diastereomers and a normal-phase HPLC method for enantiomers. These methods allowed us to monitor the course of reactions; changes in reaction variables were made until optimized conditions were identified to provide enantiomerically pure products.

引用

页码：348 / 351

页数：4

共 10 条

[1]

MARYANOFF B E, 1986, Drugs of the Future, V11, P18

[2] PYRROLOISOQUINOLINE ANTIDEPRESSANTS - POTENT, ENANTIOSELECTIVE INHIBITION OF TETRABENAZINE-INDUCED PTOSIS AND NEURONAL UPTAKE OF NOREPINEPHRINE, DOPAMINE, AND SEROTONIN [J].

MARYANOFF, BE ;

MCCOMSEY, DF ;

COSTANZO, MJ ;

SETLER, PE ;

GARDOCKI, JF ;

SHANK, RP ;

SCHNEIDER, CR .

JOURNAL OF MEDICINAL CHEMISTRY, 1984, 27 (08) :943-946

[3] RESOLUTION AND ABSOLUTE-CONFIGURATION OF 1,2,3,5,6,10B-BETA-HEXAHYDRO-6-ALPHA-PHENYLPYRROLO[2,1-A]ISOQUINOLINE (MCN-4612-Z) - A PROBLEM OF DETERMINATION OF THE ENANTIOMERIC PURITY FOR A TERTIARY AMINE [J].

MARYANOFF, BE ;

MCCOMSEY, DF .

JOURNAL OF HETEROCYCLIC CHEMISTRY, 1985, 22 (03) :911-914

[4] PYRROLOISOQUINOLINE ANTIDEPRESSANTS .2. IN-DEPTH EXPLORATION OF STRUCTURE-ACTIVITY-RELATIONSHIPS [J].

MARYANOFF, BE ;

MCCOMSEY, DF ;

GARDOCKI, JF ;

SHANK, RP ;

COSTANZO, MJ ;

NORTEY, SO ;

SCHNEIDER, CR ;

SETLER, PE .

JOURNAL OF MEDICINAL CHEMISTRY, 1987, 30 (08) :1433-1454

[5] HIGHLY STEREOCONTROLLED PROTON-TRANSFER IN AN ENAMMONIUM IMINIUM REARRANGEMENT - MECHANISM OF THE STEREOSELECTIVE DEOXYGENATION OF 6-ARYL-6-HYDROXY-1,2,3,5,6,10B-HEXAHYDROPYRROLO[2,1-A]ISOQUINOLINES WITH BORANE-THF IN TRIFLUOROACETIC-ACID [J].

MARYANOFF, BE ;

MCCOMSEY, DF ;

MUTTER, MS ;

SORGI, KL ;

MARYANOFF, CA .

TETRAHEDRON LETTERS, 1988, 29 (40) :5073-5076

[6]

SHANK R P, 1986, Society for Neuroscience Abstracts, V12, P1237

[7]

SHANK RP, 1987, J PHARMACOL EXP THER, V242, P74

[8]

SHANK RP, 1987, INT J NEUROSCI, V32, P537

[9]

SHANK RP, 1985, T AM SOC NEUROCHEM, V16, P198

[10] ASYMMETRIC INDUCTION IN AN ENAMMONIUM IMINIUM REARRANGEMENT - MECHANISTIC INSIGHT VIA NMR, DEUTERIUM LABELING, AND REACTION-RATE STUDIES - APPLICATION TO THE STEREOSELECTIVE SYNTHESIS OF PYRROLOISOQUINOLINE ANTIDEPRESSANTS [J].

SORGI, KL ;

MARYANOFF, CA ;

MCCOMSEY, DF ;

GRADEN, DW ;

MARYANOFF, BE .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (09) :3567-3579

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