THE DESIGN OF INHIBITORS OF PROTEIN-KINASE-C - THE SOLUTION CONFORMATION OF STAUROSPORINE

被引：20

作者：

DAVIS, PD ^{[1
]}

HILL, CH ^{[1
]}

THOMAS, WA ^{[1
]}

WHITCOMBE, IWA ^{[1
]}

机构：

[1] ROCHE PROD LTD,POB 8,WELWYN GARDEN CIT AL7 3AY,HERTS,ENGLAND

来源：

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS | 1991年 / 03期

关键词：

D O I：

10.1039/c39910000182

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

NMR spectra in several solvents show that the conformation of the tetrahydropyran ring in staurosporine changes from a chair form in the free base to a boat conformation on protonation, mainly owing to the increased solvation requirement of -NH2Me+ vs. -NHMe; implications for the bioactive conformation are discussed.

引用

页码：182 / 184

页数：3

共 12 条

[1] BROGEN PJ, 1984, COMPREHENSIVE HETERO, V3, P628
[2] CLARK T, 1979, COMPREHENSIVE ORGANI, V1, P37
[3] POTENT SELECTIVE INHIBITORS OF PROTEIN KINASE-C
DAVIS, PD
HILL, CH
KEECH, E
LAWTON, G
NIXON, JS
SEDGWICK, AD
WADSWORTH, J
WESTMACOTT, D
WILKINSON, SE
[J]. FEBS LETTERS, 1989, 259 (01) : 61 - 63
[4] CONFORMATIONAL ANALYSIS IN MOBILE CYCLOHEXANE SYSTEMS
ELIEL, EL
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1965, 4 (09) : 761 - &
[5] THE CRYSTAL AND MOLECULAR-STRUCTURE OF STAUROSPORINE, A NEW ALKALOID FROM A STREPTOMYCES STRAIN
FURUSAKI, A
HASHIBA, N
MATSUMOTO, T
HIRANO, A
IWAI, Y
OMURA, S
[J]. BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1982, 55 (12) : 3681 - 3685
[6] GENERIC SHAPES FOR THE CONFORMATION ANALYSIS OF MACROCYCLIC STRUCTURES
GERBER, PR
GUBERNATOR, K
MULLER, K
[J]. HELVETICA CHIMICA ACTA, 1988, 71 (06) : 1429 - 1441
[7] BIOSYNTHESIS OF STAUROSPORINE .1. H-1-NMR AND C-13-NMR ASSIGNMENTS
MEKSURIYEN, D
CORDELL, GA
[J]. JOURNAL OF NATURAL PRODUCTS, 1988, 51 (05): : 884 - 892
[8] NEW ALKALOID AM-2282 OF STREPTOMYCES ORIGIN TAXONOMY, FERMENTATION, ISOLATION AND PRELIMINARY CHARACTERIZATION
OMURA, S
IWAI, Y
HIRANO, A
NAKAGAWA, A
AWAYA, J
TSUCHIYA, H
TAKAHASHI, Y
MASUMA, R
[J]. JOURNAL OF ANTIBIOTICS, 1977, 30 (04) : 275 - 282
[9] SELECTIVITY OF PROTEIN-KINASE INHIBITORS IN HUMAN INTACT PLATELETS
SPACEY, GD
BONSER, RW
RANDALL, RW
GARLAND, LG
[J]. CELLULAR SIGNALLING, 1990, 2 (04) : 329 - 338
[10] SPECIAL ISSUE - MOPAC - A SEMIEMPIRICAL MOLECULAR-ORBITAL PROGRAM
STEWART, JJP
[J]. JOURNAL OF COMPUTER-AIDED MOLECULAR DESIGN, 1990, 4 (01) : 1 - 45

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