2(S)-AMINO-3-OXO-11B(R)-HEXAHYDROINDOLIZINO[8,7-B]INDOLE-5(S)-CARBOXYLATE AS A NEW-TYPE OF BETA-TURN DIPEPTIDE MIMETIC

被引：20

作者：

DELAFIGUERA, N ^{[1
]}

ROZAS, I ^{[1
]}

GARCIALOPEZ, T ^{[1
]}

GONZALEZMUNIZ, R ^{[1
]}

机构：

[1] CSIC, INST QUIM MED, E-28006 MADRID, SPAIN

来源：

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS | 1994年 / 05期

关键词：

D O I：

10.1039/c39940000613

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Molecular-modelling studies have shown that 2(S)-amino-3-oxo-11 b(R)-hexahydroindolizino[8,7-b]indole-5(S)-carboxylate, stereoselectively prepared by Pictet-Spengler reaction between H-Trp-OMe and Z-Asp(H)-OBz and subsequent gamma-lactamization, behaves as a type-ll' beta-turn inducing mimetic.

引用

页码：613 / 614

页数：2

共 20 条

[1] DIASTEREOSELECTIVITY AND ENANTIOSELECTIVITY IN THE PICTET-SPENGLER REACTION
BAILEY, PD
HOLLINSHEAD, SP
MCLAY, NR
MORGAN, K
PALMER, SJ
PRINCE, SN
REYNOLDS, CD
WOOD, SD
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1993, (04): : 431 - 439
[2] BALDWIN JE, 1992, HETEROCYCLES, V34, P903
[3] SYNTHESIS OF POTENTIAL BETA-TURN BICYCLIC DIPEPTIDE MIMETICS
BALDWIN, JE
HULME, C
SCHOFIELD, CJ
EDWARDS, AJ
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1993, (11) : 935 - 936
[4] DYSON HJ, 1985, NATURE, V318, P480
[5] GARCIALOPEZ MT, 1993, PEPTIDES 1992, P623
[6] SYNTHESIS AND CRYSTAL-STRUCTURE OF A PEPTIDOMIMETIC CONTAINING THE (R)-4.4-SPIRO LACTAM TYPE-II BETA-TURN MIMIC
GENIN, MJ
OJALA, WH
GLEASON, WB
JOHNSON, RL
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (08) : 2334 - 2337
[7] DESIGN, SYNTHESIS, AND X-RAY CRYSTALLOGRAPHIC ANALYSIS OF 2 NOVEL SPIROLACTAM SYSTEMS AS BETA-TURN MIMICS
GENIN, MJ
GLEASON, WB
JOHNSON, RL
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (04) : 860 - 866
[8] PEPTIDOMIMETICS FOR RECEPTOR LIGANDS DISCOVERY, DEVELOPMENT, AND MEDICAL PERSPECTIVES
GIANNIS, A
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1993, 32 (09) : 1244 - 1267
[9] HOLZEMANN G, 1991, KONTAKTE, V3, P55
[10] PEPTIDE CONFORMATIONS .19. CONFORMATION AND BIOLOGICAL-ACTIVITY OF CYCLIC-PEPTIDES
KESSLER, H
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1982, 21 (07) : 512 - 523

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