SYNTHESIS OF STEREOCHEMICALLY DEFINED PHOSPHONAMIDATE-CONTAINING PEPTIDES - INHIBITORS FOR THE HIV-1 PROTEINASE

被引：53

作者：

CAMP, NP

HAWKINS, PCD

HITCHCOCK, PB

GANI, D

机构：

[1] UNIV ST ANDREWS,DEPT CHEM,PURDIE BLDG,ST ANDREWS KY16 9ST,FIFE,SCOTLAND

[2] UNIV SUSSEX,SCH CHEM & MOLEC SCI,BRIGHTON BN1 9QJ,E SUSSEX,ENGLAND

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 1992年 / 2卷 / 09期

关键词：

D O I：

10.1016/S0960-894X(00)80616-2

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Phosphonamidate-containing peptidic substrate analogues of the HIV-1 gag-pol proteinase-reverse transcriptase junction {-Phe-psi[PO2-N]-(S)-Pro- and -Phe-psi[P(OMe)O-N]-(S)-Pro-}, mimicks for the transition states for proteolysis, have been synthesised. The absolute stereochemistry at C-1 of the phosphonophenylalanine residue was determined by X-ray crystallography. Boc-(S)-Asn-Phe-psi[PO2-N]-(S)-Pro-(S)-Ile-NH-i-Bu and Boc-(S)-Asn-(R)-Phe-psi[P(OMe)O-N]-(S)-Pro-(S)-Ile-NH-i-Bu inhibit the HIV-1 proteinase.

引用

页码：1047 / 1052

页数：6

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