SOLID-PHASE SYNTHESIS OF HYDROXYETHYLAMINE PEPTIDE-BOND ISOSTERES - SYNTHESIS OF THE POTENT-HIV-1 PROTEASE INHIBITOR JG365

被引：26

作者：

ALEWOOD, PF ^{[1
]}

BRINKWORTH, RI ^{[1
]}

DANCER, RJ ^{[1
]}

GARNHAM, B ^{[1
]}

JONES, A ^{[1
]}

KENT, SBH ^{[1
]}

机构：

[1] Scripps Res Inst, RES INST, LA JOLLA, CA 92037 USA

来源：

TETRAHEDRON LETTERS | 1992年 / 33卷 / 07期

关键词：

D O I：

10.1016/S0040-4039(00)91592-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A protocol has been developed for the generation of hydroxyethylamine peptide bond isosteres in a polymer-supported synthesis. This has been used to produce the potent HIV-1 Protease inhibitor JG365 rapidly and in good yield.

引用

页码：977 / 980

页数：4

共 17 条

[1]

ALEWOOD PF, 1991, PEPTIDES 1990, P174

[2]

ALEWOOD PF, UNPUB

[3] AMINO-ALCOHOL DIPEPTIDE ANALOGS - A SIMPLE SYNTHESIS OF A VERSATILE ISOSTERE FOR THE DEVELOPMENT OF PROTEINASE-INHIBITORS [J].

ARROWSMITH, RJ ;

DAVIES, DE ;

FOGDEN, YC ;

HARRIS, CJ ;

THOMPSON, C .

TETRAHEDRON LETTERS, 1987, 28 (45) :5569-5572

[4]

BARRETT AJ, 1986, RES MONOG CELL TISSU, V12, P515

[5]

DARKE PL, 1989, J BIOL CHEM, V264, P2307

[6] SYNTHESIS OF PEPTIDE-DERIVED AMINO-ALCOHOLS .1. POTENTIAL TRANSITION-STATE INHIBITORS OF ANGIOTENSIN CONVERTING ENZYME [J].

GODFREY, JD ;

GORDON, EM ;

VONLANGEN, D ;

ENGEBRECHT, J ;

PLUSCEC, J .

JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (15) :3073-3075

[7] COLOR TEST FOR TERMINAL PROLYL RESIDUES IN THE SOLID-PHASE SYNTHESIS OF PEPTIDES [J].

KAISER, E ;

BOSSINGER, CD ;

COLESCOTT, RL ;

OLSEN, DB .

ANALYTICA CHIMICA ACTA, 1980, 118 (01) :149-151

[8] VIRAL PROTEINASES - WEAKNESS IN STRENGTH [J].

KAY, J ;

DUNN, BM .

BIOCHIMICA ET BIOPHYSICA ACTA, 1990, 1048 (01) :1-18

[9] A SYNTHETIC HIV-1 PROTEASE INHIBITOR WITH ANTIVIRAL ACTIVITY ARRESTS HIV-LIKE PARTICLE MATURATION [J].

MCQUADE, TJ ;

TOMASSELLI, AG ;

LIU, L ;

KARACOSTAS, V ;

MOSS, B ;

SAWYER, TK ;

HEINRIKSON, RL ;

TARPLEY, WG .

SCIENCE, 1990, 247 (4941) :454-456

[10] INHIBITION OF HIV-1 PROTEASE IN INFECTED LYMPHOCYTES-T BY SYNTHETIC PEPTIDE ANALOGS [J].

MEEK, TD ;

LAMBERT, DM ;

DREYER, GB ;

CARR, TJ ;

TOMASZEK, TA ;

MOORE, ML ;

STRICKLER, JE ;

DEBOUCK, C ;

HYLAND, LJ ;

MATTHEWS, TJ ;

METCALF, BW ;

PETTEWAY, SR .

NATURE, 1990, 343 (6253) :90-92

← 1 2 →