Design and synthesis of novel monocyclic beta-lactam inhibitors of prostate specific antigen

被引：81

作者：

Adlington, RM

Baldwin, JE

Chen, BN

Cooper, SL

McCoull, W

Pritchard, GJ

Howe, TJ

Becker, GW

Hermann, RB

McNulty, AM

Neubauer, BL

机构：

[1] UNIV OXFORD,DYSON PERRINS LAB,OXFORD OX1 3QY,ENGLAND

[2] LILLY RES CTR LTD,WINDLESHAM GU20 6PH,SURREY,ENGLAND

[3] LILLY CORP CTR,LILLY RES LABS,INDIANAPOLIS,IN 46285

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 1997年 / 7卷 / 13期

关键词：

D O I：

10.1016/S0960-894X(97)00285-0

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

A novel series of monocyclic B-lactam analogues was designed using a homology derived model of prostate specific antigen (PSA) and by application of a multiple copy simultaneous search technique. Syntheses were conducted by assembly of the B-lactam core via a Staudinger reaction with elaboration at the 1, 3 and 4 positions to probe active site binding. Inhibition against PSA was evaluated. (C) 1997 Elsevier Science Ltd.

引用

页码：1689 / 1694

页数：6

共 25 条

[1] THE STEREOSELECTIVE PREPARATION OF MONO-BETA-LACTAMS AND BIS-BETA-LACTAMS BY THE 1,4-DIAZA 1,3-DIENE-ACID CHLORIDE CONDENSATION - SCOPE AND SYNTHETIC APPLICATIONS
ALCAIDE, B
MARTINCANTALEJO, Y
PEREZCASTELLS, J
RODRIGUEZLOPEZ, J
SIERRA, MA
MONGE, A
PEREZGARCIA, V
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (22) : 5921 - 5931
[2] STEREOSPECIFIC SYNTHESIS OF DEALANYLALAHOPCIN
BALDWIN, JE
ADLINGTON, RM
GOLLINS, DW
SCHOFIELD, CJ
[J]. TETRAHEDRON, 1990, 46 (13-14) : 4733 - 4748
[3] RESEARCHES ON ACETYLENIC COMPOUNDS .1. THE PREPARATION OF ACETYLENIC KETONES BY OXIDATION OF ACETYLENIC CARBINOLS AND GLYCOLS
BOWDEN, K
HEILBRON, IM
JONES, ERH
WEEDON, BCL
[J]. JOURNAL OF THE CHEMICAL SOCIETY, 1946, (JAN): : 39 - 45
[4] STRUCTURAL COMPARISON OF PROSTATE-SPECIFIC ANTIGEN AND HUMAN GLANDULAR KALLIKREIN USING MOLECULAR MODELING
BRIDON, DP
DOWELL, BL
[J]. UROLOGY, 1995, 45 (05) : 801 - 806
[5] PROSTATE-SPECIFIC ANTIGEN (PSA) IS AN INSULIN-LIKE GROWTH-FACTOR BINDING PROTEIN-3 PROTEASE FOUND IN SEMINAL PLASMA
COHEN, P
GRAVES, HCB
PEEHL, DM
KAMAREI, M
GIUDICE, LC
ROSENFELD, RG
[J]. JOURNAL OF CLINICAL ENDOCRINOLOGY & METABOLISM, 1992, 75 (04) : 1046 - 1053
[6] BIOLOGICAL EFFECTS OF PROSTATE-SPECIFIC ANTIGEN AS AN INSULIN-LIKE GROWTH-FACTOR BINDING PROTEIN-3 PROTEASE
COHEN, P
PEEHL, DM
GRAVES, HCB
ROSENFELD, RG
[J]. JOURNAL OF ENDOCRINOLOGY, 1994, 142 (03) : 407 - 415
[7] SOLVENT-ACCESSIBLE SURFACES OF PROTEINS AND NUCLEIC-ACIDS
CONNOLLY, ML
[J]. SCIENCE, 1983, 221 (4612) : 709 - 713
[8] NEW BIOLOGICAL FUNCTIONS OF PROSTATE-SPECIFIC ANTIGEN
DIAMANDIS, EP
YU, H
[J]. JOURNAL OF CLINICAL ENDOCRINOLOGY & METABOLISM, 1995, 80 (05) : 1515 - 1517
[9] FIRESTONE RA, 1990, TETRAHEDRON, V46, P2255
[10] GLOSSOP P, 1994, THESIS U OXFORD

← 1 2 3 →