SYNTHESIS AND BIOLOGICAL-ACTIVITY OF NEW 3-HYDROXY-3-METHYLGLUTARYL COENZYME-A (HMG-COA) SYNTHASE INHIBITORS - 2-OXETANONES WITH A SIDE-CHAIN MIMICKING THE FOLDED STRUCTURE OF 1233A

Authors
HASHIZUME H ITO H YAMADA K NAGASHIMA H KANAO M TOMODA H SUNAZUKA T KUMAGAI H OMURA S
Citation
H. Hashizume et al., SYNTHESIS AND BIOLOGICAL-ACTIVITY OF NEW 3-HYDROXY-3-METHYLGLUTARYL COENZYME-A (HMG-COA) SYNTHASE INHIBITORS - 2-OXETANONES WITH A SIDE-CHAIN MIMICKING THE FOLDED STRUCTURE OF 1233A, Chemical and Pharmaceutical Bulletin, 42(3), 1994, pp. 512-520
Citations number
24
Categorie Soggetti
Pharmacology & Pharmacy",Chemistry
Journal title
Chemical and Pharmaceutical Bulletin → ACNP
ISSN journal
00092363
Volume
42
Issue
3
Year of publication
1994
Pages
512 - 520
Database
ISI
SICI code
0009-2363(1994)42:3<512:SABON3>2.0.ZU;2-I
Abstract
To mimic the folded side chain conformation of 1233A (1), which is a 3 -hydroxy-3-methylglutaryl coenzyme A (HMG-CoA) synthase inhibitor, 123 3A analogs with aromatic rings in the side chain were synthesized. The 2-oxetanone moiety was kept intact. Among 1233A and its synthetic ana logs, 2-(7-methoxycarbonyl-1-naphthyl)ethyl]-2-oxetanone (23) showed t he highest HMG-CoA synthase inhibitory activity in vitro. The structur e-activity relationship at the side chain is discussed.