Syntheses of some polyunsaturated trifluoromethyl ketones as potential phospholipase A2 inhibitors

被引：25

作者：

Holmeide, AK ^{[1
]}

Skattebol, L ^{[1
]}

机构：

[1] Univ Oslo, Dept Chem, N-0315 Oslo, Norway

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 2000年 / 14期

关键词：

D O I：

10.1039/b001944p

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Starting from (all-Z)-icosa-5,8,11,14,17-pentaenoic acid [(all-Z)-eicosa-5,8,11,14,17-pentaenoic acid, EPA] and (all-Z)-docosa-4,7,10,13,16,19-hexaenoic acid (DHA) several trifluoromethyl ketones, containing sulfur or oxygen atoms at the beta-position, have been synthesized as potential inhibitors of cytosolic phospholipase A(2). As part of this work EPA and DHA have been oxidatively degraded to (all-Z)-pentadeca-3,6,9,12-tetraenal and (all-Z)-octadeca-3,6,9,12,15-pentaenal, respectively, in 75% overall yields.

引用

页码：2271 / 2276

页数：6

共 23 条

[1]

Begue JP, 1996, SYNTHESIS-STUTTGART, P529

[2] STEREOSELECTIVE SYNTHESIS AND INHIBITOR PROPERTIES TOWARDS HUMAN-LEUKOCYTE ELASTASE OF CHIRAL BETA-PEPTIDYL TRIFLUOROMETHYL ALCOHOLS [J].