SYNTHESIS AND STRUCTURE-ACTIVITY-RELATIONSHIPS OF SOME 6-BETA-ACRYLAMIDO PENICILLINS

被引：3

作者：

ANDERSON, RK ^{[1
]}

CHAPMAN, PC ^{[1
]}

COSHAM, SC ^{[1
]}

DAVIES, JS ^{[1
]}

GRINTER, TJ ^{[1
]}

HARRIS, MA ^{[1
]}

MERRIKIN, DJ ^{[1
]}

MITCHELL, CA ^{[1
]}

PONSFORD, RJ ^{[1
]}

SMITH, CF ^{[1
]}

STACHULSKI, AV ^{[1
]}

机构：

[1] SMITHKLINE BEECHAM PHARMACEUT,DEPT SYNTHET CHEM,TONBRIDGE TN11 9AN,KENT,ENGLAND

来源：

JOURNAL OF ANTIBIOTICS | 1993年 / 46卷 / 02期

关键词：

D O I：

10.7164/antibiotics.46.331

中图分类号：

Q81 [生物工程学（生物技术）]; Q93 [微生物学];

学科分类号：

071005 ; 0836 ; 090102 ; 100705 ;

摘要：

Syntheses are described for penicillins (4b approximately 4i, 5a and 5b) which possess a 6beta-(2-heteroaryl-3-substituted)-propenamido side-chain of fixed geometry. In vitro results for these compounds against a range of Gram-positive and Gram-negative bacteria showed in most cases good stability against both penicillinase and TEM-1 beta-lactamase; analogues (4b approximately 4i) bearing a 2-(2-aminothiazol-4-yl) unit showed the best intrinsic activity, the cyclohexyl compound (4b) being the most promising. The 1-acetoxyethyl ester (6) of 4b was also prepared; in experimental animal studies the in vivo properties of this compound compared favourably with cefuroxime axetil and are reported together with selected in vivo data for the other compounds.

引用

页码：331 / 342

页数：12

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