SYNTHESIS AND STRUCTURE-ACTIVITY-RELATIONSHIPS OF CEPHALOSPORINS WITH C-3' CATECHOL-CONTAINING RESIDUES

被引:22
作者
ARNOULD, JC
BERTRANDIE, A
BIRD, TGC
BOUCHEROT, D
JUNG, F
LOHMANN, JJ
OLIVIER, A
BAILEY, JP
BELL, W
DAVIES, GM
机构
[1] ICI PHARMA,CTR RECH,ZI LA POMPELLE,CHEMIN VRILLY,F-51064 REIMS,FRANCE
[2] ICI PLC,PHARMACEUT,MACCLESFIELD SK10 4TG,CHESHIRE,ENGLAND
关键词
D O I
10.1021/jm00092a014
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Cephalosporins with new catechol substituents at C-3' have been synthesized, including novel compounds with C-3' carbon-carbon bonds. Many of these compounds have high potency against Gram-negative bacteria, in particular against resistant strains like Pseudomonas aeruginosa. Structure-activity relationships are discussed in terms of their dependence on the pK(a) of the C-3' catechol and also in terms of steric and conformational factors of the C-3' substituent. The best overall properties were found in compounds with a bulky and/or conformationally restricted acidic C-3' catechol.
引用
收藏
页码:2631 / 2642
页数:12
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