Cephalosporin-derived inhibitors of β-lactamase.: Part 4:: The C3 substituent

被引：19

作者：

Buynak, JD ^{[1
]}

Vogeti, L ^{[1
]}

Doppalapudi, VR ^{[1
]}

Solomon, GM ^{[1
]}

Chen, HS ^{[1
]}

机构：

[1] So Methodist Univ, Dept Chem, Dallas, TX 75275 USA

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2002年 / 12卷 / 12期

基金：

美国国家卫生研究院;

关键词：

D O I：

10.1016/S0960-894X(02)00205-6

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

New C3-substituted beta-lactamase inhibitors were prepared and evaluated against representative class A and class C enzymes. It was possible to improve simultaneous inhibitory activity of both classes of serine hydrolase. Other inhibitors showed high selectivity for either the class C cephalosporinases or the class A penicillinases. This represents the first time that cephalosporin-derived inhibitors have demonstrated selectivity for the class A beta-lactamases. (C) 2002 Elsevier Science Ltd. All rights reserved.

引用

收藏

页码：1663 / 1666

页数：4

相关论文

共 14 条

[1] THE STRUCTURE OF BETA-LACTAMASES [J].

AMBLER, RP .

PHILOSOPHICAL TRANSACTIONS OF THE ROYAL SOCIETY B-BIOLOGICAL SCIENCES, 1980, 289 (1036) :321-331

[2]

Bush K, 1998, ADV EXP MED BIOL, V456, P71

[3]

Bush K, 2001, CLIN INFECT DIS, V32, P1085, DOI 10.1086/319610

[4]

Buynak JD, 2000, BIOORG MED CHEM LETT, V10, P853, DOI 10.1016/S0960-894X(00)00098-6

[5] Coupling reactions of cephalosporin sulfones: A stable 3-stannylated cephem [J].

Buynak, JD ;

Vogeti, L ;

Chen, HS .

ORGANIC LETTERS, 2001, 3 (19) :2953-2956

[6] The synthesis and evaluation of 6-alkylidene-2′β-substituted penam sulfones as β-lactamase inhibitors [J].

Buynak, JD ;

Rao, AS ;

Doppalapudi, VR ;

Adam, G ;

Petersen, PJ ;

Nidamarthy, SD .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1999, 9 (14) :1997-2002

[7] The synthesis and evaluation of 2-substituted-7(alkylidene)cephalosporin sulfones as β-lactamase inhibitors [J].

Buynak, JD ;

Doppalapudi, VR ;

Rao, AS ;

Nidamarthy, SD ;

Adam, G .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2000, 10 (09) :847-851

[8] SYNTHESIS AND BIOLOGICAL-ACTIVITY OF 7-ALKYLIDENECEPHEMS [J].

BUYNAK, JD ;

WU, KC ;

BACHMANN, B ;

KHASNIS, D ;

HUA, L ;

NGUYEN, HK ;

CARVER, CL .

JOURNAL OF MEDICINAL CHEMISTRY, 1995, 38 (06) :1022-1034

[9] Cephalosporin substrate specificity determinants of TEM-1 beta-lactamase [J].

Cantu, C ;

Huang, WZ ;

Palzkill, T .

JOURNAL OF BIOLOGICAL CHEMISTRY, 1997, 272 (46) :29144-29150

[10] Inhibition of class C β-lactamases:: Structure of a reaction intermediate with a cephem sulfone [J].

Crichlow, GV ;

Nukaga, M ;

Doppalapudi, VR ;

Buynak, JD ;

Knox, JR .

BIOCHEMISTRY, 2001, 40 (21) :6233-6239