Biological Activity of Some Monocyclic- and Bicyclic β-Lactams with Specified Functional Groups

被引:43
作者
Hwu, Jih Ru [1 ,2 ]
Ethiraj, Krishna S. [2 ]
Hakimelahi, Gholam H. [1 ]
机构
[1] Acad Sinica, Inst Chem, Organosilicon & Synth Lab, Taipei 11529, Taiwan
[2] Natl Tsing Hua Univ, Dept Chem, Hsinchu 30013, Taiwan
关键词
D O I
10.2174/1389557033488132
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
This Review contains our recent studies on evaluation of biological activities associated with monocyclic beta-lactams and bicyclic beta-lactam antibiotics containing various heteroatoms. A series of bicyclic beta-lactams was synthesized, which possessed electron-withdrawing groups, such as an ester, mesylate, and triflate functionality. These beta-lactams exhibited enhanced antibacterial activity.
引用
收藏
页码:305 / 313
页数:9
相关论文
共 34 条
[1]   NOCARDICIN A, A NEW MONOCYCLIC BETA-LACTAM ANTIBIOTIC .1. DISCOVERY, ISOLATION AND CHARACTERIZATION [J].
AOKI, H ;
SAKAI, H ;
KOHSAKA, M ;
KONOMI, T ;
HOSODA, J ;
KUBOCHI, Y ;
IGUCHI, E ;
IMANAKA, H .
JOURNAL OF ANTIBIOTICS, 1976, 29 (05) :492-500
[2]  
BOUCHEROT D, 1979, TETRAHEDRON LETT, P5063
[4]   ELECTRONIC-STRUCTURES OF CEPHALOSPORINS AND PENICILLINS .9. DEPARTURE OF A LEAVING GROUP IN CEPHALOSPORINS [J].
BOYD, DB ;
LUNN, WHW .
JOURNAL OF MEDICINAL CHEMISTRY, 1979, 22 (07) :778-784
[6]   ELECTRONIC-STRUCTURES OF CEPHALOSPORINS AND PENICILLINS .4. MODELING ACYLATION BY BETA-LACTAM RING [J].
BOYD, DB ;
HERMANN, RB ;
PRESTI, DE ;
MARSH, MM .
JOURNAL OF MEDICINAL CHEMISTRY, 1975, 18 (04) :408-417
[7]   ELECTRONIC-STRUCTURES OF CEPHALOSPORINS AND PENICILLINS .11. PARABOLIC RELATIONSHIPS BETWEEN ANTI-BACTERIAL ACTIVITY OF CEPHALOSPORINS AND BETA-LACTAM REACTIVITY PREDICTED FROM MOLECULAR-ORBITAL CALCULATIONS [J].
BOYD, DB ;
HERRON, DK ;
LUNN, WHW ;
SPITZER, WA .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1980, 102 (06) :1812-1814
[8]  
BOYD DB, 1982, CHEM BIOL BETA LACTA, V1, P437
[9]  
Bruggink A, 2001, SYNTHESIS OF BETA-LACTAM ANTIBIOTICS: CHEMISTRY, BIOCATALYSIS & PROCESS INTEGRATION, P12
[10]  
Dax S. L., 1997, ANTIBACTERIAL CHEMOT, P74