SYNTHESIS OF NEW PENEM DITHIOCARBAMATES

被引：9

作者：

ALTAMURA, M ^{[1
]}

GIANNOTTI, D ^{[1
]}

PERROTTA, E ^{[1
]}

SBRACI, P ^{[1
]}

PESTELLINI, V ^{[1
]}

ARCAMONE, FM ^{[1
]}

SATTA, G ^{[1
]}

机构：

[1] UNIV CATTOLICA SACRO CUORE, I-00168 ROME, ITALY

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 1993年 / 3卷 / 11期

关键词：

PENEMS; BETA-LACTAM ANTIBIOTICS; DITHIOCARBAMATE; CATECHOL; ANTIBACTERIALS;

D O I：

10.1016/S0960-894X(01)80918-5

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Penem dithiocarbamates 10 were synthesized from the alcohol 6, in high yields and favourable ratio between the penem and the undesired penam isomers. In vitro antibacterial activity showed a dependence on polarity and steric hindrance of the side chain at C-2. Best results were obtained with the piperazino derivatives 10 l-n, while catechol 10 p did not show the expected improvements in anti-pseudomonal activity.

引用

页码：2159 / 2164

页数：6

共 20 条

[1]

ACTON D, 1992, 3RD INT S CHEM SYNTH

[2]

ALPEGIANI M, 1988, HETEROCYCLES, V27, P49

[3]

ALPEGIANI M, 1985, HETEROCYCLES, V23, P2255

[4] AN EFFICIENT SYNTHESIS OF 2-(HALOGENOMETHYL)PENEMS [J].

ALTAMURA, M ;

PERROTTA, E .

JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (01) :272-274

[5] A NEW CHEMOENZYMATIC APPROACH TO THE SYNTHESIS OF PENEMS [J].

ALTAMURA, M ;

CESTI, P ;

FRANCALANCI, F ;

MARCHI, M ;

CAMBIAGHI, S .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1989, (07) :1225-1229

[6]

ALTAMURA M, Patent No. 9117995

[7] DUAL-ACTION PENEMS AND CARBAPENEMS [J].

CORRAZ, AJ ;

DAX, SL ;

DUNLAP, NK ;

GEORGOPAPADAKOU, NH ;

KEITH, DD ;

PRUESS, DL ;

ROSSMAN, PL ;

THEN, R ;

UNOWSKY, J ;

WEI, CC .

JOURNAL OF MEDICINAL CHEMISTRY, 1992, 35 (10) :1828-1839

[8] CATECHOLIC BETA-LACTAMS - FACILITATED TRANSPORT [J].

CRITCHLEY, IA .

JOURNAL OF ANTIMICROBIAL CHEMOTHERAPY, 1990, 26 (06) :733-735

[9] IRON-REGULATED OUTER-MEMBRANE PROTEINS OF ESCHERICHIA-COLI-K-12 AND MECHANISM OF ACTION OF CATECHOL-SUBSTITUTED CEPHALOSPORINS [J].

CURTIS, NAC ;

EISENSTADT, RL ;

EAST, SJ ;

CORNFORD, RJ ;

WALKER, LA ;

WHITE, AJ .

ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, 1988, 32 (12) :1879-1886

[10] RECENT DEVELOPMENTS IN THE FIELD OF BETA-LACTAM ANTIBIOTICS [J].

DURCKHEIMER, W ;

BLUMBACH, J ;

LATTRELL, R ;

SCHEUNEMANN, KH .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1985, 24 (03) :180-202

← 1 2 →