Synthesis and antiproliferative activity in vitro of new 2-thioxo-1H, 3H-imidazo[4,5-b]pyridine derivatives

被引：7

作者：

Liszkiewicz, H

Kowalska, MW

Nawrocka, W

Wójcicka, A

Wietrzyk, J

Nasulewicz, A

Pelczynska, M

Opolski, A

机构：

[1] Wroclaw Med Univ, Dept Drugs Technol, PL-50140 Wroclaw, Poland

[2] Univ Wroclaw, PL-50138 Wroclaw, Poland

[3] Polish Acad Sci, Inst Immunol & Expt Therapy, PL-53114 Wroclaw, Poland

来源：

PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS | 2003年 / 178卷 / 12期

关键词：

1-(3H-imidazo[4,5-b]pyridin-2-ylthio)-1-phenyl-ethanone (B); 1-(3H-imidazo[4,5-b]-pyridin-2-ylthio)propan-2-one; 2-thioxo-1H,3H-imidazon[4,5-b]pyridine derivatives; antiproliferative activity; tautomers 1-(1H-imidazo[4,5-b]pyridin-2-ylthio)-1-phenyl-etha-none (A);

D O I：

10.1080/714040984

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

S-Alkylation of 2-thioxo-1H,3H-imidazo[4,5-b]pyridine 2 with alpha-halogenoketones furnished unsymmetrical sulfides (3-11) with an imidazo[4,5-b]pyridine moiety. In some cases the two 1H- and 3H-tautomers were observed. All new compounds were examined for their antiproliferative activity in vitro against the cells of human cancer cell lines, using SRB technique. Preliminary screening data indicated that three out of all tested compounds revealed cytotoxic activity.

引用

页码：2725 / 2733

页数：9

共 15 条

[1] PROTONATION EQUILIBRIA OF CARDIOTONIC POLYAZA HETEROCYCLES [J].

BARRACLOUGH, P ;

FIRMIN, D ;

IYER, R ;

KING, WR ;

LINDON, JC ;

NOBBS, MS ;

SMITH, S ;

WHARTON, CJ ;

WILLIAMS, JM .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1988, (10) :1839-1846

[2]

Bukowski L, 2001, PHARMAZIE, V56, P23

[3] Novel azo derivatives as prodrugs of 5-aminosalicylic acid and amino derivatives with potent platelet activating factor antagonist activity [J].

Carceller, E ;

Salas, J ;

Merlos, M ;

Giral, M ;

Ferrando, R ;

Escamilla, I ;

Ramis, J ;

García-Rafanell, J ;

Forn, J .

JOURNAL OF MEDICINAL CHEMISTRY, 2001, 44 (18) :3001-3013

[4]

ELGUERO J, 1976, ADV HETEROCYCLIC S1, V1

[5]

Garuti L, 1998, ANTI-CANCER DRUG DES, V13, P969

[6] SYNTHESIS AND EVALUATION OF IMIDAZOLYL DISULFIDES FOR SELECTIVE CYTOTOXICITY TO HYPOXIC EMT6 TUMOR-CELLS INVITRO [J].

KIRKPATRICK, DL ;

JIMALE, ML ;

KING, KM ;

CHEN, T .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 1992, 27 (01) :33-37

[7]

LORIGA M, 1992, FARMACO, V47, P287

[8]

MCGOWN AT, 1989, ANTI-CANCER DRUG DES, V3, P249

[9]

Perumal S, 1999, MAGN RESON CHEM, V37, P445

[10]

Perumal S, 1998, MAGN RESON CHEM, V36, P720, DOI 10.1002/(SICI)1097-458X(199810)36:10<720::AID-OMR357>3.0.CO

← 1 2 →