SYNTHESIS AND CYTOTOXIC EVALUATION OF SOME STYRYL KETONES AND RELATED-COMPOUNDS

被引：30

作者：

DIMMOCK, JR

KUMAR, P

QUAIL, JW

PUGAZHENTHI, U

YANG, J

CHEN, M

REID, RS

ALLEN, TM

KAO, GY

COLE, SPC

BATIST, G

BALZARINI, J

DECLERCQ, E

机构：

[1] UNIV SASKATCHEWAN,DEPT CHEM,SASKATOON,SK S7N 0W0,CANADA

[2] UNIV ALBERTA,DEPT PHARMACOL,EDMONTON,AB T6G 2H7,CANADA

[3] QUEENS UNIV,CANC RES LABS,KINGSTON,ON K7L 3N6,CANADA

[4] SIR MORTIMER B DAVIS JEWISH HOSP,MONTREAL,PQ H3T 1E2,CANADA

[5] KATHOLIEKE UNIV LEUVEN,REGA INST MED RES,B-3000 LOUVAIN,BELGIUM

来源：

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY | 1995年 / 30卷 / 03期

基金：

加拿大自然科学与工程研究理事会;

关键词：

ALPHA; BETA-UNSATURATED KETONE; MANNICH BASE; X-RAY CRYSTALLOGRAPHY; CYTOTOXICITY SCREENING;

D O I：

10.1016/0223-5234(96)88227-4

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

A number of 1-aryl-4-methyl-1-penten-3-ones 1 were converted to the corresponding Mannich bases 2 and analogues 3. Attempts to form the azines 4 from several members in series 1 led to the isolation of the corresponding pyrazolines 5 or aryl aldehyde azines 6. Replacement of the isopropyl group of a compound in series 1 by methyl and ethyl functions led to ketones that reacted with hydrazine producing the corresponding azines. The Mannich bases displayed greater activity than the precursor ketones towards murine P388 and L1210 leukemia cells as well as to a panel of human tumour cell lines. Certain of the Mannich bases had selective toxicity towards some human tumour cell lines and others to L1210 cells (in contrast to human T lymphocytes). Several drug-resistant cell lines were shown to be free from cross resistance to a number of the Mannich bases.

引用

页码：209 / 217

页数：9

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