6-SUBSTITUTED 1-METHYLQUINOLINIUM-2-DITHIOACETIC ACID ZWITTERIONS - ANTI-LEUKEMIA ACTIVITY

被引:9
作者
FOYE, WO
KAUFFMAN, JM
机构
[1] Samuel M. Best Research Laboratory, Massachusetts College of Pharmacy, Boston, Massachusetts
关键词
Antileukemic activity—various quinolinium‐2‐dithioacetic acid zwitterions evaluated in mice; Dithioacetic acids; quinolinium—zwitterions synthesized; antileukemic activity evaluated in mice; Structure‐activity relationships—quinolinium‐2‐dithioacetic acid zwitterions evaluated for antileukemic activity in mice; Zwitterions—quinolinium‐2‐dithioacetic acids synthesized;
D O I
10.1002/jps.2600680321
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Condensation of the anhydro bases derived from 6‐substituted 1‐methylquinaldinium iodides with carbon disulfide provided the 2‐dithioacetic acid zwitterions. Since 1,6‐dimethylquinolinium‐2‐di‐thioacetic acid zwitterion previously showed appreciable activity against P‐388 lymphocytic leukemia in mice, a series of analogs with other 6‐substituents was synthesized to assess the importance of substitution in this position. Both electron‐donating and electron‐attracting 6‐substituents gave compounds with antileukemia activity. The 6‐unsubstituted analog had only marginal activity. Copyright © 1979 Wiley‐Liss, Inc., A Wiley Company
引用
收藏
页码:336 / 338
页数:3
相关论文
共 16 条
[1]  
BOOKER LGS, 1937, J AM CHEM SOC, V59, P67
[2]   STUDIES IN THE QUINOLINE SERIES .5. THE PREPARATION OF SOME ALPHA-DIALKYLAMINOMETHYL-2-QUINOLINEMETHANOLS [J].
CAMPBELL, KN ;
HELBING, CH ;
KERWIN, JF .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1946, 68 (09) :1840-1843
[3]   THE PREPARATION OF 4-METHYLQUINOLINES [J].
CAMPBELL, KN ;
SCHAFFNER, IJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1945, 67 (01) :86-89
[4]   33 The preparation of some condensation products of m-dialkylaminobenzaldehydes with compounds containing reactive methylene groups, and an investigation of their suitability as photographic sensitisers [J].
Cocker, W ;
Turner, DG .
JOURNAL OF THE CHEMICAL SOCIETY, 1941, :143-145
[5]   PYRIDINIUM-2-DITHIOACETIC AND QUINOLINIUM-2-DITHIOACETIC ACID ZWITTERIONS - ANTI-RADIATION AND ANTI-CANCER ACTIVITIES [J].
FOYE, WO ;
LEE, YJ ;
SHAH, KA ;
KAUFFMAN, JM .
JOURNAL OF PHARMACEUTICAL SCIENCES, 1978, 67 (07) :962-964
[6]  
GERAN RI, 1972, CANC CHEMOTHER REP, V3, P1
[7]  
GOMPPER R, 1968, TETRAHEDRON LETT, P5519
[8]  
HOROWITZ L, 1955, J AM CHEM SOC, V77, P1687
[9]  
KOZLOV NS, 1955, J GEN CHEM USSR, V25, P907
[10]  
LOCHON P, 1965, B SOC CHIM FR, P393