Synthesis and cytotoxicity of podophyllotoxin analogues modified in the A ring

被引:40
作者
Castro, A [1 ]
del Corral, JMM
Gordaliza, M
Grande, C
Gómez-Zurita, A
García-Grávalos, D
San Feliciano, A
机构
[1] Univ Salamanca, Fac Farm, Dept Quim Farmaceut, E-37007 Salamanca, Spain
[2] Biomar SA, Madrid 28760, Spain
关键词
podophyllotoxin; cyclolignans; A-ring modifications; cytotoxicity;
D O I
10.1016/S0223-5234(02)00007-7
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Several podophyllotoxin derivatives lacking the methylenedioxy group or with different functionalization of the A-ring of the cyclolignan skeleton have been prepared and evaluated for their cytotoxic activities on four neoplastic cell lines (P-388, A-549, HT29 and MEL-28). Most. of them maintained their cytotoxicity at the PM level. (C) 2002 Editions scientifiques et medicales Elsevier SAS. All rights reserved.
引用
收藏
页码:65 / 74
页数:10
相关论文
共 22 条
[1]  
Ayres D.C., 1990, LIGNANS CHEM BIOL CL
[2]  
BEARD AR, 1987, ANTI-CANCER DRUG DES, V2, P247
[3]   ANTINEOPLASTIC AND ANTIHERPETIC ACTIVITY OF SPERMIDINE CATECHOLAMIDE IRON CHELATORS [J].
BERGERON, RJ ;
CAVANAUGH, PF ;
KLINE, SJ ;
HUGHES, RG ;
ELLIOTT, GT ;
PORTER, CW .
BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS, 1984, 121 (03) :848-854
[4]   Synthesis of podophyllotoxin A-ring pyridazine analogue [J].
Bertounesque, E ;
Imbert, T ;
Monneret, C .
TETRAHEDRON, 1996, 52 (45) :14235-14246
[5]   CONFORMATIONAL-ANALYSIS OF PODOPHYLLOTOXIN AND ITS CONGENERS - STRUCTURE-ACTIVITY RELATIONSHIP IN MICROTUBULE ASSEMBLY [J].
BREWER, CF ;
LOIKE, JD ;
HORWITZ, SB ;
STERNLICHT, H ;
GENSLER, WJ .
JOURNAL OF MEDICINAL CHEMISTRY, 1979, 22 (03) :215-221
[6]   Antitumor agents .163. Three-dimensional quantitative structure-activity relationship study of 4'-O-demethylepipodophyllotoxin analogs using the modified CoMFA/q(2)-GRS approach [J].
Cho, SJ ;
Tropsha, A ;
Suffness, M ;
Cheng, YC ;
Lee, KH .
JOURNAL OF MEDICINAL CHEMISTRY, 1996, 39 (07) :1383-1395
[7]   Antitumor agents .164. Podophenazine, 2'',3''-dichloropodophenazine, benzopodophenazine, and their 4 beta-p-nitroaniline derivatives as novel DNA topoisomerase II inhibitors [J].
Cho, SJ ;
Kashiwada, Y ;
Bastow, KF ;
Cheng, YC ;
Lee, KH .
JOURNAL OF MEDICINAL CHEMISTRY, 1996, 39 (07) :1396-1402
[8]  
Damayanthi Y, 1998, CURR MED CHEM, V5, P205
[9]  
delCorral JMM, 1997, TETRAHEDRON, V53, P6555
[10]  
DELCORRAL JMM, 1995, HELV CHIM ACTA, V78, P1793