Synthesis and biological activity of some rigid analogues of flavone-8-acetic acid

被引:85
作者
Valenti, P
Bisi, A
Rampa, A
Belluti, F
Gobbi, S
Zampiron, A
Carrara, M
机构
[1] Univ Bologna, Dept Pharmaceut Sci, I-40126 Bologna, Italy
[2] Univ Padua, Dept Pharmacol, I-35131 Padua, Italy
关键词
flavone-8-acetic acid; antitumour compounds; human colon adenocarcinoma; ovarian adenocarcinoma; macrophages; lytic properties;
D O I
10.1016/S0968-0896(99)00282-5
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Some rigid analogues of flavone-8-acetic acid are described. Direct in vitro toxicity of the synthesised compounds was evaluated towards four tumoral cell lines and the ability of these compounds to stimulate mouse peritoneal macrophages in culture to become tumoricidal (indirect toxicity) was also studied. All compounds were able to induce direct cytotoxicity only at very high concentrations but showed a remarkable indirect activity. In particular compound 4d was able to significantly increase macrophage lyric properties and has been selected for further investigations. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:239 / 246
页数:8
相关论文
共 53 条
[1]  
Aitken RA, 1998, ARCH PHARM, V331, P405
[2]   Synthesis and antitumour activity of new derivatives of flavone-8-acetic acid (FAA) .2. Ring-substituted derivatives [J].
Aitken, RA ;
Bibby, MC ;
Double, JA ;
Laws, AL ;
Ritchie, RB ;
Wilson, DWJ .
ARCHIV DER PHARMAZIE, 1997, 330 (07) :215-224
[3]   Synthesis and antitumour activity of new derivatives of flavone-8-acetic acid (FAA) .1. 6-methyl derivatives [J].
Aitken, RA ;
Bibby, MC ;
Double, JA ;
Phillips, RM ;
Sharma, SK .
ARCHIV DER PHARMAZIE, 1996, 329 (11) :489-497
[4]  
ANDREWS PA, 1992, CANCER RES, V52, P1895
[5]  
ATASSI G, 1985, EUR J MED CHEM, V20, P393
[6]   POTENTIAL ANTITUMOR AGENTS .60. RELATIONSHIPS BETWEEN STRUCTURE AND INVIVO COLON 38 ACTIVITY FOR 5-SUBSTITUTED 9-OXOXANTHENE-4-ACETIC ACIDS [J].
ATWELL, GJ ;
REWCASTLE, GW ;
BAGULEY, BC ;
DENNY, WA .
JOURNAL OF MEDICINAL CHEMISTRY, 1990, 33 (05) :1375-1379
[7]  
ATWELL GJ, 1989, ANTI-CANCER DRUG DES, V4, P161
[8]   Synthetical experiments in the isoFlavone group. Part I. [J].
Baker, W ;
Robinson, R .
JOURNAL OF THE CHEMICAL SOCIETY, 1925, 127 :1981-1986
[9]   REDUCTION OF TUMOR BLOOD-FLOW BY FLAVONE ACETIC-ACID - A POSSIBLE COMPONENT OF THERAPY [J].
BIBBY, MC ;
DOUBLE, JA ;
LOADMAN, PM ;
DUKE, CV .
JOURNAL OF THE NATIONAL CANCER INSTITUTE, 1989, 81 (03) :216-222
[10]   FLAVONE ACETIC-ACID FROM LABORATORY TO CLINIC AND BACK [J].
BIBBY, MC ;
DOUBLE, JA .
ANTI-CANCER DRUGS, 1993, 4 (01) :3-17