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
来源：
BIOORGANIC & MEDICINAL CHEMISTRY | 2000年 / 8卷 / 01期
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 50 条
  • [1] Synthesis and biological evaluation of 3-alkoxy analogues of flavone-8-acetic acid
    Gobbi, S
    Rampa, A
    Bisi, A
    Belluti, F
    Piazzi, L
    Valenti, P
    Caputo, A
    Zampiron, A
    Carrara, M
    JOURNAL OF MEDICINAL CHEMISTRY, 2003, 46 (17) : 3662 - 3669
  • [2] Mono- or Di-fluorinated analogues of flavone-8-acetic acid:: Synthesis and in vitro biological activity
    Carrara, M
    Zampiron, A
    Barbera, M
    Caputo, A
    Bisi, A
    Gobbi, S
    Belluti, F
    Piazzi, L
    Rampa, A
    Valenti, P
    ANTICANCER RESEARCH, 2005, 25 (2A) : 1179 - 1185
  • [3] Synthesis and antitumor activity of some analogues of flavone acetic acid
    Valenti, P
    Fabbri, G
    Rampa, A
    Bisi, A
    Gobbi, S
    DaRe, P
    Carrara, M
    Sgevano, A
    Cima, L
    ANTI-CANCER DRUG DESIGN, 1996, 11 (03): : 243 - 252
  • [4] FLAVONE-8-ACETIC ACID AND THE NATURAL FLAVONOIDS
    RABINOVITZ, M
    JOURNAL OF THE NATIONAL CANCER INSTITUTE, 1989, 81 (12) : 962 - 962
  • [5] Metabolism of Flavone-8-acetic Acid in Mice
    Minh Hien Pham
    Auzeil, Nicolas
    Regazzetti, Anne
    Scherman, Daniel
    Seguin, Johanne
    Mignet, Nathalie
    Dauzonne, Daniel
    Chabot, Guy G.
    ANTICANCER RESEARCH, 2016, 36 (08) : 3889 - 3898
  • [6] IMMUNE THROMBOCYTOPENIA CAUSED BY FLAVONE-8-ACETIC ACID
    DAVIS, HP
    NEWLANDS, ES
    ALLAIN, T
    HEGDE, U
    LANCET, 1988, 1 (8582): : 412 - 412
  • [7] SYNTHESIS AND ANTITUMOR-ACTIVITY OF 6-METHYL DERIVATIVES OF FLAVONE-8-ACETIC ACID (FAA)
    AITKEN, RA
    BIBBY, MC
    DOUBLE, JA
    PHILLIPS, RM
    SHARMA, SK
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1994, 4 (19) : 2313 - 2316
  • [8] BIOCHEMICAL PATHWAYS OF FLAVONE-8-ACETIC ACID GENE INDUCTION
    EBERLY, KW
    GHOSH, P
    YOUNG, H
    FASEB JOURNAL, 1995, 9 (03): : A509 - A509
  • [9] Synthesis and antitumour activity of new derivatives of flavone-8-acetic acid (FAA). Part 4: Variation of the basic structure
    Aitken, RA
    Bibby, MC
    Cooper, PA
    Double, JA
    Laws, AL
    Ritchie, RB
    Wilson, DWJ
    ARCHIV DER PHARMAZIE, 2000, 333 (06) : 181 - 188
  • [10] ACTIVATION OF FLAVONE-8-ACETIC ACID TO CYTO-TOXIC METABOLITES INVITRO
    CHABOT, G
    RUTKOWSKI, K
    PROCEEDINGS OF THE AMERICAN ASSOCIATION FOR CANCER RESEARCH, 1988, 29 : 484 - 484
12345