Synthesis of 1-furfuryl-indolin-2-one derivatives and preliminary evaluation of their antitumor activities.
- Author:
Xiao-Chun DONG
1
;
Fu-Sheng ZHOU
;
Jian-Bin ZHENG
;
Ren WEN
Author Information
1. Department of Medicinal Chemistry, School of Pharmacy, Fudan University, Shanghai 200032, China.
- Publication Type:Journal Article
- MeSH:
Adenocarcinoma;
pathology;
Antineoplastic Agents;
chemical synthesis;
chemistry;
pharmacology;
Cell Line, Tumor;
Cell Proliferation;
drug effects;
Humans;
Indoles;
chemical synthesis;
chemistry;
pharmacology;
Inhibitory Concentration 50;
Lung Neoplasms;
pathology;
Molecular Structure
- From:
Acta Pharmaceutica Sinica
2008;43(1):54-59
- CountryChina
- Language:Chinese
-
Abstract:
In order to find new indolin-2-one derivatives as antitumor agents, a series of 3-pyrrole substituted 1-(5-formyl-2-furanylmethyl) indolin-2-one derivatives were designed and synthesized. 5-Formyl-2 ,4-dimethyl-lH-pyrrole-3-carboxylic acid ethyl ester was condensed with 5-substituted indolin-2-one 2a-2d to afford 3-[(pyrrol-2-yl) -methylidenyl] indolin-2-ones 3a-3d. Through N-alkylation, 1-(5-formyl-furfuryl) -indolin-2-one 4a-4d were prepared. Compounds 4a-4d were then condensed with indolin-2-one to afford bis-indolin-2-one derivatives 5a-5d. The structures of the synthesized compounds were determined by 1H NMR, MS and element analysis. Antitumor activities of all the synthesized compounds in vitro were tested. All the 12 synthesized compounds possess antitumor activities against SPC-A1 strain. Especially the compounds 5a-5d possess potent antitumor activities better than sunitinib. Their IC50 are all below 5 micromol x L(-1).
