Design, synthesis and biological evaluation of novel 4-thiazolidinones containing indolin-2-one moiety as potential antitumor agent.

Abstract

A series of novel 4-thiazolidinone and indolin-2-one hybrid derivatives 5a-5s and 10a-10s have been designed and synthesized and their cytotoxic activities were evaluated in vitro against three human cancer cell lines including HT-29 (human colon cancer), H460 (human lung cancer), MDA-MB-231 (human breast cancer) by MTT assay. Several potent target compounds (5m, 5p, 5s, 10a, 10c-10g, 10m, 10p) were further evaluated against one cancer cell line SMMC-7721 (human liver cancer) and one normal cell line WI-38 (human fetal lung fibroblasts). Most of the prepared compounds exhibited significant antitumor activities against different human cancer cell lines. Compound 10c (IC(50) = 0.025 μM, 0.075 μM, 0.77 μM, 1.95 μM) was 52, 36, 4.8 and 3.3 times more active than Sunitinib (IC(50) = 1.3 μM, 2.7 μM, 3.7 μM, 6.47 μM) against HT-29, H460, MDA-MB-231 and SMMC-7721 cancer cell line, respectively.

• Authors: Shuobing Wang, Yanfang Zhao, Guogang Zhang, Yingxiang Lv, Ning Zhang, Ping Gong
• Journal: European journal of medicinal chemistry (Eur J Med Chem) Vol. 46 Issue 8 Pg. 3509-18 (Aug 2011) ISSN: 1768-3254 [Electronic] France
• PMID: 21621880 (Publication Type: Journal Article)
• Copyright: Copyright © 2011 Elsevier Masson SAS. All rights reserved.

Chemical References

• Antineoplastic Agents
• Indoles
• Pyrroles
• Thiazolidines
• indolin-2-one
• Sunitinib

Topics

• Animals
• Antineoplastic Agents (chemical synthesis, pharmacology)
• Breast Neoplasms (drug therapy, pathology)
• Cell Line, Tumor
• Cell Proliferation (drug effects)
• Colonic Neoplasms (drug therapy, pathology)
• Drug Design
• Drug Screening Assays, Antitumor
• Female
• Fibroblasts (cytology, drug effects)
• Humans
• Indoles (chemistry, pharmacology)
• Inhibitory Concentration 50
• Liver Neoplasms (drug therapy, pathology)
• Lung Neoplasms (drug therapy, pathology)
• Pyrroles (pharmacology)
• Sunitinib
• Thiazolidines (chemical synthesis, pharmacology)