Synthesis and Biological Evaluation of 3-Substituted-indolin-2-one Derivatives Containing Chloropyrrole Moieties

• Main Authors: Rong-Hua Zhang, Lin Xiao, Quan-Hai Liu, Zhan-Cheng Li, Nan Ma, Da-Xu Fu, Yun-Zhou Jin
• Format: Article
• Language: English
• Published: MDPI AG 2011-11-01
• Series: Molecules
• Subjects: antitumor activities; indolin-2-one; chloropyrrole; synthesis
• Online Access: http://www.mdpi.com/1420-3049/16/11/9368/

Eighteen novel 3-substituted-indolin-2-ones containing chloropyrroles were synthesized and their biological activities were evaluated. The presence of a chlorine atom on the pyrrole ring was crucial to reduce cardiotoxicity. The presence of a 2-(ethyl-amino)ethylcarbamoyl group as a substituent at the C-4′ position of the pyrrole enhanced the antitumor activities notably. IC50 values as low as 0.32, 0.67, 1.19 and 1.22 μM were achieved against non-small cell lung cancer (A549), oral epithelial (KB), melanoma (K111) and large cell lung cancer cell lines (NCI-H460), respectively.