1. Discovery of novel steroidal pyran-oxindole hybrids as cytotoxic agents.
- Author
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Yu B, Qi PP, Shi XJ, Shan LH, Yu DQ, and Liu HM
- Subjects
- Apoptosis drug effects, Cell Cycle drug effects, Cell Line, Tumor, Dose-Response Relationship, Drug, Humans, Oxindoles, Time Factors, Antineoplastic Agents chemistry, Antineoplastic Agents pharmacology, Drug Design, Indoles chemistry, Pyrans chemistry, Steroids chemistry, Steroids pharmacology
- Abstract
A series of novel steroidal pyran-oxindole hybrids were efficiently synthesized in a single operation through the vinylogous aldol reaction of vinyl malononitrile 3 with substituted isatins involving the construction of C-C and C-O bonds. Some compounds displayed moderate to good cytotoxicity against T24, SMMC-7721, MCF-7 and MGC-803 cells. Compounds 4f and 4i were more potent than 5-Fu against T24 and MGC-803 cells with the IC50 values of 4.43 and 8.45 μM, respectively. Further mechanism studies indicated that compound 4i induced G2/M arrest and early apoptosis in a concentration- and time-dependent manner., (Copyright © 2014 Elsevier Inc. All rights reserved.)
- Published
- 2014
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