Benzylidine pregnenolones and their oximes as potential anticancer agents: synthesis and biological evaluation.
The present study reveals the anticancer activity of benzylidine pregnenolones and their oxime derivatives. The synthesis of the analogs of both series is very simple and involves aldol condensation in the first step followed by nucleophillic addition of hydroxylamine across carbonyl in the second step. Quantitative yields of more than 80% are obtained in both the steps. All the compounds were tested for their cytotoxic activities against a panel of six human cancer cell lines. Amongst all the compounds of both the series screened for their cytotoxic activity, compound 3e, 3f and 4e are very potent especially against HCT-15 and MCF-7 cancer cell lines.
Department of Chemistry, Islamia College of Science and Commerce, Srinagar 190009, India; Department of Chemistry and Biochemistry, University of Arizona, Tucson 85721, USA. Electronic address: abidrrl@gmail.com.
Abid H
AH
Banday
Department of Chemistry, Islamia College of Science and Commerce, Srinagar 190009, India; Department of Chemistry, University of Kashmir, Srinagar 190002, India.
S M M
SM
Akram
Department of Chemistry, Islamia College of Science and Commerce, Srinagar 190009, India.
Shameem A
SA
Shameem
D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D045744:Cell Line, Tumor; D006801:Humans; D010091:Oximes / Q000737:chemistry / Q000494:pharmacology*; D011284:Pregnenolone / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D066244:Proton Magnetic Resonance Spectroscopy; D021241:Spectrometry, Mass, Electrospray Ionization; D013055:Spectrophotometry, Infrared
D000970:Antineoplastic Agents; D010091:Oximes; D011284:Pregnenolone
Aldol condensation; Benzylidine pregnenolone; Cytoxicity; Dehydration; Nucleophillic addition