An efficient synthesis and biological study of novel indolyl-1,3,4-oxadiazoles as potent anticancer agents.
A facile, convenient and high yielding synthesis of a series of novel 5-(3'-indolyl)-2-(substituted)-1,3,4-oxadiazoles from readily available starting materials has been described. The key step of this protocol is oxidative cyclization of N-acylhydrazones 1 using [bis(trifluoroacetoxy)iodo]benzene under solvent-free condition. The 5-(3'-indolyl)-2-(substituted)-1,3,4-oxadiazoles were screened for their in vitro anticancer activity against various human cancer cell lines. Compounds 3c, 3d and 3j exhibited potent cytotoxicity (IC(50) approximately 1microM) and selectivity against human cancer cell lines.
Kumar
Dalip
D
Chemistry Group, Birla Institute of Technology and Science, Pilani 333 031, India. dalipk@bits-pilani.ac.in
Sundaree
Swapna
S
Johnson
Emmanuel O
EO
Shah
Kavita
K
D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D045744:Cell Line, Tumor; D002626:Chemistry, Pharmaceutical / Q000379:methods*; D015195:Drug Design; D019008:Drug Resistance, Neoplasm; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D007211:Indoles / Q000138:chemical synthesis* / Q000494:pharmacology; D020128:Inhibitory Concentration 50; D007455:Iodine / Q000737:chemistry; D008956:Models, Chemical; D015394:Molecular Structure; D009369:Neoplasms / Q000188:drug therapy*; D010069:Oxadiazoles / Q000138:chemical synthesis* / Q000494:pharmacology; D012997:Solvents / Q000737:chemistry; D013329:Structure-Activity Relationship
D000970:Antineoplastic Agents; D007211:Indoles; D010069:Oxadiazoles; D012997:Solvents; D007455:Iodine