Design, Synthesis and Cytotoxicity of Novel Chalcone Analogs Derived From 1-Cyclohexylpyrrolidin-2-one and 2,3-Dihydrobenzo[f]chromen-1-one
Two divergent series of novel chalcone analogs, one derived from 1-cyclohexylpyrrolidin-2-one and the other derived from 1-benzo[f]chromanone, were designed, synthesized and evaluated for cytotoxicity against two murine cancer cell lines. Two 1-benzo[f]chromanone analogs, 4g and 4j yielded moderate toxicity against both melanoma B16 and lymphoma L1210 cell lines with IC50 values between the range of 5 and 6?mu M. With an IC50 value of 3.4?mu M, compound 4g was also active against human MDA-MB-435 melanoma cells. X-ray structures of the beta-hydroxy ketone product (4a) and the a,beta-unsaturated ketone (4h) were collected, and confirm the syn-configuration between the carbonyl moiety and the beta-vinylic proton in 4h. X-ray structures of two 1-cyclohexylpyrrolidin-2-one derivatives were also obtained, and both showed an E-configuration for the double bond.
Brien, Kimberly A., Ravi Kumar Bandi, Ajaya Kumar Behara, Bijay Kumar Mishra, Poulomi Majumdar, Vijay Satam, Mia Savagian, Samuel Tzou, Megan Lee, Matthias Zeller, Andrew J. Robles, Susan Mooberry, Hari Pati and Moses Lee. "Design, Synthesis and Cytotoxicity of Novel Chalcone Analogs Derived from 1-Cyclohexylpyrrolidin-2-One and 2,3-Dihydrobenzo[F]Chromen-1-One." Archiv der Pharmazie 345, no. 5.00 (2012): 341-348.