Synthesis of chalcone derivatives on steroidal framework and their anticancer activities

• Published in: Steroids Vol. 72; no. 13; pp. 892 - 900
• Main Authors: Saxena, Hari Om, Faridi, Uzma, Kumar, J.K., Luqman, Suaib, Darokar, M.P., Shanker, Karuna, Chanotiya, Chandan S., Gupta, M.M., Negi, Arvind S.
• Format: Journal Article
• Language: English
• Published: New York, NY Elsevier Inc 01-11-2007; Elsevier Science
• Subjects: Anticancer; Antineoplastic Agents - chemical synthesis; Antineoplastic Agents - chemistry; Antineoplastic Agents - pharmacology; Biological and medical sciences; Cell Line, Tumor; Chalcone; Chalcone - analogs & derivatives; Erythrocyte; Estradiol; Estradiol - chemistry; Fundamental and applied biological sciences. Psychology; Humans; Osmotic fragility; Vertebrates: endocrinology; Erythrocyte; Osmotic fragility; Anticancer; Estradiol; Chalcone; Antineoplastic agent; Estrogen; 17β-Estradiol; Red blood cell; Biosynthesis; Ovarian hormone; Blood cell; Sex steroid hormone
• ISSN: 0039-128X; 1878-5867
• DOI: 10.1016/j.steroids.2007.07.012

Chalcone derivatives on estradiol framework have been synthesized. Some of the derivatives showed potent anticancer activity against some human cancer cell lines. Compounds
9 and
19 showed potent activity against MCF-7, a hormone dependent breast cancer cell line. Chalcone
7 was further modified to the corresponding indanone derivative (
19) using the Nazarov reaction, which showed better activity than the parent compound against the MCF-7 breast cancer cell line. Active anticancer derivatives were also evaluated for osmotic hemolysis using the erythrocyte as a model system. It was observed that chalcone derivatives showing cytotoxicity against cancer cell lines did not affect the fragility of erythrocytes and hence may be considered as non-toxic to normal cells.