Synthesis and in vitro anticancer activity of 23(23')E-benzylidenespirostanols derived from steroid sapogenins.

Manuel A Ramos-Enríquez, Katherine Vargas-Romero, Lucie Rárová, Miroslav Strnad, Martín A Iglesias-Arteaga

Journal: Steroids 2018;128():85-88

PMID: 28887172

Abstract

Benzylidenespirostanols were prepared by two-step synthesis including BF·EtO-catalyzed aldol condensation of several acetylated steroid sapogenins with benzaldehyde followed by saponification. The obtained compounds showed moderate cytotoxicity against three cancer cell lines (T-lymphoblastic leukemia cell line CEM, breast carcinoma cell line MCF7 and cervical carcinoma cell line HeLa) and normal human fibroblasts (BJ). The most active of the five tested substances was 3c (lowest IC for MCF7 cells 19.9±0.1µM) without any selectivity towards human cancer and normal cells, respectively.

Copyright © 2017 Elsevier Inc. All rights reserved.

Address: Facultad de Química, Universidad Nacional Autónoma de México, Ciudad Universitaria, 04510 México, D.F., Mexico.; Department of Chemical Biology and Genetics, Centre of the Region Haná for Biotechnological and Agricultural Research, Faculty of Science, Palacký University, Šlechtitelů 27, CZ-783 71 Olomouc, Czech Republic.; Laboratory of Growth Regulators, Centre of the Region Haná for Biotechnological and Agricultural Research, Palacký University & Institute of Experimental Botany ASCR, Šlechtitelů 27, CZ-783 71 Olomouc, Czech Republic.; Facultad de Química, Universidad Nacional Autónoma de México, Ciudad Universitaria, 04510 México, D.F., Mexico. Electronic address: [email protected].
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