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

0485770 - ÚEB 2018 RIV US eng J - Journal Article
Ramos-Enríquez, M. A. - Vargas-Romero, K. - Rárová, L. - Strnad, Miroslav - Iglesias-Arteaga, M. A.
Synthesis and in vitro anticancer activity of 23(23′)E-benzylidenespirostanols derived from steroid sapogenins.
Steroids. Roč. 128, DEC (2017), s. 85-88. ISSN 0039-128X. E-ISSN 1878-5867
R&D Projects: GA ČR GA17-14007S
Institutional support: RVO:61389030
Keywords : Aldol condensation * Benzylidenespirostanols * Cancer cell lines * Cytotoxicity * Fibroblasts
OECD category: Oncology
Impact factor: 2.523, year: 2017

Benzylidenespirostanols were prepared by two-step synthesis including BF 3 ·Et 2 O-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 50 for MCF7 cells 19.9 ± 0.1 µM) without any selectivity towards human cancer and normal cells, respectively.
Permanent Link: http://hdl.handle.net/11104/0280713