title: Synthesis and biological activity of 23-ethylidene-26-hydroxy-22-oxocholestane derivatives from spirostanic sapogenins.
abstract: The synthesis and biological evaluation of three new cholestane frameworks of the type: (25R)-3β,16β-Diacetoxy-23-ethylidene-26-hydroxy-22-oxocholestane, starting from spirostanic sapogenins of the 25R series, is described. The compounds were obtained by the reductive cleavage of the F ring of 22-oxo-23(1),26-epoxycholestane derivatives using 9-BBN. These modified derivatives exhibit cytotoxic activity against CEM and MCF7 cells and are able to induce apoptosis in them. Its effect on the cell cycle was determined.
authors.affiliation: Departamento de Química, Centro de Investigación y de Estudios Avanzados del IPN, Apdo. Postal 14-740, 07000 México DF, Mexico.
authors.forename: José Oscar H
authors.initials: JO
authors.lastname: Pérez-Díaz
authors.forename: Lucie
authors.initials: L
authors.lastname: Rárová
authors.forename: J Paul
authors.initials: JP
authors.lastname: Muñoz Ocampo
authors.forename: Nancy E
authors.initials: NE
authors.lastname: Magaña-Vergara
authors.forename: Norberto
authors.initials: N
authors.lastname: Farfán
authors.forename: Miroslav
authors.initials: M
authors.lastname: Strnad
authors.forename: Rosa
authors.initials: R
authors.lastname: Santillan
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D017209:Apoptosis / Q000187:drug effects; D053148:Caspase 3 / Q000378:metabolism; D053179:Caspase 7 / Q000378:metabolism; D002453:Cell Cycle / Q000187:drug effects; D045744:Cell Line, Tumor; D060326:Chemistry Techniques, Synthetic; D002776:Cholestanes / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D006801:Humans; D012502:Sapogenins / Q000737:chemistry*
chemical_list: C574519:23-ethylidene-26-hydroxy-22-oxocholestane; D000970:Antineoplastic Agents; D002776:Cholestanes; D012502:Sapogenins; D053148:Caspase 3; D053179:Caspase 7