title: Efficient synthesis of solasodine, O-acetylsolasodine, and soladulcidine as anticancer steroidal alkaloids.
abstract: An efficient synthesis of the steroidal alkaloids solasodine (1), O-acetylsolasodine (2), and soladulcidine (3) starting from easily available diosgenin and tigogenin in five or six steps (overall yield 25, 24, and 28%, resp.) is described. Moreover, our synthetic route provides a selective modification at C(3) of 1 and related compounds in order to carry out lead optimization on these natural antitumor steroidal alkaloids.
authors.affiliation: Center for Drug Discovery, School of Pharmacy, China Pharmaceutical University, Nanjing, Jiangsu Province, 210009, PR China.
authors.forename: Xiaoming
authors.initials: X
authors.lastname: Zha
authors.forename: Hongbin
authors.initials: H
authors.lastname: Sun
authors.forename: Jia
authors.initials: J
authors.lastname: Hao
authors.forename: Yihua
authors.initials: Y
authors.lastname: Zhang
mesh_terms: D000970:Antineoplastic Agents / Q000494:pharmacology*; D010840:Phytosterols / Q000138:chemical synthesis* / Q000494:pharmacology; D012991:Solanaceous Alkaloids / Q000138:chemical synthesis* / Q000494:pharmacology; D013057:Spectrum Analysis
chemical_list: D000970:Antineoplastic Agents; D010840:Phytosterols; D012991:Solanaceous Alkaloids; C520408:spirosol-5-en-3-yl acetate; C520407:spirosolan-3-ol; C012037:solasodine