title: Cytotoxic pregnane steroids from the seeds of Cipadessa baccifera (Roth.) Miq.
abstract: A chemical investigation of the 80% ethanol extract of the seeds of Cipadessa baccifera (Roth.) Miq. led to the isolation of five new pregnane steroids, 17α,18,20S-trihydroxy-pregn-4-en-3,16-dione (1), 18-hydoxy-pregn-4,17(20)-trans-dien-3,16-dione (2), 3β,18-dihydroxy-pregn-5,17(20)-trans-dien-16-one (3), 2α,3β,4β,18-tetrahydroxy-pregn-5,17(20)-trans-dien-16-one (4), and 2α,3β,4β,17α,18,20S-hexahydroxy-pregn-5-en-16-one (5), along with two known compounds, 17α,20S-dihydroxy-pregn-4-en-3,16-dione (6) and 3β-hydroxy-pregn-5,17-dien-16-one (7). Structural elucidation of all the compounds was accomplished by spectral methods such as 1D and 2D NMR, IR, UV, and HRESIMS. The isolated compounds were tested in vitro for cytotoxic activities against seven tumor cell lines. As a result, pregnane-type steroids 1, 5 and 6 exhibited cytotoxicity with IC50values <20μM against all tested tumor cell lines except meningioma cells (BEN-MEN-1).
authors.affiliation: College of Medical Laboratory Science and Technology, Harbin Medical University at Daqing, Daqing 163319, PR China. Electronic address: hybb111@163.com.
authors.forename: Lei
authors.initials: L
authors.lastname: Zhao
authors.affiliation: College of Medical Laboratory Science and Technology, Harbin Medical University at Daqing, Daqing 163319, PR China.
authors.forename: Ping
authors.initials: P
authors.lastname: Zhang
authors.affiliation: College of Medical Laboratory Science and Technology, Harbin Medical University at Daqing, Daqing 163319, PR China.
authors.forename: Xiao-Jie
authors.initials: XJ
authors.lastname: Su
authors.affiliation: College of Medical Laboratory Science and Technology, Harbin Medical University at Daqing, Daqing 163319, PR China.
authors.forename: Bing
authors.initials: B
authors.lastname: Zhang
mesh_terms: D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry* / Q000302:isolation & purification; D045744:Cell Line, Tumor; D006801:Humans; D029582:Meliaceae / Q000737:chemistry*; D015394:Molecular Structure; D010936:Plant Extracts / Q000737:chemistry; D011278:Pregnanes / Q000737:chemistry* / Q000302:isolation & purification; D012639:Seeds / Q000737:chemistry; D013256:Steroids / Q000737:chemistry* / Q000302:isolation & purification
chemical_list: D000972:Antineoplastic Agents, Phytogenic; D010936:Plant Extracts; D011278:Pregnanes; D013256:Steroids
keywords: Cipadessa baccifera (Roth.) Miq.; Cytotoxicity; Meliaceae; Pregnane steroids