title: Pregnane alkaloids from Sarcococca hookeriana var. digyna.
abstract: Fourteen pregnane-type steroidal alkaloids were isolated from the ethanolic extracts of whole Sarcococca hookeriana var. digyna plants. Their structures were elucidated on the basis of spectral data. Three of them were identified as new steroidal alkaloids: (S)-20-(N,N-dimethylamino)-16α,17α-epoxy-3β-methoxy-pregn-5-ene (1), (20S)-20-(N,N-dimethylamino)-3β-tigloylamino-5α-pregn-11β-ol (2), and (20S)-2α,4β-bis(acetoxy)-20-(N,N-dimethylamino)-3β-tigloylamino-5α-pregnane (3). Some of the isolated compounds showed estrogen biosynthesis-promoting effects in human ovarian granulosa-like KGN cells. The EC50 values for the most effective compounds, vagnine B (6) and funtumafrine C (12), were 71 μM and 67 μM, respectively.
authors: Chengdu Institute of Biology, Chinese Academy of Sciences, Chengdu 610041, PR China.
authors: Pu-zhao
authors: PZ
authors: Zhang
authors: Fei
authors: F
authors: Wang
authors: Li-juan
authors: LJ
authors: Yang
authors: Guo-lin
authors: GL
authors: Zhang
mesh_terms: D000470:Alkaloids / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D031234:Buxaceae / Q000737:chemistry*; D004967:Estrogens / Q000096:biosynthesis*; D006801:Humans; D015394:Molecular Structure; D048789:Phytoestrogens / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D010936:Plant Extracts / Q000737:chemistry* / Q000494:pharmacology; D011278:Pregnanes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology
chemical_list: D000470:Alkaloids; D004967:Estrogens; D048789:Phytoestrogens; D010936:Plant Extracts; D011278:Pregnanes; C586588:funtumafrine C; C586587:vagnine B
keywords: Akt; CREB; ERK; Estrogen production; KGN cell; MAPK; PI3K; PKA; Pregnane; Sarcococca hookeriana var. digyna; Steroidal alkaloid; cAMP; cAMP response element binding protein; cyclic adenosine monophosphate; extracellular signal-regulated kinase; mTOR; mammalian target of rapamycin; mitogen-activated protein kinase; phosphatidylinositol-3 kinase; protein kinase A; protein kinase B