金歧端, 木全章. 滇产苦绳甾体成分的研究J. 药学学报, 1989, 24(8): 587-592.
引用本文: 金歧端, 木全章. 滇产苦绳甾体成分的研究J. 药学学报, 1989, 24(8): 587-592.
QD Jin, QZ Mu. THE CONSTITUENTS OF C21-STEROIDS FROM DRFGEA SINENSIS VAR.CORRUGATAJ. Acta Pharmaceutica Sinica, 1989, 24(8): 587-592.
Citation: QD Jin, QZ Mu. THE CONSTITUENTS OF C21-STEROIDS FROM DRFGEA SINENSIS VAR.CORRUGATAJ. Acta Pharmaceutica Sinica, 1989, 24(8): 587-592.

滇产苦绳甾体成分的研究

THE CONSTITUENTS OF C21-STEROIDS FROM DRFGEA SINENSIS VAR.CORRUGATA

  • 摘要: 从滇产苦绳(Dregea sinensis var.corrrugata)的根茎中分得两个新的C21-甾体甙元,命名为苦绳甙元Ⅰ及Ⅱ(drevogenin Ⅰ,Ⅱ),经光谱分析和化学反应证明,甙元Ⅰ的结构为C/D顺式5α-H,3β,8β,14β,17β四羟基-12β-O-异戊酰基-20-O-异戊酰基娠烷(C/D cis 5α-H,3β,8β,14β,17βtetrahydroxy一12β-O-isovaleryl-20-O-isovaleryl-pregnane)。甙元Ⅱ的结构为C/D顺式5α-H,3β-14β,17β三羟基-12-β-O-乙酰基-20-O-苯甲酰基娠烷(C/Dcis 5α-H,3β,14β,17βtrihydroxy-12β-O-acetyl-20-0-benzoyl-pregnane)。

     

    Abstract: Drevogenin Ⅰ, Ⅱ, two new aglycones, were isolated from Dregea sinensis var. corrugata(Asclepiadaceae). The mass spectrum suggests the presence of two isovaleryl groups.Alkaline hydrolysis of compound Ⅰ with 5% methanolic potassium hydroxide yielded deacyldrevogenin Ⅰa and isovaleric acid.The acid was esterified with methanol--surfuric acid to afford methyl-isovalerate. By GLC comparison with authentic sample,relative retention time was the same,1H-NMR shift (δppm) and coupling constant were the same, too. On the basis of spectroscopic analysis and chemical reactions, given above the structure of aglyeone Ⅰ was established as C/D cis 5α-H,3β,8β,14β,17β tetrahydroxy- 12β-O-isovaleryl-20-O-isovalerylpregnane. MS moleculer weight 552 and elementary analysis were compatible with C31H32O8.The structure of aglycone Ⅱ was established as C/D cis 5α-H,3β,14β,17β trihydroxy-12β-O-acetyl-20-O-benzoyl-pregnane,The mass spectrum suggests the presence of benzoyl and acetylgroups. Alkaline hydrolysis of Ⅱ with 5% methanolic potassium hydroxide yielded tomentogenin Ⅱa and an acetic acid. Partial alkaline hydrolysis of Ⅱ with 8% K2CO3--MeOH--H2O afforbed a 12-hydroxy-20-O-benzoyl-pregnane.

     

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