南葶苈子化学成分的分离与结构鉴定

Isolation and structure identification of chemical constituents from the seeds of Descurainia sophia (L.) Webb ex Prantl

目的 研究南葶苈子的化学成分。方法 用硅胶、聚酰胺 6、反相硅胶C1 8和SephadexLH 2 0柱色谱进行分离纯化。用MS ,1 HNMR ,1 3CNMR ,HSQC ,HMBC ,TOCSY等波谱学方法 ,结合化学定性和薄层酸水解确定化合物结构。结果 从南葶苈子中分离得到 15个化合物 ,鉴定了 12个化合物的结构 ,分别为 :槲皮素 3 O β D 吡喃葡糖基 7 O β 龙胆双糖苷 (I) ;山萘酚 3 O β D 吡喃葡糖基 7 O β 龙胆双糖苷 (II) ;异鼠李素 3 O β D 吡喃葡糖基 7 O β 龙胆双糖苷 (III) ;槲皮素 7 O β 龙胆双糖苷 (IV) ;山萘酚 7 O β 龙胆双糖苷 (V) ;异鼠李素 7 O β 龙胆双糖苷 (VI) ;槲皮素 3,7 二 O β D 吡喃葡糖苷 (VII) ;山萘酚 3,7 二 O β D 吡喃葡糖苷 (VIII) ;异鼠李素 3,7 二 O β D 吡喃葡糖苷(IX) ;山萘酚 3 O β D 吡喃葡糖基 7 O β D [2 芥子酰基 β D 吡喃葡糖基 ( 1→ 6 ) ] 吡喃葡糖苷 (X) ;芥子酸乙酯(XI) ;4 甲氧基芥子酸 (XII)。结论 X和VI是新化合物 ,IV ,V ,VII,VIII ,IX均为首次自十字花科植物中分离得到 ,I,II,III均为首次自播娘蒿属中分离得到 ,XI和XII为首次自该植物中分离得到。

Aim To isolate and determine the structures of chemical constituents from the seeds of Descurainia sophia (L.) Webb ex Prantl. Methods The chemical constituents were extracted from the seeds of Descurainia sophia (L.) Webb ex Prantl with 75% ethanol and purified by polyamide, silica gel, RP C 18 and Sephadex LH 20 on column chromatography. Chemical methods and spectroscopic methods, such as 1H and 13 CNMR , HSQC, HMBC and TOCSY spectra were used for the structural identification. Results Fifteen compounds were obtained. Twelve of them were identified as quercetin 3 O β D glucopyranosyl 7 O β gentiobioside (I), kaempferol 3 O β D glucopyranosyl 7 Oβ gentiobioside (II), isorhamnetin 3 O β D glucopyranosyl 7 O β gentiobioside (III), quercetin 7 O β gentiobioside (IV), kaempferol 7 O β gentiobioside (V), isorhamnetin 7 O β gentiobioside (VI), quercetin 3,7 di O β D glucopyranoside (VII), kaempferol 3,7 di O β D glucopyranoside (VIII), isorhamnetin 3,7 di O β D glucopyranoside (IX), kaempferol 3 O β D glucopyranosyl 7 O [(2 O trans sinnapoyl) β D glucopyranosyl(1→6)] β D glucopyra noside) (X), sinapic acid ethyl ester (XI) and 3,4,5 trimethoxyl cinnamic acid (XII). Conclusion Compounds X and VI are new compounds.IV, V, VII, VIII and IX were isolated from Cruciferae family for the first time. I, II, III were obtained from Descurania genus and XI, XII from D.sophia for the first time.