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华重楼地上部分呋甾皂苷C25位差向异构体的分离与结构鉴定 被引量:4

Separation and structural elucidation of C25 epimers of furostanol saponin from aerial parts of Paris polyphylla var. chinensis
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摘要 华重楼Paris polyphylla var.chinensis,即七叶一枝花,为《中国药典》2020年版重楼药材基原植物之一,资源短缺现状促使其种植规模逐步扩大,大量地上部分资源因得不到有效利用而废弃。为了进一步明确华重楼地上部分的化学组成,该实验在前期研究基础上对其中的甾体皂苷类成分进行分离,采用多种柱色谱技术从中分离得到3对C25位互为差向异构体的呋甾皂苷,通过波谱数据结合化学转化方法,鉴定结构为neosolanigroside Y6(1)和solanigroside Y6(2),新原纤细薯蓣皂苷(3)和原纤细薯蓣皂苷(4),新原薯蓣皂苷(5)和原薯蓣皂苷(6),其中化合物1为新化合物,2、3和5为首次从重楼属植物中分离得到,4和6曾经从本植物中分析检测到,该研究为首次分离得到。既往研究从重楼属植物中分离得到的25S构型的甾体皂苷较少,且均为螺甾皂苷,该研究在质谱导向下,利用呋甾皂苷C22位羟基的溶剂化效应,首次从重楼属植物中分离得到25S构型的呋甾皂苷,进一步丰富了本属植物的化学信息,为同类型化合物的分离提供参考。 Paris polyphylla var. chinensis(PPC) is used as one of the origin plants of Paridis Rhizoma described in the Chinese Pharmacopoeia(2020 edition). Its resources shortage makes the planting scale gradually expand, and plenty of aerial parts are abandoned because of not being effectively used. On the basis of previous research, this study separated steroidal saponins to further clarify the chemical composition of the aerial parts of PPC. As a result, three pairs of 25R or 25S epimers of furostanol saponins were obtained by various column chromatography techniques. Their structures were identified as neosolanigroside Y6(1), solanigroside Y6(2), neoprotogracillin(3), protogracillin(4), neoprotodioscin(5) and protodioscin(6) by spectral data combining with chemical transformation. Compound 1 is a new compound, and compounds 2, 3 and 5 are isolated from Paris plants for the first time. Compounds 4 and 6 are isolated from this plant for the first time. Previously, only several spirostanol glycosides with 25S configuration were isolated from Paris plants. Guided by mass spectrometry, the present study isolated the furostanol saponins with 25S configuration from this genus for the first time, which further enriches the chemical information of Paris genus and provides a reference for the isolation of similar compounds.
作者 谭晓敏 关亮俊 房蕴歌 李燕敏 郑子璐 陈两绵 高慧敏 王智民 TAN Xiao-min;GUAN Liang-jun;FANG Yun-ge;LI Yan-min;ZHENG Zi-lu;CHEN Liang-mian;GAO Hui-min;WANG Zhi-min(Tianjin University of Traditional Chinese Medicine,Tianjin 300193,China;National Engineering Laboratory of Quality Control Technology of Chinese Materia Medica,Institute of Chinese Materia Medica,China Academy of Chinese Medical Sciences^Beijing 100700,China)
出处 《中国中药杂志》 CAS CSCD 北大核心 2021年第16期4023-4033,共11页 China Journal of Chinese Materia Medica
基金 国家重点研发计划项目(2017YFC1701900) 国家中药标准化项目(ZYBZH-Y-FJ-09) 中医药行业科研专项(201507002) 中央级公益性科研院所基本科研业务费专项(ZXKT20012)。
关键词 重楼 华重楼 地上部分 甾体皂苷 呋甾皂苷 差向异构体 Paridis Rhizoma Paris polyphylla var.chinensis aerial parts steroidal saponins furostanol saponins epimer
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