红松松针中木脂素类成分的分离与鉴定Isolation and identification of lignans from pine needles of Pinus koraiensis Sieb. et Zucc.
张静娇,马跃平,袁久志,孙启时
ZHANG Jing-jiao,MA Yue-ping,YUAN Jiu-zhi,SUN Qi-shi(School of Traditional Chinese Materia Medica
摘要(Abstract):
目的研究红松松针中的木脂素类成分,为松属植物的化学分类学研究提供依据。方法采用反复硅胶、聚酰胺、ODS、Sephadex LH-20柱色谱等方法进行分离纯化,根据理化性质和波谱分析对分离得到的化合物进行结构鉴定。结果从红松松针中分离得到8个化合物,分别鉴定为(+)-异落叶松脂素-9-O-β-D-吡喃木糖苷((+)-isolariciresinol-9-O-β-D-xylopyranoside,1)、(+)-异落叶松脂素-9-O-β-D-吡喃葡萄糖苷((+)-isolariciresinol-9-O-β-D-glucopyranoside,2)、7S,8R-苏式-3′,4,9′-三羟基-3-甲氧基-7,8-二氢苯并呋喃-1′-丙醇基新木脂素-9-O-α-L-吡喃鼠李糖苷(7S,8R-threo-3′,4,9′-trihydroxy-3-methoxy-4′,7-epoxy-neolignan-9-O-α-L-rhamnopyranoside,3)、7S,8R-苏式-3′,9,9′-三羟基-3-甲氧基-7,8-二氢苯并呋喃-1′-丙醇基新木脂素-4-O-α-L-吡喃鼠李糖苷(7S,8R-threo-3′,9,9′-trihydroxy-3-methoxy-4′,7-epoxy-neolignan-4-O-α-L-rhamnopyranoside,4)、7R,8S-赤式-4,7,9-三羟基-3,3′-二甲氧基-8-O-4′-新木脂素-9′-O-α-L-吡喃鼠李糖苷(7R,8S-erythro-4,7,9-trihydrox-y-3,3′-dimethoxy-8-O-4′-neolignan-9′-O-α-L-rhamnopyranoside,5)、7S,8S-苏式-4,7,9-三羟基-3,3′-二甲氧基-8-O-4′-新木脂素-9′-O-α-L-吡喃鼠李糖苷(7S,8S-threo-4,7,9-trihydroxy-3,3′-dimethoxy-8-O-4′-neolignan-9′-O-α-L-rhamnopyranoside,6)、7S,8S-苏式-3′,4,7,9-四羟基-3-甲氧基-8-O-4′-新木脂素-9′-O-α-L-吡喃鼠李糖苷(7S,8S-threo-3′,4,7,9-tetrahydroxy-3-methoxy-8-O-4′-neolignan-9′-O-α-L-rhamnopyranoside,7)、7R,8S-赤式-3′,4,9,9′-四羟基-3-甲氧基-8-O-4′-新木脂素-7-O-β-D-吡喃葡萄糖苷(7R,8S-erythro-3′,4,9,9′-tetrahydroxy-3-methoxy-8-O-4′-neolignan-7-O-β-D-glucopyr-anoside,8)。结论化合物1~8均为首次从红松中分离得到。
Objective To study the lignans of pine needles of Pinus koraiensis Sieb.et Zucc.Methods Compounds were isolated by chromatography on silica gel,ODS,Sephadex LH-20 columns,and their structures were elucidated by their physicochemical properties and spectral analysis.Results Eight compounds were obtained and identified as(+)-isolariciresinol-9-O-β-D-xylopyranoside(1),(+)-isolariciresinol-9-O-β-D-glucopyranoside(2),7S,8R-threo-3′,4,9′-trihydroxy-3-methoxy-4′,7-epoxy-neolignan-9-O-α-L-rhamnopyranoside(3),7S,8R-threo-3′,9,9′-trihydroxy-3-methoxy-4′,7-epoxy-neolignan-4-O-α-L-rhamnopyranoside(4),7R,8S-erythro-4,7,9-trihydroxy-3,3′-dimethoxy-8-O-4′-neolignan-9′-O-α-L-rhamnopyranoside(5),7S,8S-threo-4,7,9-trihydroxy-3,3′-dimethoxy-8-O-4′-neolignan-9′-O-α-L-rhamnopyranoside(6),7S,8S-threo-3′,4,7,9-tetrahydroxy-3-methoxy-8-O-4′-neolignan-9′-O-α-L-rhamnopyranoside(7),7R,8S-erythro-3′,4,9,9′-tetrahydroxy-3-methoxy-8-O-4′-neolignan-7-O-β-D-glucopyranoside(8).Conclusions Compounds 18 are obtained from Pinus koraiensis Sieb.et Zucc.for the first time.
关键词(KeyWords):
红松;松针;木脂素类化合物;化学成分;结构鉴定
Pinus koraiensis Sieb.et Zucc.;pine needle;lignans;chemical constituent;structure identification
基金项目(Foundation):
作者(Author):
张静娇,马跃平,袁久志,孙启时
ZHANG Jing-jiao,MA Yue-ping,YUAN Jiu-zhi,SUN Qi-shi(School of Traditional Chinese Materia Medica
DOI: 10.14066/j.cnki.cn21-1349/r.2010.10.005
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- 红松
- 松针
- 木脂素类化合物
- 化学成分
- 结构鉴定
Pinus koraiensis Sieb.et Zucc. - pine needle
- lignans
- chemical constituent
- structure identification
- 张静娇
- 马跃平
- 袁久志
- 孙启时
ZHANG Jing-jiao - MA Yue-ping
- YUAN Jiu-zhi
- SUN Qi-shi(School of Traditional Chinese Materia Medica
- 张静娇
- 马跃平
- 袁久志
- 孙启时
ZHANG Jing-jiao - MA Yue-ping
- YUAN Jiu-zhi
- SUN Qi-shi(School of Traditional Chinese Materia Medica