野茉莉叶化学成分研究
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摘要
目的对野茉莉Styraxjaponicus的叶进行化学成分研究。方法通过硅胶、SephadexLH-20凝胶柱色谱及重结晶等方法进行分离和纯化,根据理化性质、波谱数据进行结构鉴定。结果从野茉莉叶70%乙醇提取物三氯甲烷萃取部位分离得到16个化合物,包括9个苯丙素和7个其他类化合物,分别鉴定为nectandrinB(1)、豆甾醇(2)、荚果蕨素(3)、eupomatenoid-7(4)、β-谷甾醇(5)、去氢二异丁香酚(6)、4-oxo-4[(3β,22E)-stigmasta-5,22-dien-3-yloxy]butanoic acid(7)、4-(3-methory-4-hydroxy)pheny-3-methyl-3-buten-2-one(8)、熊果酸(9)、香草酸(10)、(+)-(7S,8R,8′R)-4,8′-dihydroxy-3-methoxy-1′,2′,3′,4′,5′,6′-hexanorligna-7,7′-lactone (11)、(+)-(7S,8R)-4-hydroxy-3-methoxy-1′,2′,3′,4′,5′,6′,7′-heptanorlign-8′-one(12)、(2S,3R′)-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-5-(2-propen-1-yl)-3-benzofuranmethanol(13)、香草醛(14)、对香豆酸(15)和二氢山柰酚(16)。结论化合物1、3～16均为首次从该植物中分离得到。
Objective To study the chemical constituents from the leaves of Styrax japonicus. Methods Seventeen compounds including nine phenylpropanoids and seven other constituents were isolated from the chloroform fraction of the 70% ethanol extract of leaves of S. japonicus, using column chromatography over silica gel and Sephadex LH-20 as well as the method of recrystallization. Results On the basis of physical and chemical properties combined with spectral data analysis, their structures were elucidated as nectandrin B(1), stigmasterol(2), matteucinol(3), eupomatenoid-7(4), β-stigmasterol(5), dehydrodiisoeugenol(6), 4-oxo-4[(3β,22 E)-stigmasta-5,22-dien-3-yloxy] butanoic acid(7), 4-(3-methory-4-hydroxy) pheny-3-methyl-3-buten-2-one(8), ursolic acid(9), vanillic acid(10),(+)-(7 S,8 R,8′R)-4,8′-dihydroxy-3-methoxy-1′,2′,3′,4′,5′,6′-hexanorligna-7,7′-lactone(11),(+)-(7 S,8 R)-4-hydroxy-3-methoxy-1′,2′,3′,4′,5′,6′,7′-heptanorlign 8′-one(12),(2 S,3 R′)-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-5-(2-propen-1-yl)-3-benzofuranmethanol(13), vanillin(14),(E)-p-coumaric acid(15), and dihydrokaempferol(16). Conclusion Compounds 1, 3—16 are isolated from this plant for the first time.
Objective To study the chemical constituents from the leaves of Styrax japonicus. Methods Seventeen compounds including nine phenylpropanoids and seven other constituents were isolated from the chloroform fraction of the 70% ethanol extract of leaves of S. japonicus, using column chromatography over silica gel and Sephadex LH-20 as well as the method of recrystallization. Results On the basis of physical and chemical properties combined with spectral data analysis, their structures were elucidated as nectandrin B(1), stigmasterol(2), matteucinol(3), eupomatenoid-7(4), β-stigmasterol(5), dehydrodiisoeugenol(6), 4-oxo-4[(3β,22 E)-stigmasta-5,22-dien-3-yloxy] butanoic acid(7), 4-(3-methory-4-hydroxy) pheny-3-methyl-3-buten-2-one(8), ursolic acid(9), vanillic acid(10),(+)-(7 S,8 R,8′R)-4,8′-dihydroxy-3-methoxy-1′,2′,3′,4′,5′,6′-hexanorligna-7,7′-lactone(11),(+)-(7 S,8 R)-4-hydroxy-3-methoxy-1′,2′,3′,4′,5′,6′,7′-heptanorlign 8′-one(12),(2 S,3 R′)-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-5-(2-propen-1-yl)-3-benzofuranmethanol(13), vanillin(14),(E)-p-coumaric acid(15), and dihydrokaempferol(16). Conclusion Compounds 1, 3—16 are isolated from this plant for the first time.
引文
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[3]任杰,李娟,徐博,等.野茉莉研究进展[J].中成药,2018,40(4):913-920.
[4]任杰,李娟,李兆星,等.野茉莉叶水提物抑菌、抗炎及止咳作用的实验研究[J].世界科学技术-中医药现代化,2017,19(10):1707-1711.
[5]徐金金,王跃虎,王鸿升,等.马缨杜鹃茎的化学成分研究[J].天然产物研究与开发,2012,24(6):757-760.
[6]倪付勇,温建辉,李明,等.金银花化学成分研究[J].中草药,2017,48(18):3689-3692.
[7]张东,杨岚,屠呦呦,等.荚果蕨贯众化学成分的研究Ⅲ[J].中国中药杂志,2008,33(14):1073-1075.
[8]谭宁华,程永现,周俊.云南拟单性木兰的化学成分[J].植物分类与资源学报,2001,23(3):352-356.
[9]Hou J P,Wu H,Wang Y,et al.Isolation of some compounds from nutmeg and their antioxidant activities[J].Czech J Food Sci,2012,30(2):164-170.
[10]Vida N,SvobodováH,RárováL,et al.Polyamine conjugates of stigmasterol[J].Steroids,2012,77(12):1212-1218.
[11]Cheng W,Zhu C,Xu W,et al.Chemical constituents of the bark of Machilus wangchiana and their biological activities[J].J Nat Prods,2009,72(12):2145-2152.
[12]褚纯隽,李显伦,夏龙,等.乌饭树叶的抗补体活性成分研究[J].中草药,2014,45(4):458-465.
[13]王晓梅,张倩,热娜·卡斯木,等.锁阳全草化学成分的研究[J].中草药,2011,42(3):458-460.
[14]Gao X M,Pu J X,Huang S X,et al.Lignans from Kadsura angustifolia[J].J Asian Nat Prods Res,1998,1(2):125-131.
[15]韦玮,徐嵬,杨秀伟.规范化种植川芎化学成分研究[J].中草药,2017,48(15):3017-3025.
[16]He Z H,Luo Y G,Li H J,et al.Chemical study on Porandra scandens[J].Nat Prod Res Develop,2006,18(2):238-242.
[17]Wang X W,Mao Y,Wang N L,et al.A new phloroglucinol diglycoside derivative from Hypericum japonicum Thunb.[J].Molecules,2008,13(11):2796-2803.