槐生拜尔孔菌(槐耳)中的甾体类化合物及其酪氨酸酶抑制活性  被引量:2

The steroid compounds from Vanderbylia robiniophila(huaier) and their tyrosinase inhibitory activities

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作  者:贾景辉 刘志强 王雨曦 魏玉莲[2] 袁海生 JIA Jinghui;LIU Zhiqiang;WANG Yuxi;WEI Yulian;YUAN Haisheng(College of Life Sciences,Liaoning University,Shenyang 110036,Liaoning,China;CAS Key Laboratory of Forest Ecology and Management,Institute of Applied Ecology,Chinese Academy of Sciences,Shenyang 110164,Liaoning,China)

机构地区:[1]辽宁大学生命科学院,辽宁沈阳110036 [2]中国科学院沈阳应用生态研究所中国科学院森林生态与管理重点实验室,辽宁沈阳110164

出  处:《菌物学报》2023年第9期1981-1992,共12页Mycosystema

基  金:中国博士后科学基金面上项目(2022M713296);沈阳市科技计划项目(22-322-3-07);辽宁省应用基础研究计划项目(2022JH2/101300182)。

摘  要:本试验研究了槐生拜尔孔菌(槐耳)Vanderbylia robiniophila大米固体发酵物中的甾体类化合物及其酪氨酸酶抑制活性。采用硅胶柱层析、ODS柱层析、凝胶柱层析和高效液相色谱(high performance liquid chromatography,HPLC)等色谱法分离纯化槐生拜尔孔菌发酵产物,利用质谱(mass spectrometer,MS)、核磁共振(nuclear magnetic resonance,NMR)等方法进行结构鉴定得到10个甾体类化合物。化合物的结构分别鉴定为:isocyathisterol(1)、fortisterol(2)、7α-methoxy-5α,6α-epoxyergosta-8(14),22-diene-3β-triol(3)、(3β,5α,6β,22E)-6-methoxyergosta-7,22-diene-3,5-diol(4)、citreoanthrasteroid B(5)、(22E,24S)-5α,8α-epidioxy-24-methyl-cholesta-6,9(11),22-trien-3β-ol(6)、(22E,24R)-5α,8α-epidioxy-ergosta-6,22-dien-3β-ol(7)、5α,6α-epoxy-3β-hydroxy-(22E,24R)-ergosta-8,22-dien-7-one(8)、calvasterol A(9)和phomopsterone A(10),均是属内首次分离获得。对化合物1–10进行酪氨酸酶抑制活性的测定,其中化合物1抑制酪氨酸酶的IC50值为(25.46±3.86)μmol/L,化合物3抑制酪氨酸酶的IC50值为(31.58±4.65)μmol/L,其活性优于阳性药熊果苷[IC50值为(58.17±6.09)μmol/L],可作为黑色素瘤新药制剂开发的候选化合物。The steroid compounds from Vanderbylia robiniophila in fermented rice and their tyrosinase inhibitory activities were investigated.The extract of the fungus was isolated and purified by silica gel column,ODS column chromatography,gel column chromatography and high performance liquid chromatography(HPLC).The structures of ten steroid compounds obtained were identified by mass spectrometer(MS)and nuclear magnetic resonance(NMR).The ten compounds were identified as isocyathisterol(1),fortisterol(2),7α-methoxy-5α,6αepoxyergosta-8(14),22-diene-3β-triol(3),(3β,5α,6β,22E)-6-methoxyergosta-7,22-diene-3,5-diol(4),citreoanthrasteroid B(5),(22E,24S)-5α,8α-epidioxy-24-methyl-cholesta-6,9(11),22-trien3β-ol(6),(22E,24R)-5α,8α-epidioxy-ergosta-6,22-dien-3β-ol(7),5α,6α-epoxy-3β-hydroxy-(22E,24R)-ergosta-8,22-dien-7-one(8),calvasterol A(9)and phomopsterone A(10).They were isolated from V.robiniophila for the first time.The tyrosinase inhibitory activity of the compounds was evaluated.Compounds 1 and 3 showed significant inhibitory activity with IC50 values of(25.46±3.86)μmol/L and(31.58±4.65)μmol/L,respectively,which were better than arbutin as the positive control(58.17±6.09)μmol/L.Compounds 1 and 3 can serve as substitute for the development of new agents treating melanoma.

关 键 词:槐生拜尔孔菌 化学成分 甾体类 结构鉴定 酪氨酸酶抑制活性 

分 类 号:R284.1[医药卫生—中药学]

 

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