青灰叶下珠内生菌Phomopsis sp.TJ507A的化学成分及生物活性研究  

The bioactive secondary metabolites from Phyllanthus glaucus-associated fungus Phomopsis sp. TJ507A

作　　者：解双双 吴野 张娜 郭翼 汪建平[1] 薛永波[1] 张勇慧[1] XIE Shuang-shuang;WU Ye;ZHANG Na;GUO Yi;WANG Jian-ping;XUE Yong-bo;ZHANG Yong-hui(Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation and Department of Pharmacology,School of Pharmacy,Tongji Medical College,Huazhong University of Science and Technology;Tongji Hospital Affiliated to Tongji Medical College,Huazhong University of Science and Technology,Wuhan 430030,People’s Republic of China)

机构地区：[1]华中科技大学同济医学院药学院天然药物化学与资源评价重点实验室 [2]华中科技大学同济医学院附属同济医院,武汉430030

出　　处：《天然产物研究与开发》2019年第1期61-68,共8页Natural Product Research and Development

基　　金：国家自然科学基金面上项目(31200258;31370372);华中科技大学自主创新基金一般项目(2012QN012)

摘　　要：为探究药用植物青灰叶下珠(Phyllanthus glaucus)来源内生真菌拟茎点霉(Phomopsis sp. TJ507A)的化学成分,本实验联合运用硅胶柱色谱、ODS柱色谱、凝胶柱色谱(Sephadex LH-20)、半制备型高效液相色谱(HPLC)等分离技术,从该菌株大米固体发酵产物的乙酸乙酯提取物中分离得到4个倍半萜化合物phomophyllin O(1)、phomophyllin P(2)、7-hydroxy-10-methoxydehydrodihydrobotrydial(3)、plorantinone D(4)和8个甾体化合物fortis-terol(5)、dankasterone B(6)、(14α,22E)-14-hydroxy-ergosta-7,22-diene-3,6-dione(7)、(14α,22E)-14-hydroxyerg-osta-4,7,22-triene-3,6-dione(8)、calvasterol B(9)、isocyathisterol(10)、ergosta-4,6,8(14),22-tetraen-3-one(11)和ganodermaside D(12)。化合物1和2为新化合物,运用现代波谱分析技术、[Rh2(OCOCF3)4]络合诱导ECD法及与文献对比等方法,鉴定了化合物1和2的结构和绝对构型。化合物1～5、7、8和10均为首次从该属真菌中分离得到。通过体外生物活性评价,发现化合物9具较强的NO生成抑制活性(IC508. 7μM)。Four sesquiterpenoids,named phomophyllin O(1),phomophyllin P(2),7-hydroxy-10-methoxydehydrodihydrobotrydial(3),and plorantinone D(4),and eight steroids,named fortisterol(5),dankasterone B(6),(14α,22E)-14-hydroxy-ergosta-7,22-diene-3,6-dione(7),(14 α,22E)-14-hydroxyergosta-4,7,22-triene-3,6-dione(8),calvasterol B(9),isocyathisterol(10),ergosta-4,6,8(14),22-tetraen-3-one(11),and ganodermaside D(12),were isolated from the ethyl acetate extract of the solid-state fermentation of the endophytic fungus Phomopsis sp.TJ507A,a strain isolated from the medicinal plant Phyllanthus glaucus.These compounds were purified by comprehensive chromatography on silica gel column,Sephadex LH-20,octadecyl silane(ODS),and semi-preparative HPLC.Two new sesquiterpenoids 1 and 2 were identified and their structures were determined by detailed analyses of the NMR spectra,[Rh2(OCOCF3)4]-induced ECD spectra,and comparison with literatures.Compounds 1-5,7,8 and 10 were isolated from the genus Phomopsis for the first time.Evaluation of in vitro anti-inflammatory activity of the isolates showed that compound 9 exhibited significant NO inhibitory activity with the IC50 value at 8.7 μM.

关 键 词：植物内生菌 拟茎点霉 倍半萜 甾体 生物活性 

分 类 号：R284.2[医药卫生—中药学]