人参红皮病菌Rhexocercosporidium panacis的化学成分  

Chemical components of Rhexocercosporidium panacis from Panax ginseng

作　　者：刘鹏[1,2] 李琦 杨健 孙迪安[2] 况燚 丁刚 LIU Peng;LI Qi;YANG Jian;SUN Di’an;KUANG Yi;DING Gang(College of Chemical and Materials Engineering,Zhejiang A&F University,Hangzhou 311300,Zhejiang,China;Key Laboratory of Bioactive Substances and Resources Utilization of Chinese Herbal Medicine,Ministry of Education,Institute of Medicinal Plant Development,Chinese Academy of Medical Sciences and Peking Union Medical College,Beijing 100193,China;State Key Laboratory Breeding Base of Dao-di Herbs,National Resource Center for Chinese Materia Medica,China Academy of Chinese Medical Sciences,Beijing 100700,China)

机构地区：[1]浙江农林大学化学与材料工程学院,浙江杭州311300 [2]中国医学科学院北京协和医学院药用植物研究所中草药物质基础与资源利用教育部重点实验室,北京100193 [3]中国中医科学院国家中药资源中心道地药材国家重点实验室培育基地,北京100700

出　　处：《浙江农林大学学报》2023年第6期1215-1223,共9页Journal of Zhejiang A&F University

基　　金：中央本级重大增减支项目(2060302-2101-18)。

摘　　要：【目的】对人参Panax ginseng红皮病菌Rhexocercosporidium panacis次级代谢产物进行研究,以期发现活性化合物,并为后期人参红皮病致病机理的研究提供化学物质基础。【方法】通过大米固体发酵方式获得人参红皮病菌粗提物,对粗提物采用硅胶柱层析、反向硅胶柱层析(ODS)、凝胶柱层析(Sephadex LH-20)、半制备液相等多种方法进行分离纯化获得单体化合物,再基于质谱、核磁共振谱方法,并结合文献数据比对鉴定单体化合物结构。最后采用1,1-二苯基-2-苦肼基(DPPH)自由基清除法评价9种单体化合物的抗氧化活性,并对其中的6种化合物进行初步的植物毒活性评价。【结果】从人参红皮病菌粗提物乙酸乙酯部位分离得到9种化合物,其中3种甾醇类:化学物1为麦角甾醇(ergosterol)、化合物2为过氧化麦角甾醇(5,8-epidioxy-5α,8α-ergosta-6,9,22E-tien-3β-ol)、化合物3为5,8-表二氧麦角甾醇-6,9(11),22-三烯-3-醇(5,8-epidioxy-5α,8α-ergosta-6,22E-dien-3β-ol);6种聚酮类:化合物4为核桃酮(regiolone)、化合物5为4,6,8-三羟基-3,4-二氢-1(2H)-萘酮(4,6,8-trihydroxy-3,4-dihydronaphthalen-1(2H)-one)、化合物6为2,5-二甲基-7-羟基色酮(2,5-dimethyl-7-hydroxychromone)、化合物7为2-甲基-5-羧甲基-7-羟基色酮(2-methyl-5-carboxymenthyl-7-hydroxychromone)、化合物8为(+)-citreoisocoumarin、化合物9为de-O-methyldiaporthin。活性试验结果表明:化合物1~9无抗氧化活性,化合物4~9对人参根部未表现出致病性。【结论】化合物1~9为首次从人参红皮病菌中分离得到,丰富了该菌种的次级代谢产物数据库。其中化合物4~9表现出多种生物活性,但在植物毒活性评价中未能使离体人参根部致病。[Objective]The aim is to study the secondary metabolites of Rhexocercosporidium panacis,so as to discover new active compounds and to provide a chemical basis for later research on the pathogenesis of R.panacis.[Method]The crude extracts of R.panacis were obtained through solid fermentation of rice,and purified by silica gel column chromatography,reversed silica gel column chromatography(ODS),Sephadex LH-20,and semi-preparative liquid chromatography to gain monomeric compounds.The structure of monomeric compounds was identified based on mass spectrometry,nuclear magnetic resonance spectroscopy,and literature data comparison.The antioxidant activities of 9 compounds were tested by DPPH radical scavenging method and the preliminary phytotoxic activity of compounds 4−9 was evaluated.[Result]9 compounds were isolated from R.panacis,including three sterols:ergosterol(1),5,8-epidioxy-5α,8α-ergosta-6,9,22E-tien-3β-ol(2),and 5,8-epidioxy-5α,8α-ergosta-6,22E-dien-3β-ol(3),and six polyketides:regiolone(4),4,6,8-trihydroxy-3,4-dihydronaphthalene-1(2H)-one(5),2,5-dimethyl-7-hydroxychromone(6),2-methyl-5-carboxymenthyl-7-hydroxychromone(7),(+)-citreoisocoumarin(8),and de-O-methyldiaporthin(9).Compounds 1−9 exhibited no antioxidant activity and 4−9 did not display phytotoxic effects on ginseng roots.[Conclusion]Compounds 1−9 are isolated for the first time from R.panacis,enriching the database of secondary metabolites of this strain.Among them,compounds 4−9 exhibit various biological activities,but do not cause lesions in the isolated ginseng roots in the evaluation of phytotoxic activity.

关 键 词：人参 人参红皮病菌 甾醇 聚酮 生物活性 

分 类 号：Q939.11[生物学—微生物学]