三种内生真菌代谢产物化学成分研究
摘要
本论文包括Penicillium dangeardii Pitt、波兰青霉(Penicillium polonicum K.M.Zalessky)和烟曲霉(Aspergillus fumigatus Fresen.)三株内生真菌次生代谢产物化学成分的研究。
内生真菌是指一类在其部分或全部生活史中存活于健康植物组织内部,而不使宿主植物表现出明显感染症状的微生物。
目前,从内生真菌次生代谢产物中已经发现许多的新的化合物具有抗肿瘤、抗菌、抗病毒、杀虫等活性。本课题组曾对仪花(L. rhodostegia)的根——单刀根和格木这两种药用植物的化学成分进行了较系统研究,从中分离得到了间苯三酚、二苯乙烯、黄酮类、咖萨因型二萜酰胺类生物碱类化合物。在此基础上,本课题组对单刀根和格木的内生真菌进行了分离纯化,根据初步的细胞毒活性筛选与化学筛选结果,选择其中发酵物具有活性的菌株Penicillium dangeardii Pitt、波兰青霉(Penicillium polonicum K.M.Zalessky)和烟曲霉(Aspergillus fumigatusFresen.),放大发酵并对其菌液乙酸乙酯部位的化学成分进行研究,从中分离鉴定了37个化合物(其中有3个化合物在不同菌株次生代谢产物中出现),包括4个内酯类化合物,17个二酮哌嗪类化合物,6个甾体类化合物,4个苯甲酸类化合物,3个咖啡酰奎尼酸类化合物,1个腺苷类化合物,1个神经酰胺类化合物和1个单甘油酸酯化合物,通过谱学方法确定其结构分别为：Penicillactone-A(1), Penicillactone-B(2), Penicillactone-C(3), Penicillactone-D(4).3-羟基-苯甲酸-4-O-β-D-吡喃葡萄糖-(1→6)-β-D-呋喃核糖苷(5),8-malonic acid-7-α-D-ribbofuran osyladenine(6),邻苯二甲酸二正丁酯(7),邻苯二甲酸二异丁酯(8),3-咖啡酰基奎尼酸(9),4-咖啡酰基奎尼酸(10),5-咖啡酰基奎尼酸(11),3-羟基-苯甲酸-4-O-β-D-吡喃葡萄糖苷(12),麦角甾醇(13),过氧化麦角甾醇(14),麦角甾-7,22(E)-二烯-3β，5α,6β三醇(15),2,3-二羟基丙基十八酸酯(16),N-(1'-羟甲基-2',3-二羟基)十七烷基-2-羟基二十四碳酰胺(17)8,20-doil-6-MethoxspirotryprostatinB(18), Cyclo-(S-Val-R-Leu)(19), Cyclo-(S-Pro-R-Val)(20), Cyclo-(S-Pro-R-Ile)(21), Cyclo-(S-Pro-R-Leu)(22), Spiro tryprostain A(23); Tryprostatin B(24), fumitremorgin C(25), demethoxyfumitremorgin C(26), Cyclo-(R-Pro-R-Phe)(27),12R,13S-dihydroxyfumit remorginC(28), Cyclo(trans-4-OH-D-Pro-D-Phe)(29), Cyclo-(R-Tyr-S-Ile)(30), Cyclo-(R-Phe-S-Ile)(31), Cyclo-(R-Val-S-Val)(32), Cyclo-(R-Ala-S-Val)(33), Cyclo-(R-Val-S-Tyr)(34);化合物1,2,3,4,5,6,18和19为新化合物,其中化合物1,2,3,4为新骨架类化合物(中文可命名为：青霉内酯A-D)。新结构的单体化合物进行细胞毒活性,抗病毒活性和抗炎活性的筛选。发现化合物1.2具有抗炎活性。
The thesis included three parts of studies on the chemical constituents from the endophytes of Penicillium dangeardii Pitt, Penicillium polonicum K.M.Zalessky and Aspergillus fumigatus Fresen.
The term'endophyte' is an all-encompassing topographical term which includes all organisms that, during a variable period of their life, symptomlessly colonise the living internal tissues of their hosts. This definition is broad enough to include virtually any organism residing inside a plant host.The compounds from endophyte were bioactivity of antitumor,antibiosis,antivirus and anthemintic.
The genus Lysidice consists of two species, L. rhodostegia Hance and L. brevicalyx Wei. The chemical constituents from roots of L. rhodostegia has been studied previously, leading to the isolation of some phloroglucinols, stilbenes and flavanoids. Meanwhile, a series of endophytes were isolated from the roots of L. rhodostegia. According to the cytotoxic activity and chemical screening results, the bioactive strain Pencillium dangeardii Pitt, Penicillium polonicum K.M.Zalessky and Aspergillus fumigatus Fresen were selected for scale-up fermentation, and the EtOAc extract of its broth was then chemically investigated, leading to the isolation of34compounds including4lactones,17diketopiperazines,4benzoic acids,3sterols,3caffeoylquinates,1adenosine,1ceramide and1monoglyceride.Though spect roscopic methods,their structures were respectively established as:Penicillactone-A(1), Penicillactone-B(2), Penicillactone-C(3), Penicillactone-D(4),3-hydroxy-benzoic acid-4-O-β-D-glucopyranosyl-(1→6)-β-D-ribbofuranoside(5),8-malonic acid-7-α-D-ribbofuranosyladenine(6), dipropylphthalate(7), diisobutylphthalate(8),3-dicaffeoyl quinate(9),4-dicaffeoylquinate(10),5-dicaffeoy lquinate(11),3-hydroxy-benzoic acid-4-O-β-D-glucopyranoside(12), ergosterol(13), peroxy-ergosterol(14), Ergosta-7,22-trien-3β,5a,6β-triol(15),2,3-dihydroxypropylstearate(16),2-hydroxy-N-(1,3,4-trihydroxydocosan-2-yl)icosanamide(17),8,20-doil-6-MethoxspirotryprostatinB(18), Cyclo-(S-Val-R-Leu)(19), Cyclo-(S-Pro-R-Val)(20), Cyclo-(S-Pro-R-Ile)(21), Cyclo-(S-Pro-R-Leu)(22), Spirotryprostain A(23), Tryprostatin B(24), fumitremorgin C(25), demethoxyfumitremorgin C(26), Cyclo-(R-Pro-R-Phe)(27),12R,13S-dihydroxyfumi tremorginC(28), Cyclo(trans-4-OH-D-Pro-D-Phe)(29), Cyclo-(R-Tyr-S-Ile)(30), Cyc lo-(R-pHE-S-Ile)(31),Cyclo-(R-Val-S-Val)(32), Cyclo-(R-Ala-S-Val)(33), Cyclo-(R- Val-S-Tyr)(34). There are8new compounds(1,2,3,4,5,6,18and19).The compounds of1,2,3and4are the novel skeleton. The novel compounds was assayed for cytotoxic activities, antiviral activities and antiinflammatory.
内生真菌是指一类在其部分或全部生活史中存活于健康植物组织内部,而不使宿主植物表现出明显感染症状的微生物。
目前,从内生真菌次生代谢产物中已经发现许多的新的化合物具有抗肿瘤、抗菌、抗病毒、杀虫等活性。本课题组曾对仪花(L. rhodostegia)的根——单刀根和格木这两种药用植物的化学成分进行了较系统研究,从中分离得到了间苯三酚、二苯乙烯、黄酮类、咖萨因型二萜酰胺类生物碱类化合物。在此基础上,本课题组对单刀根和格木的内生真菌进行了分离纯化,根据初步的细胞毒活性筛选与化学筛选结果,选择其中发酵物具有活性的菌株Penicillium dangeardii Pitt、波兰青霉(Penicillium polonicum K.M.Zalessky)和烟曲霉(Aspergillus fumigatusFresen.),放大发酵并对其菌液乙酸乙酯部位的化学成分进行研究,从中分离鉴定了37个化合物(其中有3个化合物在不同菌株次生代谢产物中出现),包括4个内酯类化合物,17个二酮哌嗪类化合物,6个甾体类化合物,4个苯甲酸类化合物,3个咖啡酰奎尼酸类化合物,1个腺苷类化合物,1个神经酰胺类化合物和1个单甘油酸酯化合物,通过谱学方法确定其结构分别为：Penicillactone-A(1), Penicillactone-B(2), Penicillactone-C(3), Penicillactone-D(4).3-羟基-苯甲酸-4-O-β-D-吡喃葡萄糖-(1→6)-β-D-呋喃核糖苷(5),8-malonic acid-7-α-D-ribbofuran osyladenine(6),邻苯二甲酸二正丁酯(7),邻苯二甲酸二异丁酯(8),3-咖啡酰基奎尼酸(9),4-咖啡酰基奎尼酸(10),5-咖啡酰基奎尼酸(11),3-羟基-苯甲酸-4-O-β-D-吡喃葡萄糖苷(12),麦角甾醇(13),过氧化麦角甾醇(14),麦角甾-7,22(E)-二烯-3β，5α,6β三醇(15),2,3-二羟基丙基十八酸酯(16),N-(1'-羟甲基-2',3-二羟基)十七烷基-2-羟基二十四碳酰胺(17)8,20-doil-6-MethoxspirotryprostatinB(18), Cyclo-(S-Val-R-Leu)(19), Cyclo-(S-Pro-R-Val)(20), Cyclo-(S-Pro-R-Ile)(21), Cyclo-(S-Pro-R-Leu)(22), Spiro tryprostain A(23); Tryprostatin B(24), fumitremorgin C(25), demethoxyfumitremorgin C(26), Cyclo-(R-Pro-R-Phe)(27),12R,13S-dihydroxyfumit remorginC(28), Cyclo(trans-4-OH-D-Pro-D-Phe)(29), Cyclo-(R-Tyr-S-Ile)(30), Cyclo-(R-Phe-S-Ile)(31), Cyclo-(R-Val-S-Val)(32), Cyclo-(R-Ala-S-Val)(33), Cyclo-(R-Val-S-Tyr)(34);化合物1,2,3,4,5,6,18和19为新化合物,其中化合物1,2,3,4为新骨架类化合物(中文可命名为：青霉内酯A-D)。新结构的单体化合物进行细胞毒活性,抗病毒活性和抗炎活性的筛选。发现化合物1.2具有抗炎活性。
The thesis included three parts of studies on the chemical constituents from the endophytes of Penicillium dangeardii Pitt, Penicillium polonicum K.M.Zalessky and Aspergillus fumigatus Fresen.
The term'endophyte' is an all-encompassing topographical term which includes all organisms that, during a variable period of their life, symptomlessly colonise the living internal tissues of their hosts. This definition is broad enough to include virtually any organism residing inside a plant host.The compounds from endophyte were bioactivity of antitumor,antibiosis,antivirus and anthemintic.
The genus Lysidice consists of two species, L. rhodostegia Hance and L. brevicalyx Wei. The chemical constituents from roots of L. rhodostegia has been studied previously, leading to the isolation of some phloroglucinols, stilbenes and flavanoids. Meanwhile, a series of endophytes were isolated from the roots of L. rhodostegia. According to the cytotoxic activity and chemical screening results, the bioactive strain Pencillium dangeardii Pitt, Penicillium polonicum K.M.Zalessky and Aspergillus fumigatus Fresen were selected for scale-up fermentation, and the EtOAc extract of its broth was then chemically investigated, leading to the isolation of34compounds including4lactones,17diketopiperazines,4benzoic acids,3sterols,3caffeoylquinates,1adenosine,1ceramide and1monoglyceride.Though spect roscopic methods,their structures were respectively established as:Penicillactone-A(1), Penicillactone-B(2), Penicillactone-C(3), Penicillactone-D(4),3-hydroxy-benzoic acid-4-O-β-D-glucopyranosyl-(1→6)-β-D-ribbofuranoside(5),8-malonic acid-7-α-D-ribbofuranosyladenine(6), dipropylphthalate(7), diisobutylphthalate(8),3-dicaffeoyl quinate(9),4-dicaffeoylquinate(10),5-dicaffeoy lquinate(11),3-hydroxy-benzoic acid-4-O-β-D-glucopyranoside(12), ergosterol(13), peroxy-ergosterol(14), Ergosta-7,22-trien-3β,5a,6β-triol(15),2,3-dihydroxypropylstearate(16),2-hydroxy-N-(1,3,4-trihydroxydocosan-2-yl)icosanamide(17),8,20-doil-6-MethoxspirotryprostatinB(18), Cyclo-(S-Val-R-Leu)(19), Cyclo-(S-Pro-R-Val)(20), Cyclo-(S-Pro-R-Ile)(21), Cyclo-(S-Pro-R-Leu)(22), Spirotryprostain A(23), Tryprostatin B(24), fumitremorgin C(25), demethoxyfumitremorgin C(26), Cyclo-(R-Pro-R-Phe)(27),12R,13S-dihydroxyfumi tremorginC(28), Cyclo(trans-4-OH-D-Pro-D-Phe)(29), Cyclo-(R-Tyr-S-Ile)(30), Cyc lo-(R-pHE-S-Ile)(31),Cyclo-(R-Val-S-Val)(32), Cyclo-(R-Ala-S-Val)(33), Cyclo-(R- Val-S-Tyr)(34). There are8new compounds(1,2,3,4,5,6,18and19).The compounds of1,2,3and4are the novel skeleton. The novel compounds was assayed for cytotoxic activities, antiviral activities and antiinflammatory.
引文
[1]黎万奎,胡之壁.内生菌与天然药物[J].中国天然药物,2005,3：193-199.
[2]A.V.Sturz, B.R.Christie and J.Nowak. Bacterial Endophytes:A Critical Compon ent of Sustainable Crop Production[J].Crit. Rev. Plant Sci.,2000,19:1-30.
[3]GWilson.Endophyte:the evolution of a term,and clarification of its use and defini tion[J]. Oikos.1995,73:274
[4]武子敬,杨小生,朱海燕.植物内生真菌的研究现状[J].江西中医学院学报,2007,19：98-100.
[5]S.Freeman and R.J.Rodriguez. Genetic Conversion of a Fungal Plant Pathogen to a Nonpathogenic, Endophytic Mutualist[J]. Science.1993,260:75-78.
[6]R.X.Tan and W.X.Zou.Endophytes:a rich source of functional metabolites[J]. Nat. Prod. Rep..2001,18:448-459.
[7]朱峰,林永成,王军等.一株Stysanus like sp.属南海红树内生真菌代谢产物的研究[J].化学研究与应用,2005,17：790-792。
[8]邵志宇,冯永红,邓云霞,互花米草内生真菌Fusarium sp.F4中的活性代谢物[J].中国天然药物.2007,5：108-111.
[9]杨瑞云,李春远,林永成等,南海红树林内生真菌Cephalosporium sp.代谢产物[J].应用化学,2007,24：220-222.
[10]Surachai Pompakakul, Sophon Roengsumran, Suchon Deechangvipart et al Diaporthichalasin, a novel CYP3A4 inhibitor from an endophytic Diaporthe sp.[J].Tetrhedron lett..2007,48:651-655
[11]Katherine N. Maloney, Wenshan Hao, Jun Xu,et al. Phaeosphaeride A, an Inhibitor of STAT3-Dependent Signaling Isolated from an Endophytic Fungus[J]. Org. Lett.,2006,8:4067-4070.
[12]彭小伟,杨丽源,李绍兰.黄花夹竹桃内生真菌产细胞松弛素的研究[J],中草药,2006,37：343-345.
[13]杨晓军,郭海清,高霞.内生真菌YD-01次生代谢产物的研究Ⅰ[J].中药科大学学报,2006,37：479-480
[14]Wipapan Pongcharoen, Vatcharin Rukachaisirikul, Souwalak Phongpaichit.et al. Pimarane Diterpene and Cytochalasin Derivatives from the Endophytic Fungus Eutypella scoparia PSU-D44[J]. J. Nat. Prod.2006,69:856-858.
[15]朱峰,林永成,周世宁,VRIJMOED L L P.南海海洋真菌1924号代谢产物的研究[J].林产化学与工业,2006,26(3)：37-40
[16]Gang Ding, Yong C. Song, Jing R. Chen,et al. Chaetoglobosin U, a Cytocha lasan Alkaloid from Endophytic Chaetomium globosum IFB-E019 [J]. J. Nat. Prod.2006,69:302-304.
[17]Rui H. Jiao, Shu Xu, Jun Y. Liu et al. Chaetominine, a Cytotoxic Alkaloid Produced by Endophytic Chaetomium sp. IFB-E015[J]. Org. Lett.2006,8: 5709-5712.
[18]Hsiao-Yen Ma,Yong-Chun Song,Ying-Ying Mao, et al.Endophytic Fungal Metabolite Fumigaclavine C Causes Relaxation of Isolated Rat Aortic Rings. [J]. Planta Med.2006,72:387-392.
[19]张跨琪,王海昆,邵华等,美登木内生真菌产抗癌物质球毛壳甲素的分离及鉴定[J].中国药学杂志.2002,37：172-175.
[20]Minjuan Xu, Guido Gessner, Ingrid Groth,et al. Shearinines D-K, new indole triterpenoids from an endophytic Penicillium sp. (strain HKI0459) with blocking activity on large-conductance calcium-activated potassium channels [J]. Tetrahedron.2007,63:435-444.
[21]王巍,陈超,杨君,胡昌奇.植物内生真菌代谢物吲哚生物碱Neoechinu1in A[J].天然产物研究与开发,2007,19：48-50
[22]Shu-hong Guan, Isabel Sattler,Wen-han Lin,De-an Guo, and Susanne Grabley J. Nat. Prod..2005,68:1198-1200.
[23]Hong. Ye, Hai L. Zhu, Yong C. Song, Jun Y. Liu, and Ren X. Tan. Structural Revision of Aspernigrin A, Reisolated from Cladosporium herbarum IFB-E0 02[J]. J. Nat.Prod.2005,68:1106-1108.
[24]陈光英,刘晓红,林永成,周世宁,L.L.P.VRIJMOED.南海红树林内生真菌1893代谢产物研究[J].中山大学学报,2003,42：49-51.
[25]Jingqiu Dai, Karsten Krohn, Ulrich Florke,et al. Novel Highly Substituted Biraryl Ethers, Phomosines D-Q Isolated from the Endophytic Fungus Phomopsis sp. from Adenocarpus foliolosus.[J]. Eur. J. Org. Chem.2005: 5100-5105.
[26]Satish Chander Puri, Vijeshwar Verma,Touseef Amna,et al. An Endophytic Fungus from Nothapodytes foetida that Produces Camptothecin[J]. J. Nat. Prod. 2005,68:1717-1719.
[27]Touseef Amna,Satish C.Puri,V.Verma,et al.Bioreactor studies on the endophy tic fungus Entrophospora infrequens for the production of an anticancer alkaloi d camptothedin. Can. J. Phys.2006,52:189.
[28]杨瑞云,李春远,林永成等,南海马尾藻(Sargassum sp.)内生真菌No.ZZF36中甾醇化合物的研究[J].中药材,29：908-909.
[29]于能江,郭顺星,肖盛元等.植物一内生真菌次生代谢产物的研究(II)[J],中国中药杂志.2002,27：204-205.
[30]Jingqiu Dai, Karsten Krohn, Ulrich Florke, et al. Metabolites from the Endophytic Fungus Nodulisporium sp. from Juniperus cedre[J]. Eur. J. Org. Chem.2006:3498-3506.
[31]Geraldo Humberto Silva, Helder Lopes Telesa, Lisine'ia Maria Zanardi, Cadinane sesquiterpenoids of Phomopsis cassiae, an endophytic fungus associated with Cassia spectabilis (Leguminosae)[J]. Phytochemistry.2006,67: 1964-1969
[32]Andria Agusta, Kazuyoshi Ohashi, and Hirotaka Shibuya. Bisanthraquinone Metabolites Produced by the Endophytic Fungus Diaporthe sp.[J]. Chem. Pharm. Bull,2006,54:579-582.
[33]吴萍茹,马旭闽,方金瑞.车前草内生真菌w-90次级代谢产物的研究海峡药学[J].2005,17：116-119
[34]邵志宇,冯永红,邓云霞,徐德强,洪枫.互花米草内生真菌Fusariumsp.F4中的活性代谢物[J].中国天然药物.2007,5：108-111.
[35]ZHANG Ji-Hui, GUO Shun-Xin, YANG Jun-Shan, XIAO Pei-Gen.红豆杉-内生真菌化学成分的研究[J].植物学报.2000,44：1239-1242.
[36]Karsten Krohn, Jingqiu Dai, Ulrich Florke,Hans-Ju rgen Aust,Siegfried Dra ger, and Barbara [J].J. Nat. Prod..2005,68:400-405.
[37]Jia Yao Li, Gary A. Strobel. Jesterone and hydroxy-jesterone antioomycete cyclohexenone epoxides from the endophytic fungus Pestalotiopsis jesteri[J], Phytochemistry..2001,57:261-265.
[38]肖义平,陈晶晶,张云海,邵志宇,徐德强.海草内生真菌Fusariumsp. F-1化学成分研究[J].中国海洋药物杂志,2004,23：11-13.
[39]Helder Lopes Teles, Renata Sordi, Geraldo Humberto Silva et al. Aromatic compounds produced by Periconia atropurpurea an endophytic fungus associated with Xylopia aromatica[J]. Phytochemistry..2006,67:2686-2690.
[40]朱峰,林永成,周世宁,Vrijmoed L L. P.红树内生真菌3893#代谢产物的研究[J].林产化学与工业,2006,26：37-40
[41]Lopes Teles, Geraldo Humberto Silva, Ian Castro-Gamboa et al. Benzopyrans from Curvularia sp., an endophytic fungus associated with Ocotea corymbosa (Lauraceae) Helder[J]. Phytochemistry.2005,66:2363-2367
[42]Song Wang, Xiao-Ming Li, Franka Teuscher. Chaetopyranin, a Benzaldehyde Derivative, and Other Related Metabolites from Chaetomium globosum, an Endophytic Fungus Derived from the Marine Red Alga Polysiphonia urceolata[J], J. Nat. Prod..2006,69:1622-1625.
[43]Maysa L. Ina'cio,Geraldo H. Silva, Helder L. Teles et al. Antifungal metabolites from Colletotrichum gloeosporioides,an endophytic fungus in Cryptocarya mandioccana Nees (Lauraceae)[J]. Biochem. Syst. Ecol.2006, 34:822-824
[44]Francinete Ramos Campos, Andersson Barison,Cristina Daolio, Antonio G Ferreira and Edson Rodrigues-Fo. Complete 1H and 13C NMR assignments of aurasperone A and fonsecinone A, two bis-naphthopyrones produced by Aspergjllus aculeatus[J]. Magn. Reson. Chem..2005,43:962-965
[45]Cylindrical H.M.Ge,Y.C.Song, C.Y.Shan et.al.New and Cytotoxic Anthra quinones from pleospora sp. IFB-E-006,an Endophytic Fungus in Imperata[J]. Planta. Med..2005,71:1063-1065
[46]Rohan A. Davis and Gregory K. Pierens.1H and 13C NMR assignments for two new xanthones from the endophytic fungus Xylaria sp. FRR 5657[J]. Magn. Reson. Chem..2006,44:966-968.
[47]J.Y.Li,James K.Harper,David M.Grant et al. Ambuic acid,a highly functionalized cyclohexenone with antifungal activity from Pestalotiopsis spp.and Monochaetia sp.[J]. Phytochemistry.2001,56:463-468.
[48]李想,孙光芝,郑毅男,林文翰,Is abel Sattle.红树植物内生真菌Penicillium sp.中新木质素的分离及结构鉴定[J].分析测试学报,2007,26：195-197
[49]姜广策,林永成,周世宁,L.L.P.VRIJMOED, E. B. G. JONES.从海洋沉积物分离的产抗菌素和环肽的放线菌[J].中山大学学报,2000,39(6)：68-72.
[50]Hidayat Hussain,Karsten Krohn.Ulrich Floerke.et al. Endophytic fungi have proven to be a rich source of novel organic[J].Eur.J.Org. Chem..2007:292-297.
[51]阮丽军,尚新艳,戈梅,陈代杰,朱宝泉.植物内生真菌HCCB00189代谢产物研究[J].中国新药杂志,2007,16：52-55.
[52]朱峰,林永成,周世宁,VRIJMOED L L P.从红树林内源真菌2526#分离到的Sterig matocystin[J]天然产物研究与开发,2004,16：406-409.
[53]Bharat P. Bashyal, E. M. Kithsiri Wijeratne.Stanley H. Faeth et al.Globosumon es A-C, Cytotoxic Orsellinic Acid Esters from the Sonoran Desert Endophytic Fungus Chaetomium globosuml[J]. J. Nat. Prod..2005,68:724-728.
[54]黄华容,林永成,周世宁,VRIJMOD L.L.P.海红树林内生真菌3920代谢产物研究[J].中山大学学报,2005,44：137-138.
[55]Gerhard Lang, Anthony L. J. Cole,John W. Blunt et al. Excelsione, a Depsidone from an Endophytic Fungus Isolated from the New Zealand Endemic Tree Knightia excelsa[J]. J. Nat.Prod..2007,70:310-311.
[56]Rui-yun Yang,a Chun-yuan Li,a Yong-cheng Lin et al. Lactones from a brown alga endophytic fungus (No. ZZF36) from the South China Sea and their antimicrobial activities,Bioorg[J]. Med. Chem. Lett.,2006,16:4205-4208.
[57]Jingqiu Dai, Karsten Krohn, Dietmar Gehle et al. New Oblongolides Isolated from the Endophytic Fungus Phomopsis sp. from Melilotus dentata from the Shores of the Baltic Sea [J]. Eur.J.Org.Chem.2005:4009-4016
[58]Anokha S. Ratnayake, Wesley Y. Yoshida, Susan L. Mooberry,andThomas Hemscheidt. The Structure of Microcarpalide, a Microfilament Disrupting Agent from an Endophytic Fungus[J]. Org. Lett..2001,3:3479-3481.
[59]Guangying Chen,a,b Yongcheng Lin, Lu Wen,a L. L. P. Vrijmoedc and E. B. Gareth JonesP. Two new metabolites of a marine endophytic fungus (No. 1893)from an estuarine mangrove on the South China Sea coast[J], Tetrahedron, 2003,59:4907-4909
[60]Takao Tanahashia, Yukiko Takenakaa, Naotaka Nagakuraa, Nobuo Hamada. 6H-Dibenzo[b,d]pyran-6-one derivatives from the cultured lichen mycobionts of Graphis spp. and their biosynthetic origin[J]. Phytochemistry.2003,62:71-75
[61]Pattama Pittayakhajonwut, Aibrohim Dramae, Siribhorn Madia, Natta pat Lartpornmatulee, Nattawut Boonyuen and Morakot Tantichar oen. Depsidones from the Endophytic Fungus BCC 8616[J]. J. Nat. Prod..2006,69:1361-1363.
[62]Gary Strobel, Eugene Ford, Jeerepun Worapong et al. Isopestacin, an isobenz ofuranone from Pestalotiopsis microspora,possessing antifungal and antioxidant activities [J]. Phytochemistry.2002,60:179-183
[63]Barbel Kopcke, Roland W.S. Weber, Heidrun Anke. Galiellalactone and its biogenetic precursors as chemotaxonomic markers of the Sarcosomataceae (Ascomycota)[J]. Phytochemistry.2002,60:709-714.
[64]Rohan A. Davis, Vesna Andjic a Michael Kotiw, Roger G Shivas. Phomoxins B and C:Polyketides from an endophytic fungus of the genus Eupenicillium[J], Phytochemistry.2005,66:2771-2775.
[65]Palangpon Kongsaeree, Samran Prabpai, Nongiuksna Sriubolmas, Chanika Vongvein, and Suthep Wiyakrutta. Antimalarial Dihydroisocoumarins Produced by Geotrichum sp., an Endophytic Fungus of Crassocephalum crepidioides [J]. J. Nat. Prod..2003,66:709-711.
[66]Transferase Russell B. Lingham, Keith C. Silverman, Gerald F. Bills et al. Chaetomella acutiseta produces chaetomellic acids A and B which are reversible inhibitors of farnesyl-protein[J]. Appl Microbiol Biotechnol.. 1993,40:370-374.
[67]陈光英,朱峰,林永成.南海红树内生真菌1947号次级代谢产物的研究[J].中山大学学报,2007,19：98-99.
[68]于能江,郭顺星.植物一内生真菌次生代谢产物的研究[J].中草药.2000,31：897-898
[69]Sonia A. van der Sar, John W. Blunt, and Murray H. G Munro. spiro-Mamakone A:A Unique Relative of the Spirobisnaphthalene Class of Compounds[J]. Org. Lett..2006,8:2059-2061.
[70]Andrea A. Stierle, Donald B. Stierle, and Timothy Bugni. Sequoiatones C-F, Constituents of the Redwood Endophyte Aspergillus parasiticus[J]. J. Nat. Prod. 2001,64:1350-1353.
[71]Y.M. Ma, Y. Lia, J.Y. Liua, Y.C. Songa, R.X. Tana. Anti-Helicobacter pylori metabolites from Rhizoctonia sp. Cy064, an endophytic fungus in Cynodon dactylon[J]. Fitoterapia. 2004,75:451-456.
[72]Sean F. Brady, Maya P. Singh, Jeff E. Janso, andJon Clardy. Cytoskyrins A and B, New BIA Active Bisanthraquinones Isolated from an Endophytic Fungus J. Am. Chem. Soc.2000,122:2116-2117.
[73]Martin Johansson.et al. Cyclization of (-)-pregaliellalactone in the fungus Galiella rufa. JAN.,2002,55:104-106
[74]James K. Harper, Atta M. Arif, Eugene J. Ford et al. Pestacin:a 1,3-dihydro isobenzofuran from Pestalotiopsis microspora possessing antioxidant and antimycotic activities[J]. Tetrahedron.2003,59:2471-2476.
[1]黎万奎,胡之壁.内生菌与天然药物[J].中国天然药物,2005,3：193-199.
[2]武子敬,杨小生,朱海燕.植物内生真菌的研究现状[J].江西中医学院学报,2007,19：98-100.
[3]Gunatilaka AAL. Natural products from plant-associated microorganism: distribution, structural diversity, bioactivity and implications of their occurrence [J]. J. Nat. Prod.,2006,69:509-526.
[4]Zhang HW, Song YC, Tan RX. Biology and chemistry of endophytes [J]. Nat. Prod. Rep.,2006,23:753-771.
[5]A.F.Beecham.The CD of α,β-unsaturated lactones[J]. Tetrahedron,1972,28: 5543-5554.
[6]Meng, Jiang; Dong, Xiaoping; Zhou. Yisheng; Jiang, Zhihong; Liang, Shixian; Zhao, Zhongzhen.Studies on chemical constituents of phenols in fresh houttuynia cordata. Zhongguo Zhongyao Zazhi[J],2007,32:929-931.
[7]于德泉,杨峻山主编.分析化学手册(第七册)[M].北京：化学工业出版社,2000：492
[8]Kinjo J, Araki K, Fukui K, Higuchi H, Ikeda T, Nohara T, Ida Y,Takemoto N, Miyakoshi M, Shoji J. Six new triterpenoidal glycosides including two new sapogenols from Albizziae Cortex.V[J]. CPB,1992,40:3269-3273.
[9]龚运淮,丁立生主编.天然产物核磁共振碳谱分析[M].云南：云南科技出版社,2006：945
[10]张李桃,孙军利,顾学斌,陶黎明,张一宾.放线菌SPRI0518次级代谢产物的分离提纯及结构鉴定[J].化学与生物工程,2006,23：29-31.
[11]Schmidt, Otto Th.Grunewald, Herbert H.Natural tannins.XXV. The from of valoneaic acid in Valonea tannin;isolation of (-)-octamethylvaloneaic acid and (-)-hexamethoxydiphenic acid[J]. Justus Liebigs Annalen der Chemie.1957,603: 183-188.
[12]Nobuji Nakatani, Shin-ichi Kayano, Hiroe Kikuzaki et al. Identifica tion,Quanti tive Determination.and Antioxidative Activities of Chlorogenic Acid Isomers in Prune (Prunus domestical.) [J]. J. Agric. Food Chem;2000,48:5512-5516.
[13]P.H.Schippers, H.P.J.M.Dekkers. Optical Activity of β,γ-Enones A Quantitative Chirality Rule[J]. J.Am.Chem.Soc 1983,105:79-84.
[14]Maria Luisa Garduno-Ramirez;Alicia Trejo;Victor Navarro et al.New Modified Eremophilanes from the Roots of Psacalium radulifolium[J]. J.Nat. Prod,2001, 64:432-435
[15]William W. Johnson et al. Kinetics and Mechanism of Hydrolysis of Aflatoxin B1 exo-8,9-Epoxide and Rearrangement of the Dihydrodiol[J]. J. Am. Chem, Soc, 1996,118:8213-8220.
[1]龚运淮,丁立生等.天然产物核磁共振碳谱分析,云南科技出版社：412.
[2]杨瑞云,李春远,林永成,彭光天,周世宁.南海马尾藻(Sargassum sp.)内生真菌No. ZZF36中甾醇化合物的研究[J].中药材,2006,29：908-909.
[3]Lorenz,O., Reinmoeller, K.H. Adhension of polyurethane ionomers on glass and thermoplastics[J]. Kautschuk Gummi Kunststoffe,1981,34:827-835.
[4]朱峰,林永成,王军等,一株Stysanus like sp.属南海红树内生真菌代谢产物的研究[J].化学研究与应用,2005,17：790-792。
[1]Gunatilaka AAL. Natural products from plant-associated microorganism: distribution, structural diversity, bioactivity and implications of their occurrence [J]. J. Nat. Prod.,2006,69:509-526.
[2]Zhang HW, Song YC, Tan RX. Biology and chemistry of endophytes [J]. Nat. Prod. Rep.,2006,23:753-771.
[3]江曙,陈代杰,陶金华,戈梅.植物内生菌及其代谢产物的药学研究进展[J].中国生化药物杂志,2008,29：424-426.
[4]Min Zhang,Wen-Liang Wang,Yu-Chun Fang.Cytotoxic Alkaloids and Antibiotic Nordammarane Triterpenoids from the Marine-Derived Fungus Aspergillus sydowi[J]. J. Nat. Prod.2008,71:985-989.
[5]Madeline Adamczeski; Anderea R. Reed; Phillip Crews, New and known diketopiperazines from the caribbbean sponge, Calyx CF. P0DATYPA [J]. J. Nat. Prod.1995,58:201-208.
[6]Onishi T; Sebahar P. R.; Williams R. M.; Concise, asymmetric total synthesis of spirotryprostatin A [J] Tetrahedron.2004,60:9503-9515.
[7]J.L.Pousset; J. Poisson, Application Des Spectres De Dichoisme Cirulaire[J]. Tetrahedron Lett.,1996,50:6283-6289.
[8]Dahai Zhang;Dedi Noviendri;Muhammad Nursid;Xiudong Yang;Byeng Wha Son.12,13-Dihydroxyfumitremorgin C,Fumitremorgin C,and Brevianamide F,Antibacterial Diketopiperazine Alkaloids from the Marine-Derived Fungus Pseudallescheria sp.[J].Nat. Prod. Sci.,2007,13:251-254.
[9]Faouzi Fdhila; Victoriano Vazpuez; Jose Luis Sanchez; Ricardo Riguera, DD-Diketopiperazines:antibiotics active against vibrio anguillarum isolated from marine bacteria associates with cultures of Pecten maximus [J]. J. Nat. Prod.,2003, 66:1299-1301.
[10]李莉娅,邓志威,于善江,顾佳,李文翰,南海半红树植物黄槿内源真菌GT20036029代谢产物研究[J].天然产物研究与开发,2007,19：956-959,972.
[11]陈光英,朱峰,林永成,Vrijmoed L L P,南海红树内生真菌1947号次级代谢产物的研究[J].化学研究与应用,2007,19：98-99.
[12]龚运淮,丁立生等.天然产物核磁共振碳谱分析,云南科技出版社,412.
[13]杨瑞云,李春远,林永成,彭光天,周世宁,南海马尾藻(Sargassum sp.)内生真菌No.ZZF36中甾醇化合物的研究[J].中药材,2006,29：908-909.
[2]A.V.Sturz, B.R.Christie and J.Nowak. Bacterial Endophytes:A Critical Compon ent of Sustainable Crop Production[J].Crit. Rev. Plant Sci.,2000,19:1-30.
[3]GWilson.Endophyte:the evolution of a term,and clarification of its use and defini tion[J]. Oikos.1995,73:274
[4]武子敬,杨小生,朱海燕.植物内生真菌的研究现状[J].江西中医学院学报,2007,19：98-100.
[5]S.Freeman and R.J.Rodriguez. Genetic Conversion of a Fungal Plant Pathogen to a Nonpathogenic, Endophytic Mutualist[J]. Science.1993,260:75-78.
[6]R.X.Tan and W.X.Zou.Endophytes:a rich source of functional metabolites[J]. Nat. Prod. Rep..2001,18:448-459.
[7]朱峰,林永成,王军等.一株Stysanus like sp.属南海红树内生真菌代谢产物的研究[J].化学研究与应用,2005,17：790-792。
[8]邵志宇,冯永红,邓云霞,互花米草内生真菌Fusarium sp.F4中的活性代谢物[J].中国天然药物.2007,5：108-111.
[9]杨瑞云,李春远,林永成等,南海红树林内生真菌Cephalosporium sp.代谢产物[J].应用化学,2007,24：220-222.
[10]Surachai Pompakakul, Sophon Roengsumran, Suchon Deechangvipart et al Diaporthichalasin, a novel CYP3A4 inhibitor from an endophytic Diaporthe sp.[J].Tetrhedron lett..2007,48:651-655
[11]Katherine N. Maloney, Wenshan Hao, Jun Xu,et al. Phaeosphaeride A, an Inhibitor of STAT3-Dependent Signaling Isolated from an Endophytic Fungus[J]. Org. Lett.,2006,8:4067-4070.
[12]彭小伟,杨丽源,李绍兰.黄花夹竹桃内生真菌产细胞松弛素的研究[J],中草药,2006,37：343-345.
[13]杨晓军,郭海清,高霞.内生真菌YD-01次生代谢产物的研究Ⅰ[J].中药科大学学报,2006,37：479-480
[14]Wipapan Pongcharoen, Vatcharin Rukachaisirikul, Souwalak Phongpaichit.et al. Pimarane Diterpene and Cytochalasin Derivatives from the Endophytic Fungus Eutypella scoparia PSU-D44[J]. J. Nat. Prod.2006,69:856-858.
[15]朱峰,林永成,周世宁,VRIJMOED L L P.南海海洋真菌1924号代谢产物的研究[J].林产化学与工业,2006,26(3)：37-40
[16]Gang Ding, Yong C. Song, Jing R. Chen,et al. Chaetoglobosin U, a Cytocha lasan Alkaloid from Endophytic Chaetomium globosum IFB-E019 [J]. J. Nat. Prod.2006,69:302-304.
[17]Rui H. Jiao, Shu Xu, Jun Y. Liu et al. Chaetominine, a Cytotoxic Alkaloid Produced by Endophytic Chaetomium sp. IFB-E015[J]. Org. Lett.2006,8: 5709-5712.
[18]Hsiao-Yen Ma,Yong-Chun Song,Ying-Ying Mao, et al.Endophytic Fungal Metabolite Fumigaclavine C Causes Relaxation of Isolated Rat Aortic Rings. [J]. Planta Med.2006,72:387-392.
[19]张跨琪,王海昆,邵华等,美登木内生真菌产抗癌物质球毛壳甲素的分离及鉴定[J].中国药学杂志.2002,37：172-175.
[20]Minjuan Xu, Guido Gessner, Ingrid Groth,et al. Shearinines D-K, new indole triterpenoids from an endophytic Penicillium sp. (strain HKI0459) with blocking activity on large-conductance calcium-activated potassium channels [J]. Tetrahedron.2007,63:435-444.
[21]王巍,陈超,杨君,胡昌奇.植物内生真菌代谢物吲哚生物碱Neoechinu1in A[J].天然产物研究与开发,2007,19：48-50
[22]Shu-hong Guan, Isabel Sattler,Wen-han Lin,De-an Guo, and Susanne Grabley J. Nat. Prod..2005,68:1198-1200.
[23]Hong. Ye, Hai L. Zhu, Yong C. Song, Jun Y. Liu, and Ren X. Tan. Structural Revision of Aspernigrin A, Reisolated from Cladosporium herbarum IFB-E0 02[J]. J. Nat.Prod.2005,68:1106-1108.
[24]陈光英,刘晓红,林永成,周世宁,L.L.P.VRIJMOED.南海红树林内生真菌1893代谢产物研究[J].中山大学学报,2003,42：49-51.
[25]Jingqiu Dai, Karsten Krohn, Ulrich Florke,et al. Novel Highly Substituted Biraryl Ethers, Phomosines D-Q Isolated from the Endophytic Fungus Phomopsis sp. from Adenocarpus foliolosus.[J]. Eur. J. Org. Chem.2005: 5100-5105.
[26]Satish Chander Puri, Vijeshwar Verma,Touseef Amna,et al. An Endophytic Fungus from Nothapodytes foetida that Produces Camptothecin[J]. J. Nat. Prod. 2005,68:1717-1719.
[27]Touseef Amna,Satish C.Puri,V.Verma,et al.Bioreactor studies on the endophy tic fungus Entrophospora infrequens for the production of an anticancer alkaloi d camptothedin. Can. J. Phys.2006,52:189.
[28]杨瑞云,李春远,林永成等,南海马尾藻(Sargassum sp.)内生真菌No.ZZF36中甾醇化合物的研究[J].中药材,29：908-909.
[29]于能江,郭顺星,肖盛元等.植物一内生真菌次生代谢产物的研究(II)[J],中国中药杂志.2002,27：204-205.
[30]Jingqiu Dai, Karsten Krohn, Ulrich Florke, et al. Metabolites from the Endophytic Fungus Nodulisporium sp. from Juniperus cedre[J]. Eur. J. Org. Chem.2006:3498-3506.
[31]Geraldo Humberto Silva, Helder Lopes Telesa, Lisine'ia Maria Zanardi, Cadinane sesquiterpenoids of Phomopsis cassiae, an endophytic fungus associated with Cassia spectabilis (Leguminosae)[J]. Phytochemistry.2006,67: 1964-1969
[32]Andria Agusta, Kazuyoshi Ohashi, and Hirotaka Shibuya. Bisanthraquinone Metabolites Produced by the Endophytic Fungus Diaporthe sp.[J]. Chem. Pharm. Bull,2006,54:579-582.
[33]吴萍茹,马旭闽,方金瑞.车前草内生真菌w-90次级代谢产物的研究海峡药学[J].2005,17：116-119
[34]邵志宇,冯永红,邓云霞,徐德强,洪枫.互花米草内生真菌Fusariumsp.F4中的活性代谢物[J].中国天然药物.2007,5：108-111.
[35]ZHANG Ji-Hui, GUO Shun-Xin, YANG Jun-Shan, XIAO Pei-Gen.红豆杉-内生真菌化学成分的研究[J].植物学报.2000,44：1239-1242.
[36]Karsten Krohn, Jingqiu Dai, Ulrich Florke,Hans-Ju rgen Aust,Siegfried Dra ger, and Barbara [J].J. Nat. Prod..2005,68:400-405.
[37]Jia Yao Li, Gary A. Strobel. Jesterone and hydroxy-jesterone antioomycete cyclohexenone epoxides from the endophytic fungus Pestalotiopsis jesteri[J], Phytochemistry..2001,57:261-265.
[38]肖义平,陈晶晶,张云海,邵志宇,徐德强.海草内生真菌Fusariumsp. F-1化学成分研究[J].中国海洋药物杂志,2004,23：11-13.
[39]Helder Lopes Teles, Renata Sordi, Geraldo Humberto Silva et al. Aromatic compounds produced by Periconia atropurpurea an endophytic fungus associated with Xylopia aromatica[J]. Phytochemistry..2006,67:2686-2690.
[40]朱峰,林永成,周世宁,Vrijmoed L L. P.红树内生真菌3893#代谢产物的研究[J].林产化学与工业,2006,26：37-40
[41]Lopes Teles, Geraldo Humberto Silva, Ian Castro-Gamboa et al. Benzopyrans from Curvularia sp., an endophytic fungus associated with Ocotea corymbosa (Lauraceae) Helder[J]. Phytochemistry.2005,66:2363-2367
[42]Song Wang, Xiao-Ming Li, Franka Teuscher. Chaetopyranin, a Benzaldehyde Derivative, and Other Related Metabolites from Chaetomium globosum, an Endophytic Fungus Derived from the Marine Red Alga Polysiphonia urceolata[J], J. Nat. Prod..2006,69:1622-1625.
[43]Maysa L. Ina'cio,Geraldo H. Silva, Helder L. Teles et al. Antifungal metabolites from Colletotrichum gloeosporioides,an endophytic fungus in Cryptocarya mandioccana Nees (Lauraceae)[J]. Biochem. Syst. Ecol.2006, 34:822-824
[44]Francinete Ramos Campos, Andersson Barison,Cristina Daolio, Antonio G Ferreira and Edson Rodrigues-Fo. Complete 1H and 13C NMR assignments of aurasperone A and fonsecinone A, two bis-naphthopyrones produced by Aspergjllus aculeatus[J]. Magn. Reson. Chem..2005,43:962-965
[45]Cylindrical H.M.Ge,Y.C.Song, C.Y.Shan et.al.New and Cytotoxic Anthra quinones from pleospora sp. IFB-E-006,an Endophytic Fungus in Imperata[J]. Planta. Med..2005,71:1063-1065
[46]Rohan A. Davis and Gregory K. Pierens.1H and 13C NMR assignments for two new xanthones from the endophytic fungus Xylaria sp. FRR 5657[J]. Magn. Reson. Chem..2006,44:966-968.
[47]J.Y.Li,James K.Harper,David M.Grant et al. Ambuic acid,a highly functionalized cyclohexenone with antifungal activity from Pestalotiopsis spp.and Monochaetia sp.[J]. Phytochemistry.2001,56:463-468.
[48]李想,孙光芝,郑毅男,林文翰,Is abel Sattle.红树植物内生真菌Penicillium sp.中新木质素的分离及结构鉴定[J].分析测试学报,2007,26：195-197
[49]姜广策,林永成,周世宁,L.L.P.VRIJMOED, E. B. G. JONES.从海洋沉积物分离的产抗菌素和环肽的放线菌[J].中山大学学报,2000,39(6)：68-72.
[50]Hidayat Hussain,Karsten Krohn.Ulrich Floerke.et al. Endophytic fungi have proven to be a rich source of novel organic[J].Eur.J.Org. Chem..2007:292-297.
[51]阮丽军,尚新艳,戈梅,陈代杰,朱宝泉.植物内生真菌HCCB00189代谢产物研究[J].中国新药杂志,2007,16：52-55.
[52]朱峰,林永成,周世宁,VRIJMOED L L P.从红树林内源真菌2526#分离到的Sterig matocystin[J]天然产物研究与开发,2004,16：406-409.
[53]Bharat P. Bashyal, E. M. Kithsiri Wijeratne.Stanley H. Faeth et al.Globosumon es A-C, Cytotoxic Orsellinic Acid Esters from the Sonoran Desert Endophytic Fungus Chaetomium globosuml[J]. J. Nat. Prod..2005,68:724-728.
[54]黄华容,林永成,周世宁,VRIJMOD L.L.P.海红树林内生真菌3920代谢产物研究[J].中山大学学报,2005,44：137-138.
[55]Gerhard Lang, Anthony L. J. Cole,John W. Blunt et al. Excelsione, a Depsidone from an Endophytic Fungus Isolated from the New Zealand Endemic Tree Knightia excelsa[J]. J. Nat.Prod..2007,70:310-311.
[56]Rui-yun Yang,a Chun-yuan Li,a Yong-cheng Lin et al. Lactones from a brown alga endophytic fungus (No. ZZF36) from the South China Sea and their antimicrobial activities,Bioorg[J]. Med. Chem. Lett.,2006,16:4205-4208.
[57]Jingqiu Dai, Karsten Krohn, Dietmar Gehle et al. New Oblongolides Isolated from the Endophytic Fungus Phomopsis sp. from Melilotus dentata from the Shores of the Baltic Sea [J]. Eur.J.Org.Chem.2005:4009-4016
[58]Anokha S. Ratnayake, Wesley Y. Yoshida, Susan L. Mooberry,andThomas Hemscheidt. The Structure of Microcarpalide, a Microfilament Disrupting Agent from an Endophytic Fungus[J]. Org. Lett..2001,3:3479-3481.
[59]Guangying Chen,a,b Yongcheng Lin, Lu Wen,a L. L. P. Vrijmoedc and E. B. Gareth JonesP. Two new metabolites of a marine endophytic fungus (No. 1893)from an estuarine mangrove on the South China Sea coast[J], Tetrahedron, 2003,59:4907-4909
[60]Takao Tanahashia, Yukiko Takenakaa, Naotaka Nagakuraa, Nobuo Hamada. 6H-Dibenzo[b,d]pyran-6-one derivatives from the cultured lichen mycobionts of Graphis spp. and their biosynthetic origin[J]. Phytochemistry.2003,62:71-75
[61]Pattama Pittayakhajonwut, Aibrohim Dramae, Siribhorn Madia, Natta pat Lartpornmatulee, Nattawut Boonyuen and Morakot Tantichar oen. Depsidones from the Endophytic Fungus BCC 8616[J]. J. Nat. Prod..2006,69:1361-1363.
[62]Gary Strobel, Eugene Ford, Jeerepun Worapong et al. Isopestacin, an isobenz ofuranone from Pestalotiopsis microspora,possessing antifungal and antioxidant activities [J]. Phytochemistry.2002,60:179-183
[63]Barbel Kopcke, Roland W.S. Weber, Heidrun Anke. Galiellalactone and its biogenetic precursors as chemotaxonomic markers of the Sarcosomataceae (Ascomycota)[J]. Phytochemistry.2002,60:709-714.
[64]Rohan A. Davis, Vesna Andjic a Michael Kotiw, Roger G Shivas. Phomoxins B and C:Polyketides from an endophytic fungus of the genus Eupenicillium[J], Phytochemistry.2005,66:2771-2775.
[65]Palangpon Kongsaeree, Samran Prabpai, Nongiuksna Sriubolmas, Chanika Vongvein, and Suthep Wiyakrutta. Antimalarial Dihydroisocoumarins Produced by Geotrichum sp., an Endophytic Fungus of Crassocephalum crepidioides [J]. J. Nat. Prod..2003,66:709-711.
[66]Transferase Russell B. Lingham, Keith C. Silverman, Gerald F. Bills et al. Chaetomella acutiseta produces chaetomellic acids A and B which are reversible inhibitors of farnesyl-protein[J]. Appl Microbiol Biotechnol.. 1993,40:370-374.
[67]陈光英,朱峰,林永成.南海红树内生真菌1947号次级代谢产物的研究[J].中山大学学报,2007,19：98-99.
[68]于能江,郭顺星.植物一内生真菌次生代谢产物的研究[J].中草药.2000,31：897-898
[69]Sonia A. van der Sar, John W. Blunt, and Murray H. G Munro. spiro-Mamakone A:A Unique Relative of the Spirobisnaphthalene Class of Compounds[J]. Org. Lett..2006,8:2059-2061.
[70]Andrea A. Stierle, Donald B. Stierle, and Timothy Bugni. Sequoiatones C-F, Constituents of the Redwood Endophyte Aspergillus parasiticus[J]. J. Nat. Prod. 2001,64:1350-1353.
[71]Y.M. Ma, Y. Lia, J.Y. Liua, Y.C. Songa, R.X. Tana. Anti-Helicobacter pylori metabolites from Rhizoctonia sp. Cy064, an endophytic fungus in Cynodon dactylon[J]. Fitoterapia. 2004,75:451-456.
[72]Sean F. Brady, Maya P. Singh, Jeff E. Janso, andJon Clardy. Cytoskyrins A and B, New BIA Active Bisanthraquinones Isolated from an Endophytic Fungus J. Am. Chem. Soc.2000,122:2116-2117.
[73]Martin Johansson.et al. Cyclization of (-)-pregaliellalactone in the fungus Galiella rufa. JAN.,2002,55:104-106
[74]James K. Harper, Atta M. Arif, Eugene J. Ford et al. Pestacin:a 1,3-dihydro isobenzofuran from Pestalotiopsis microspora possessing antioxidant and antimycotic activities[J]. Tetrahedron.2003,59:2471-2476.
[1]黎万奎,胡之壁.内生菌与天然药物[J].中国天然药物,2005,3：193-199.
[2]武子敬,杨小生,朱海燕.植物内生真菌的研究现状[J].江西中医学院学报,2007,19：98-100.
[3]Gunatilaka AAL. Natural products from plant-associated microorganism: distribution, structural diversity, bioactivity and implications of their occurrence [J]. J. Nat. Prod.,2006,69:509-526.
[4]Zhang HW, Song YC, Tan RX. Biology and chemistry of endophytes [J]. Nat. Prod. Rep.,2006,23:753-771.
[5]A.F.Beecham.The CD of α,β-unsaturated lactones[J]. Tetrahedron,1972,28: 5543-5554.
[6]Meng, Jiang; Dong, Xiaoping; Zhou. Yisheng; Jiang, Zhihong; Liang, Shixian; Zhao, Zhongzhen.Studies on chemical constituents of phenols in fresh houttuynia cordata. Zhongguo Zhongyao Zazhi[J],2007,32:929-931.
[7]于德泉,杨峻山主编.分析化学手册(第七册)[M].北京：化学工业出版社,2000：492
[8]Kinjo J, Araki K, Fukui K, Higuchi H, Ikeda T, Nohara T, Ida Y,Takemoto N, Miyakoshi M, Shoji J. Six new triterpenoidal glycosides including two new sapogenols from Albizziae Cortex.V[J]. CPB,1992,40:3269-3273.
[9]龚运淮,丁立生主编.天然产物核磁共振碳谱分析[M].云南：云南科技出版社,2006：945
[10]张李桃,孙军利,顾学斌,陶黎明,张一宾.放线菌SPRI0518次级代谢产物的分离提纯及结构鉴定[J].化学与生物工程,2006,23：29-31.
[11]Schmidt, Otto Th.Grunewald, Herbert H.Natural tannins.XXV. The from of valoneaic acid in Valonea tannin;isolation of (-)-octamethylvaloneaic acid and (-)-hexamethoxydiphenic acid[J]. Justus Liebigs Annalen der Chemie.1957,603: 183-188.
[12]Nobuji Nakatani, Shin-ichi Kayano, Hiroe Kikuzaki et al. Identifica tion,Quanti tive Determination.and Antioxidative Activities of Chlorogenic Acid Isomers in Prune (Prunus domestical.) [J]. J. Agric. Food Chem;2000,48:5512-5516.
[13]P.H.Schippers, H.P.J.M.Dekkers. Optical Activity of β,γ-Enones A Quantitative Chirality Rule[J]. J.Am.Chem.Soc 1983,105:79-84.
[14]Maria Luisa Garduno-Ramirez;Alicia Trejo;Victor Navarro et al.New Modified Eremophilanes from the Roots of Psacalium radulifolium[J]. J.Nat. Prod,2001, 64:432-435
[15]William W. Johnson et al. Kinetics and Mechanism of Hydrolysis of Aflatoxin B1 exo-8,9-Epoxide and Rearrangement of the Dihydrodiol[J]. J. Am. Chem, Soc, 1996,118:8213-8220.
[1]龚运淮,丁立生等.天然产物核磁共振碳谱分析,云南科技出版社：412.
[2]杨瑞云,李春远,林永成,彭光天,周世宁.南海马尾藻(Sargassum sp.)内生真菌No. ZZF36中甾醇化合物的研究[J].中药材,2006,29：908-909.
[3]Lorenz,O., Reinmoeller, K.H. Adhension of polyurethane ionomers on glass and thermoplastics[J]. Kautschuk Gummi Kunststoffe,1981,34:827-835.
[4]朱峰,林永成,王军等,一株Stysanus like sp.属南海红树内生真菌代谢产物的研究[J].化学研究与应用,2005,17：790-792。
[1]Gunatilaka AAL. Natural products from plant-associated microorganism: distribution, structural diversity, bioactivity and implications of their occurrence [J]. J. Nat. Prod.,2006,69:509-526.
[2]Zhang HW, Song YC, Tan RX. Biology and chemistry of endophytes [J]. Nat. Prod. Rep.,2006,23:753-771.
[3]江曙,陈代杰,陶金华,戈梅.植物内生菌及其代谢产物的药学研究进展[J].中国生化药物杂志,2008,29：424-426.
[4]Min Zhang,Wen-Liang Wang,Yu-Chun Fang.Cytotoxic Alkaloids and Antibiotic Nordammarane Triterpenoids from the Marine-Derived Fungus Aspergillus sydowi[J]. J. Nat. Prod.2008,71:985-989.
[5]Madeline Adamczeski; Anderea R. Reed; Phillip Crews, New and known diketopiperazines from the caribbbean sponge, Calyx CF. P0DATYPA [J]. J. Nat. Prod.1995,58:201-208.
[6]Onishi T; Sebahar P. R.; Williams R. M.; Concise, asymmetric total synthesis of spirotryprostatin A [J] Tetrahedron.2004,60:9503-9515.
[7]J.L.Pousset; J. Poisson, Application Des Spectres De Dichoisme Cirulaire[J]. Tetrahedron Lett.,1996,50:6283-6289.
[8]Dahai Zhang;Dedi Noviendri;Muhammad Nursid;Xiudong Yang;Byeng Wha Son.12,13-Dihydroxyfumitremorgin C,Fumitremorgin C,and Brevianamide F,Antibacterial Diketopiperazine Alkaloids from the Marine-Derived Fungus Pseudallescheria sp.[J].Nat. Prod. Sci.,2007,13:251-254.
[9]Faouzi Fdhila; Victoriano Vazpuez; Jose Luis Sanchez; Ricardo Riguera, DD-Diketopiperazines:antibiotics active against vibrio anguillarum isolated from marine bacteria associates with cultures of Pecten maximus [J]. J. Nat. Prod.,2003, 66:1299-1301.
[10]李莉娅,邓志威,于善江,顾佳,李文翰,南海半红树植物黄槿内源真菌GT20036029代谢产物研究[J].天然产物研究与开发,2007,19：956-959,972.
[11]陈光英,朱峰,林永成,Vrijmoed L L P,南海红树内生真菌1947号次级代谢产物的研究[J].化学研究与应用,2007,19：98-99.
[12]龚运淮,丁立生等.天然产物核磁共振碳谱分析,云南科技出版社,412.
[13]杨瑞云,李春远,林永成,彭光天,周世宁,南海马尾藻(Sargassum sp.)内生真菌No.ZZF36中甾醇化合物的研究[J].中药材,2006,29：908-909.