无花果内生真菌FL10中吲哚二酮哌嗪类生物碱的研究
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摘要
目的:研究无花果内生真菌FL10的次级代谢产物成分。方法:采用反复硅胶柱色谱法、Sephadex LH-20凝胶色谱法等进行分离纯化,从无花果内生真菌FL10的发酵液中分离得到6个吲哚二酮哌嗪类生物碱。结果:通过理化常数测定和光谱分析,6个吲哚二酮哌嗪类生物碱鉴定分别为verruculogen(1),cyclotryprostatins B(2),fumitremorgin C(3),cyclotryprostatin A(4),tryprostatin A(5),tryprostatin B(6)。结论:这6个吲哚二酮哌嗪类生物碱是首次从无花果内生真菌中分离得到,目前研究表明,无花果内生真菌Aspergillus tamarii可以作为一种可产生吲哚二酮哌嗪类生物碱的新来源。
Objective: To study chemical constituents from endophytic fungus FL10 of Ficus carica.Method: The compounds were isolated by column chromatography and identified on the basis of physic-chemical constants and spectral analysis.Result: Six indolyl diketopiperazines alkaloid were obtained and elucidated as verruculogen(1),cyclotryprostatins B(2).fumitremorgin C(3),cyclotryprostatin A(4),tryprostatin A(5),tryprostatin B(6).Conclusion: Six indolyl diketopiperazine alkaloids were isolated from endophyic fungus of F.carica for the first time.The present study revealed that endophytic fungi Aspergillus tamarii from F.carica are the sources for the production of indolyl diketopiperazine alkaloids.
Objective: To study chemical constituents from endophytic fungus FL10 of Ficus carica.Method: The compounds were isolated by column chromatography and identified on the basis of physic-chemical constants and spectral analysis.Result: Six indolyl diketopiperazines alkaloid were obtained and elucidated as verruculogen(1),cyclotryprostatins B(2).fumitremorgin C(3),cyclotryprostatin A(4),tryprostatin A(5),tryprostatin B(6).Conclusion: Six indolyl diketopiperazine alkaloids were isolated from endophyic fungus of F.carica for the first time.The present study revealed that endophytic fungi Aspergillus tamarii from F.carica are the sources for the production of indolyl diketopiperazine alkaloids.
引文
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[7]Cui C B,Gakeya H,Osada H.Novel mammalian cellcycle inhibitor,cyclotryprostatins A-D,produced byAspergillus fionigatus,which inhibit mammalian cellcycle at G2/M phase[J].Teterahedron,1997,53:59.
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[10]Cui C B,Kakeya H,Okada G,et al.Tryprostatins Aand B,novel mammalian cell cycle inhibitors producedby Aspergillus fumigatus[J].J Antibiot,1995,48(11):1382.
[11]Sanz-Cervera J F,Stocking E M,Usui T,et al.Synthesis and evaluation of microtubule assemblyinhibition and cytotoxicity of prenylated derivatives ofcyclo-L-trp-L-pro[J].Bioorg Med Chem,2000,8:2407.
[2]Schulz B,Boyle C,Draeger S,et al.Endophytic fungi:a source of novel biologically active secondarymetabolites[J].Mycol Res,2002,48:996.
[3]Strobel G,Daisy B,Castillo U,et al.Natural productsfrom Endophytic Microorganisms[J].J Nat Prod,2004,67:257.
[4]马养民,徐晓娜,张弘弛.无花果内生真菌分离鉴定及其活性研究[J].中国实验方剂学杂志,2010,16(7):86.
[5]Fayos J,Lokensgard D,Clardy J,et al.Structure ofverruculogen,a tremor producing peroxide fromPenicillium verruculosum[J].J Am Chem Soc,1974,96:6785.
[6]周凤,张弘弛,刘瑞,等.恒山黄芪内生真菌Aspergillus sp.代谢产物的分离和生物活性的测定[J].中国实验方剂学杂志,2012,18(4):125.
[7]Cui C B,Gakeya H,Osada H.Novel mammalian cellcycle inhibitor,cyclotryprostatins A-D,produced byAspergillus fionigatus,which inhibit mammalian cellcycle at G2/M phase[J].Teterahedron,1997,53:59.
[8]Pedro H H H,Ralf P,Harry C J O.First total synthesisof(-)-fumitremorgin C[J].Tetrahedron,1988,44:1991.
[9]Cui C,Kakeya H,Osada H.Novel mammalian cellcycle inhibitor,tryprostatins A,B and otherDiketopiperazines produced by Aspergillus fumigatus II.physicochemical properties and structures[J].JAntibiot,1996,49:534.
[10]Cui C B,Kakeya H,Okada G,et al.Tryprostatins Aand B,novel mammalian cell cycle inhibitors producedby Aspergillus fumigatus[J].J Antibiot,1995,48(11):1382.
[11]Sanz-Cervera J F,Stocking E M,Usui T,et al.Synthesis and evaluation of microtubule assemblyinhibition and cytotoxicity of prenylated derivatives ofcyclo-L-trp-L-pro[J].Bioorg Med Chem,2000,8:2407.