真菌Chaetomium sp.的次级代谢产物研究
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摘要
目的对海洋毛壳属真菌Chaetomium sp.的次级代谢产物进行研究。方法运用硅胶柱色谱、Sephadex LH-20凝胶柱色谱、HPLC等现代色谱方法对Chaetomium sp.的发酵产物进行分离纯化,利用现代波谱技术结合文献报道进行结构鉴定。结果共分离得到4个十元环内酯化合物,botryolides A、botryolides B、botryolides D和decarestrictine I,1个倍半萜类化合物trichothecolone。结论本研究是对海洋真菌Chaetomium sp.次级代谢产物的首次报道,5种化合物均为首次从该种真菌中分离得到。
Objective To investigate the secondary metabolites of the marine fungi Chaetomium sp.Methods The EtOAc extract of Chaetomium sp.fermentation was purified by repeated column chromatography on silica gel,Sephadex LH-20,and high-performance liquid chromatography.The isolated compounds were structurally elucidated by spectroscopic analysis and by comparison with literatures previously reported.Results Four nonanolides including botryolides A,B,D,decarestrictine I,together with one sesquiterpene trichothecolone were isolated and structurally elucidated. Conclusion 5 Compounds were reported for the first time from the marine fungi Chaetomium sp.
Objective To investigate the secondary metabolites of the marine fungi Chaetomium sp.Methods The EtOAc extract of Chaetomium sp.fermentation was purified by repeated column chromatography on silica gel,Sephadex LH-20,and high-performance liquid chromatography.The isolated compounds were structurally elucidated by spectroscopic analysis and by comparison with literatures previously reported.Results Four nonanolides including botryolides A,B,D,decarestrictine I,together with one sesquiterpene trichothecolone were isolated and structurally elucidated. Conclusion 5 Compounds were reported for the first time from the marine fungi Chaetomium sp.
引文
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[2] JENSEN P R,MOORE B S,FENICAL W.The marine actinomycete genus Salinispora:a model organism for secondary metabolite discovery [J].Nat Prod Rep,2015,32 (5):738-751.
[3] FENICAL W,JENSEN P R.Developing a new resource for drug discovery:marine actinomycete bacteria [J].Nat Chem Biol,2006,2 (12):666-673.
[4] HOU X M,XU R F,GU Y C,et al.Biological and chemical diversity of coral-derived microorganisms [J].Curr Med Chem,2015,22 (32):3707-3762.
[5] ZHAO C Y,ZHU H T,ZHU W M.New marine natural products of microbial origin from 2010 to 2013 [J].Chin J Org Chem (有机化学),2013,33 (6):1195-1234.
[6] KIRK P M,CANNON P F,DAVID J C,et al.Ainsworth and Bisby’s dictionary of the fungi ,9th Edition,[M].CABI Publishing,2001.
[7] FATIMA N,MUKHTAR U,IHSAN UL H,et al.Biologicalevaluation of endophytic fungus Chaetomium sp.NF15 of Justicia adhatoda L.:A potential candidate for drug discovery [J].Jundishapur J Microbiol,2016,9 (6):e29978.
[8] JIAO R H,XU S,LIU J Y,et al.Chaetominine,a cytotoxic alkaloid produced by endophytic Chaetomium sp.IFB-E015 [J].Org Lett,2006,8 (25):5709-5712.
[9] SY A A,SWENSON D C,GLOER J B,et al.Botryolides A-E,decarestrictine analogues from a fungicolous Botryotrichum sp.(NRRL 38180) [J].J Nat Prod,2008,71 (3):415-419.
[10] RADHA KRISHNA P,RAO T J.Total synthesis of decarestrictine I and botryolide B via RCM protocol [J].Org Biomol Chem,2010,8 (14):3130-3132.
[11] LOUKACI A,KAYSER O,BINDSEIL K,et al.New trichothecenes isolated from Holarrhena floribunda [J].J Nat Prod,2000,63 (1):52-56.
[12] SUN P,LU S,REE T,et al.Nonanolides ofnatural origin:structure,synthesis,and biological activity [J].Curr Med Chem,2012,19:3417-3455.
[13] YADAV J S,VENKATESH M,KUMAR A S,et al.Astereoselective total synthesis of decarestrictine I [J].Helv Chim Acta,2014,97 (6):830-838.
[14] PHILIPPS S,MAYER M,G HRT A,et al.[P],EP,0497300A12,1992.
[15] WU Q,DOHNAL V,KUCA K,et al.Trichothecenes:structure-toxic activity relationships [J],Curr Drug Metab,2013,14 (6):641-660.