江西虫草菌丝体化学成分研究
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摘要
目的:研究江西虫草菌丝体的化学成分。方法:以深层发酵的方法制备江西虫草菌丝体;运用硅胶柱、凝胶柱、制备薄层层析等多种色谱方法进行分离纯化;利用常规理化分析以及1H-NMR、13C-NMR和MS等波谱技术鉴定其化学结构。结果:从江西虫草菌丝体的甲醇提取物中石油醚和乙酸乙酯两个萃取部位,分离得到9个化合物,分别鉴定为:尿嘧啶(Ⅰ)、腺嘌呤(Ⅱ)、腺嘌呤核糖核苷(Ⅲ)、尿嘧啶核苷(Ⅳ)、3′-甲氧基尿嘧啶核苷(Ⅴ)、丁二酸(Ⅵ)、烟酸(Ⅶ)、十八烷酸-α-单甘油酯(Ⅷ)、二十四烷酸(Ⅸ)。结论:首次对江西虫草菌丝体进行了较系统的分离纯化,从中获得9个化合物,其中化合物Ⅴ、Ⅶ、Ⅷ、Ⅸ为首次从虫草属真菌中分离得到。
Objective:In an effort to investigate the chemical constitutes of submerged cultivation mycelium of Cordyceps jiangxiensis anamorph.Methods:The mycelia of C.jiangxiensis anamorph produced by submerged cultivation technique were separated and purified using various chromatographic techniques such as repeated liquid column chromatography,preparative thin layer chromatography etc.,and then the chemical structures of compounds obtained were elucidated on the basis of physicochemical analysis and spectroscopic techniques such as 1H-NMR,13C-NMR and MS.Results:Nine compounds were obtained from the petroleum ether and ethyl acetate extractive fractions of mycelial methanol extract,and were identified as follows: uracil(Ⅰ),adenine(Ⅱ),adenosine(Ⅲ),uridine(Ⅳ),3′-methoxyuridine(Ⅴ),succinic acid(Ⅵ),nicotinic acid(Ⅶ),1-monostearin(Ⅷ),tetracosanoic acid(Ⅸ).Conclusion:Chemical constitutes of C.jiangxiensis anamorph are systematically separated for the first time,and compounds Ⅴ,Ⅶ,Ⅷ,and Ⅸ obtained are separated from Cordyceps species firstly.
Objective:In an effort to investigate the chemical constitutes of submerged cultivation mycelium of Cordyceps jiangxiensis anamorph.Methods:The mycelia of C.jiangxiensis anamorph produced by submerged cultivation technique were separated and purified using various chromatographic techniques such as repeated liquid column chromatography,preparative thin layer chromatography etc.,and then the chemical structures of compounds obtained were elucidated on the basis of physicochemical analysis and spectroscopic techniques such as 1H-NMR,13C-NMR and MS.Results:Nine compounds were obtained from the petroleum ether and ethyl acetate extractive fractions of mycelial methanol extract,and were identified as follows: uracil(Ⅰ),adenine(Ⅱ),adenosine(Ⅲ),uridine(Ⅳ),3′-methoxyuridine(Ⅴ),succinic acid(Ⅵ),nicotinic acid(Ⅶ),1-monostearin(Ⅷ),tetracosanoic acid(Ⅸ).Conclusion:Chemical constitutes of C.jiangxiensis anamorph are systematically separated for the first time,and compounds Ⅴ,Ⅶ,Ⅷ,and Ⅸ obtained are separated from Cordyceps species firstly.
引文
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[17]田祥琴,黄静,郭明娟,等.斑叶紫金牛化学成分的研究[J].天然产物研究与开发,2008,20:824-826.
[18]国家药典委员会.中华人民共和国药典[S].一部.北京:化学工业出版社,2005:75-76,434-435,495-496.
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[2]全国中草药汇编编写组.全国中草药汇编[M].北京:人民卫生出版社,1975.
[3]肖建辉,刘金伟,刘祖林,等.江西虫草液体深层培养条件优化[J].食用菌学报,2004,11(1):26-31.
[4]XIAO JH,CHEN DX,WAN WH,et al.Enhanced simul-taneous production of mycelia and intracellular polysaccha-ride in submerged cultivation ofCordyceps jiangxiensisu-sing desirability functions[J].Process.Biochem.,2006,41(8):1887-1893.
[5]XIAO JH,XIAO DM,SUN ZH,et al.Chemical composi-tions and antimicrobial property of three edible and medici-nalCordycepsspecies[J].J.Food Agr.Env.,2009,7(3&4):91-100.
[6]XIAO JH,XIAO DM,XIONG Q,et al.Optimum extrac-tion and high-throughput detection of cordycepic acid frommedicinal macrofungiCordyceps jiangxiensis,Cordyceps taiiandCordyceps gunnii[J].J.Food Agr.Env.,2009,7(3&4):328-333.
[7]XIAO JH,CHEN DX,FANG N,et al.Growth arrest ofhuman gastric adenocarcinoma cells by bioactive com-pounds ofCordyceps jiangxiensis(CaoMuWang)throughinduction of apoptosis[J].J.Food Agr.Environ.,2006,4(3&4):66-73.
[8]周建良,姜艳,毕志明,等.蒲圻贝母中核苷类化学成分研究[J].中国药学杂志,2008,43(12):894-896.
[9]陈泉,吴立军,阮丽军.中药淡竹叶的化学成分研究(Ⅱ)[J].沈阳药科大学学报,2002,19(4):257-259.
[10]吕子明,姜永涛,吴立军,等.人工蛹虫草子实体化学成分研究[J].中国中药杂志,2008,33(24):2914-2917.
[11]麻兵继,阮元,刘吉开,等.人工蛹虫草中核苷类化学成分的研究[J].中药材,2007,30(8):957-958.
[12]ROBINS MJ,NAIK SR,LEE ASK.Nucleic acid relatedcompounds.12.Facile and high yield stannous chloridecatalyzed monomethylation of the cis glycol system of nu-cleosides by diazomethane[J].J.Org.Chem.,1974,39(13):1891-1899.
[13]CRAMER H,PFLEIDERER W.Nucleosides.Part LXI.A simple procedure for the monomethylation of protectedand unprotected ribonucleosides in the 2′-O-and 3′-O-po-sition using diazomethane and the catalyst stannous chlo-ride[J].Helvetica Chimica Acta.,1996,79(8):2114-2136.
[14]王晓岚,郁开北,彭树林.铁苋菜地上部分的化学成分研究[J].中国中药杂志,2008,33(12):1415-1417.
[15]李微,陈发奎,尹相武,等.大青叶的化学成分[J].沈阳药科大学学报,2005,22(1):15-17.
[16]杨峻山,苏亚伦,王玉兰,等.蜜环菌菌丝体化学成分的研究VII.丙酮提取物中化学成分的分离与鉴定[J].药学学报,1991,26(2):117-122.
[17]田祥琴,黄静,郭明娟,等.斑叶紫金牛化学成分的研究[J].天然产物研究与开发,2008,20:824-826.
[18]国家药典委员会.中华人民共和国药典[S].一部.北京:化学工业出版社,2005:75-76,434-435,495-496.
[19]XIAO JH,ZHONG JJ.Secondary metabolites fromCordycepsspecies and their antitumor activity studies[J].Recent Pat Biotechnol,2007,1(2):123-137.
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