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仿刺参共附生放线菌Brevibacterium sp.中的环二肽成分的分离和鉴定
宫俊1,汤华1,耿婉丽1,刘宝姝1,孙鹏1,李玲1,李志勇2*,张文1*
0
(1.第二军医大学药学院海洋药物研究中心,上海 200433
2.上海交通大学生命科学技术学院海洋生物技术实验室,上海 200240
*通信作者)
摘要:
目的对仿刺参共附生放线菌Brevibacterium sp. 的次生代谢产物进行研究。方法运用硅胶柱色谱、Sephadex LH-20凝胶柱色谱、高效液相色谱(HPLC)等现代色谱技术对放线菌的乙酸乙酯提取物进行分离纯化,在核磁共振(NMR)、质谱(MS)等现代波谱技术及与文献比对的基础上对其结构进行鉴定。结果共分离得到7个环二肽类化合物,分别鉴定为:环-(L-脯氨酸-L-苯丙氨酸)(1)、环-(L-脯氨酸-L-甲硫氨酸)(2)、环-(L-脯氨酸-L-酪氨酸)(3)、环-(L-脯氨酸-L-缬氨酸)(4)、环-(L-脯氨酸-L-脯氨酸)(5)、环(L-缬氨酸-甘氨酸)(6)、环-(L-脯氨酸-L-亮氨酸)(7)。结论本研究是对仿刺参共附生微生物次生代谢产物研究的首次报道,这7个化合物均为首次从放线菌Brevibacterium sp.中分离得到。
关键词:  海参  仿刺参  放线菌  环二肽
DOI:10.3724/SP.J.1008.2012.001284
投稿时间:2012-10-23修订日期:2012-11-28
基金项目:国家自然科学基金(30873200,41176125),上海市浦江人才计划(PJ2008).
Cyclic dipeptides in actinomycete Brevibacterium sp. associated with sea cucumber Apostichopus japonicus Selenka: isolation and identification
GONG Jun1,TANG Hua1,GENG Wan-li1,LIU Bao-shu1,SUN Peng1,LI Ling1,LI Zhi-yong2*,ZHANG Wen1*
(1.Research Center for Marine Drugs, School of Pharmacy, Second Military Medical University, Shanghai 200433, China
2. Marine Biotechnology Laboratory, School of Life Sciences and Biotechnology, Shanghai Jiaotong University, Shanghai 200240, China
*Corresponding authors.)
Abstract:
ObjectiveTo investigate the secondary metabolites of actinomycete Brevibacterium sp. associated with the sea cucumber Apostichopus japonicus Selenka. MethodsThe ethyl acetate extract of the actinomycete was purified by repeated column chromatography on silica gel, Sephadex LH-20, and high-performance liquid chromatography (HPLC) to obtain pure compounds; and the compound structures were elucidated by spectroscopic analysis (nuclear magnetic resonance, NMR; mass spectrometry, MS) and the results were compared with the previously reported data. ResultsSeven compounds were isolated: cyclo-(L-Pro-L-Phe) (1), cyclo-(L-Pro-L-Met) (2), cyclo-(L-Pro-L-Tyr) (3), cyclo-(L-Pro-L-Val) (4), cyclo-(L-Pro-L-Pro) (5), cyclo-(L-Val-Gly) (6), and cyclo-(L-Pro-L-Leu) (7). ConclusionThis is the first report on the secondary metabolites of microorganisms associated with the sea cucumber Apostichopus japonicus Selenka, and all the seven compounds have been reported from the actinomycete Brevibacterium sp. for the first time.
Key words:  sea cucumber  Apostichopus japonicus Selenka  actinomycete  Brevibacterium sp.  cyclic dipeptide