天然产物研究与开发 ›› 2017, Vol. 29 ›› Issue (2): 190-197.doi: 10.16333/j.1001-6880.2017.2.002

• 研究论文 • 上一篇    下一篇

锡尾矿链霉菌AE21985代谢产物的分离与鉴定

程举1,2,李铭刚1,丁章贵1,文孟良1,赵江源1,3*   

  1. 1 云南大学云南省微生物研究所,昆明 650091;2西南医科大学基础医学院,泸州 646000;3自然资源药物化学教育部重点实验室 云南大学,昆明 650091
  • 出版日期:2017-02-28 发布日期:2017-03-07

Secondary Metabolites of Tin Tailings Streptomyces AE21985

CHENG Ju1,2,LI Ming-gang1,DING Zhang-gui1,WEN Meng-liang1,ZHAO Jiang-yuan1,3*   

  1. 1 Yunnan Institute of Microbiology,Yunnan University,Kunming 650091,China;2College Of Preclinical  Medicine,Southwest Medical University,Luzhou 646000,China;3 Key Laboratory of Medicinal Chemistry  for Natural Resource,Ministry of Education,Yunnan University,Kunming 650091,China
  • Online:2017-02-28 Published:2017-03-07

摘要: 采用硅胶柱、凝胶柱层析、高效液相制备等方法从分离自云南锡尾矿土壤的链霉菌AE21985发酵液中分离到19个化合物,通过波谱学方法鉴定为11个环二肽类化合物:3-(4-羟基苄基)-6-(1H-吲哚-3-基甲基)哌嗪-2,5-二酮(1)、(3S,6S)-3-((R)-仲-丁基)-6-甲基哌嗪-2,5-二酮(2)、(3S)-3-苄基哌嗪-2,5-二酮(3)、(3S,6S)-3-(2-甲基丙基)-6-(丙-2-基)哌嗪-2,5-二酮(4)、3-异丁基六吡咯并[1,2-α]吡嗪-1,4-二酮(5)、(3S,6S)-3-((R)-仲-丁基)-6-甲基哌嗪-2,5-二酮(6)、(3S,6S)-3-异丙基-6-甲基哌嗪-2,5-二酮(7)、(3S,7R,9S)-7-羟基-3-异丁基六吡咯并[1,2-α]吡嗪-1,4-二酮(8)、3-(1H-吲哚-3-基甲基)-6-(丙-2-基)哌嗪-2,5-二酮(9)、(3S,8a-S)-3-(丙-2-基)六氢吡咯并[1,2-α]吡嗪-1,4-二酮(10)及(3S,6S)-3-苄基-6-甲基哌嗪-2,5-二酮(11);5个酰胺类化合物:(2E)-3-苯基丙-2-烯酰胺(12)、3-苯基丙酰胺(13)、2-苯基乙酰胺(14)、苯甲酰胺(15)及3-(1H-吲哚-3-基)丙酰胺(16);1个生物碱类物质:1H-吲哚-5-甲醛(17);2个核苷类物质:尿苷(18)及胸腺嘧啶(19)。这些化合物均为首次从该菌株中发现。

关键词: 链霉菌, TLC筛选, 分离纯化, 结构鉴定

Abstract: 19 Compounds were isolated from liquid fermentation of Streptomyces AE21985 with ordinary silica gel chromatography,gel column chromatography and preparative HPLC.With the spectroscopic methods,they were identified as eleven cyclic dipeptide compounds:3-(4-hydroxybenzyl)-6-(1H-indol-3-ylmethyl) piperazine-2,5-dione (1),(3S,6S)-3-((R)-sec-butyl)-6-methylpiperazine-2,5-dione (2),(3S)-3-benzylpiperazine-2,5-dione (3),(3S,6S)-3-(2-methylpropyl)-6-(propan-2-yl)piperazine-2,5-dione (4),3-Isobutylhexahydropyrrolo-[1,2-a]pyrazine-1,4-dione (5),(3S,6S)-3-((R)-sec-butyl)-6-methylpiperazine-2,5-dione (6),(3S,6S)-3-isopropyl-6-methylpiperazine-2,5-dione (7),(3S,7R,9S)-7-hydroxy-3-isobutylhexahydropyrrolo[1,2-a]pyrazine-1,4-dione (8),3-(1H-indol-3-ylmethyl)-6-(propan-2-yl)piperazine-2,5-dione (9),(3S,8aS)-3-(propan-2-yl) hexahydropyrrolo[1,2-a]pyrazine-1,4-dione (10) and (3S,6S)-3-benyl-6-methylpiperazine2,5-dione (11);five lactam compounds:(2E)-3-phenylprop-2-enamide (12),3-phenylpropanamide (13),2-phenylacetamide (14),benzamide (15) and 3-(1H-indol-3-yl)propanamide (16);an alkaloid compound:1-H-indole-5-carbaldehyde (17) and two nucleoside compounds:uridine (18) and thymine (19).All the compounds were discovered from this strain for the first time.

Key words: Streptomyces, TLC screening, isolation, structural elucidation

中图分类号: 

R379.1 Q58