天然产物研究与开发 ›› 2015, Vol. 27 ›› Issue (12): 2040-2045.doi: 10.16333/j.1001-6880.2015.12.008

• 研究简报 • 上一篇    下一篇

锡尾矿真菌的次生代谢产物研究

郭健1,李铭刚2,董媛1,徐伟2,李艳1*   

  1. 1 吉林医药学院,吉林 132013; 2 云南大学云南省微生物研究所,昆明 650091
  • 出版日期:2015-12-29 发布日期:2016-01-06

Secondary Metabolites of a Fungus Isolated from a Tin Mine Tailings

GUO Jian1, LI Ming-gang2, DONG Yuan1, XU Wei2, LI Yan1*   

  1. 1 Jilin Medical University,Jilin 132013,China; 2 Yunnan University Yunnan Institute of Microbiology,Kunming 650091,China
  • Online:2015-12-29 Published:2016-01-06

摘要: 采用正相硅胶柱色谱、凝胶柱色谱、高效液相色谱等方法对一株来自锡尾矿的真菌的发酵产物进行分离,共获得14个化合物,依据理化性质及波谱数据分析,分别鉴定为司他弗林(1)、布雷非德菌素E(2)、布雷非德菌素H(3)、布雷非德菌素D(4)、(2S,3S)-3,5-二羟基-2-[(Z)-4-(羟甲基)-8-甲基-3,7-二烯-1-基]-2-甲基-3,4,8,9-四氢吡喃并[2,3-e]异吲哚-7(2H)-酮(5)、5-((1R,2R,5R,6R)-2,5-二羟基-7-氧杂二环[4.1.0]庚烷-2-基)-3-((1S,2S,4aR,6S,8aS)-2,6-二甲基-1,2,4a,5,6,7,8,8a-八氢萘-1-羰基)-4-羟基吡啶-2(1H)-酮(6)、(3s) -6,8-二羟基-3 -甲基-3,4 -二氢-1H-苯并吡喃-1-酮(7)、腺苷(8)、4 -羟基苯甲醛(9)、5-氨基-2-羟基苯乙酸甲酯(10)、尿嘧啶核苷(11)、乙酰司他弗林(12)、尼克酰胺(13)、(S)-7-苯甲基-6-甲基-6,7-二氢苯并[6,7][1,4]二氮杂卓[2,1-b]-喹唑啉-5,13-二酮(14)。采用MTT法检测,结果表明化合物5具有一定的抗肿瘤活性,其对HT-29、A-549和MCF-7三种细胞的ED50分别为21.59、23.45 μg/mL和37.36 μg/mL。

关键词: 真菌, 发酵, 锡尾矿, 次生代谢产物

Abstract: The secondary metabolites of a fungus isolated from tin mine tailings were separated by silica gel column,sephadex LH-20 gel column and HPLC.14 compounds were obtained.Their structures were identified by mass spectrometry and nuclear magnetic resonance analyses and elucidated as:Stachyflin (1),Brevicompanine E(2),Brevicompanine H (3),Brevicompanine D (4),(2S,3S)-3,5-dihydroxy-2-((Z)-4-(hydroxymethyl)-8- methylnona-3,7-dien-1-yl)-2-methyl-3,4,8,9-tetrahydropyrano[2,3-e]isoindol-7(2H)-one (Stachybotrin A) (5) 5-((1R,2R,5R,6R)-2,5-dihydroxy-7-oxabicyclo[4.1.0]heptan-2-yl)-3-((1S,2S,4aR,6S,8aS)-2,6-dimethyl1,2,4a,5,6,7,8,8a-octahydronaphthalene-1-carbonyl)-4-hydroxypyridine-2(1H)-one(Apiosporamide) (6),(3s)-6,8- dihydroxy-3-methyl-3,4-dihydro-1H-isochromen-1one (7),Adenosine (8),4-hydroxybenzaldehyde (9),methyl (5-amino-2-hydroxyphenyl) acetate (10),Uridine (11),Acetylstachyflin (12),Nicotinamide (13),(S)-7-benzyl -6-methyl-6,7-dihydrobenzo[6,7][1,4]diazepino[2,1-b]quinazoline-5,13-dione(Benzomalvin A) (14).Compound 5 showed antitumor activity with ED50 values of 21.59,23.45 and 37.36 μg/mL against HT-29,A-549 and MCF-7,respectively.

Key words: fungus, fermentation, tin mine, secondary metabolites

中图分类号: 

Q815