李聆莉,王帆,沈会芳,等.一株南海红树林底泥来源抗真菌放线菌No. 41-51发酵物的化学成分研究[J].中国海洋药物,2016,35(4):23-29.
一株南海红树林底泥来源抗真菌放线菌No. 41-51发酵物的化学成分研究
#$NPChemical constituents of an antifungal Actinomycete Strain No. H 41-51 from the bottom mud of Mangrove Zone in South China Sea
投稿时间:2016-01-20  修订日期:2016-03-10
DOI:
中文关键词:  放线菌  环二肽  抗霉素  抗白色念珠菌活性  细胞毒活性
English Keywords:actinomycete  cyclic peptides  antimycin  antifungal activity, Candida albicans  cytotoxic activity
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作者单位E-mail
李聆莉 暨南大学 1187569450@qq.com 
王帆 暨南大学药学院 中药及天然药物研究所  
沈会芳 广东省农业科学院植物保护研究所  
林壁润 广东省农业科学院植物保护研究所  
周光雄* 暨南大学药学院 中药及天然药物研究所 guangxzh@sina.com 
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中文摘要:
      目的 对一株来源于南海红树林底泥的抗真菌放线菌No. H 41-51发酵物中的化学成分进行研究。方法 对该菌株进行发酵培养,将发酵物进行离心分离成菌丝和菌液,菌液用乙酸乙酯萃取,并对具有活性的该乙酸乙酯部位进行成分分离和鉴定;发酵物菌丝体用95-80%乙醇提取,再用不同极性的溶剂萃取,对具有活性的石油醚部位进行成分分离和鉴定。整个提取和分离过程用纸碟片法进行活性追踪分离。通过硅胶柱、Sephadex LH-20柱色谱及HPLC制备方法分离纯化化合物样品,用NMR、MS等光谱方法,并结合文献数据比对鉴定化合物结构。 结果 分离得到14个化合物,并分别将其鉴定为邻苯二甲酸二丁酯(1)、二(2-乙基己基)苯-1,2-二甲酸酯(2)、3,3-二吲哚-2-羟基-丙醇(3)、环(苯丙-丙)二肽(4)、环(R-脯-S-苯丙)二肽(5)、环(S-脯-S-苯丙)二肽(6)、环(D-苯丙-L-异亮)二肽(7)、dankasterone(8)、4-hydroxy-17R-methylincisterol(9)、Calvasterol B(10)、Calvasterol A(11)、抗霉素 A1a(12)、抗霉素 A1b(13)和甘油醇-1-单油酸酯(14)。体外活性实验表明:化合物8~11对MCF-7、SF-268和NCI-H460细胞株表现出程度不等的细胞毒活性,化合物12和13表现出抗白色念珠菌活性。结论 菌株H 41-51发酵可产生多种不同结构类型和生物活性的次生代谢产物。化合物8~11对MCF-7、NCI-H460和SF-268细胞株具有细胞毒活性,化合物12、13具有抗白色念珠菌活性。
English Summary:
      Objective To study the chemical constituents of the fermentation broth of an antifungal actinomycete strain No. H 41-51 from the mangrove zone of South China Sea. Methods The fermented broth was centrifuged to divide into two portions of the filaments and the aqueous medium solution. The liquid of the cultured broth was portioned with ethyl acetate. The mecylia cake was repeatedly extracted with 95% and 80% ethanol in turn, and the concentrated residue was suspended into water followed by portition with several solvents in different polarity. Then, the petroleum ether fraction with antifungal activity was further studied. The extraction and isolation progress were monitored by paper disc diffusion assays in a agar plate. Isolation and purification were performed by column chromatography on silica gel (200-300 size) and Sephadex LH-20, and by semi-preparative reverse phase HPLC. Structural identifications were made by spectroscopic methods including NMR and MS as well as comparison with the data of literatures. Results Fourteen compounds were obtained and identified as dibutyl phthalate (1), bis(2-ethylhexyl) benzene-1,2-dicarboxylate (2), 3,3-diindole-2-hydroxye-proapanol (3), cyclo(Phe-Ala) (4), cyclo(R-Pro-S-Phe) (5), cyclo(S-Pro-S-Phe) (6), cyclo(D-Phe-L-Ile) (7), dankasterone(8), 4-hydroxy-17R-methylincisterol(9), Calvasterol B(10) , Calvasterol A (11), antimycin A1a (12), antimycin A1b (13), (9Z)-glycerin-1-monooleate (14). In vitro bioassay showed that compounds 8~11 exhibited various cytotoxic activity against MCF-7, SF-268, NCI-H460 cell lines. Additionally, compounds 12, 13 exhibited antifungal activity against Candida albicans. Conclusion The fermentation of the strain H 41-51 can produce many secondary metabolites with different structures. Compounds 8~11 exhibited cytotoxic activity on MCF-7, SF-268 and NCI-H460 cell lines, and compounds 12, 13 exhibited antifungal activity against Candida albicans.
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