深海链霉菌SCSIO 03032芳酰胺类代谢产物的研究

Study on aromatic amide metabolites from the deep-sea-derived Streptomyces sp.SCSIO 03032

目的对从印度洋深海沉积物中分离到的1株深海来源的放线菌Streptomyces sp.SCSIO 03032进行次级代谢产物分析及其活性研究。方法对深海来源放线菌Streptomyces sp.SCSIO 03032的发酵产物进行有机溶剂萃取,利用正、反向硅胶层析、硅胶柱层析、凝胶柱层析、薄层层析等分离手段进行纯化,通过ESIMS、1 H NMR、13 C NMR分析及文献查阅鉴定化合物结构,并对化合物进行抗菌及抗氧化活性研究。结果从深海来源放线菌Streptomyces sp.SCSIO 03032的发酵产物中分离得到3个芳酰胺类化合物,其结构分别鉴定为4-甲基苯-1,3-二氨基甲酸甲酯(1)、2-甲基苯-1,3-二氨基甲酸甲酯(2)、羰基亚氨基4-甲基-3,1-亚苯基双[氨基甲酸]甲酯(3);活性结果显示3个化合物均无明显的抑菌活性或抗氧化活性。结论得到了1株能够产生3个不同芳酰胺类化合物的深海链霉菌SCSIO 03032。

Objective To investigate the bioactive secondary metabolites from the deep-sea-derived Streptomyces sp.SCSIO 03032 isolated from a sediment sample from Indian ocean.Methods The fermentation cultures of the Streptomyces sp.SCSIO 03032 were extracted with organic solvents and purified by reversed-phase MPLC,chromatography over silica gel,Sephadex LH-20,column preparative TLC（pTLC）.Their planar structures were elucidated by ESI-MS,1 H NMR,13 C NMR,comparison with those reported in literature and X-ray crystallographic analysis.The compounds were evaluated for antibacterial activities and antioxidative activity.Results Three aromatic amide metabolites were isolated from the fermentation broth and identified as 4-toluene-1,3-dicarbamic acid dimethyl ester（1）,2-toluene-1,3-dicarbamic acid dimethyl ester（2）,{carbonylbis imino（6-methyl-3,1-phenylene）]}bis [carbamic acid dimethyl ester（3）.Compounds 1~3 displayed no antibacterial activities or antioxidative activity against indicator or DPPH.Conclusion This work provided a marine-derived actinomycete Streptomyces sp.SCSIO 03032 which was able to produce three aromatic amide metabolites.