红树林源白骨壤链霉菌中多环稠合大环内酰胺类化合物的结构多样性研究

Study on polycyclic tetramate macrolactam metabolites from mangrove-derived Streptomyces avicenniae

摘要:

[目的] 通过基因组挖掘的方法，研究红树林来源白骨壤链霉菌Streptomyces avicenniae 9-9中多环稠合大环内酰胺（PTMs）类化合物的结构多样性。[方法] 通过生物信息学分析白骨壤链霉菌基因组序列，寻找PTMs类化合物的生物合成相关基因；利用UPLC-MS/MS技术对该菌的次级代谢产物进行分析。[结果] 在白骨壤链霉菌基因组中发现PTMs生物合成基因簇（aviA-D）；从菌液提取物中鉴定出5个PTMs类化合物，其中包括ikarugamycin（化合物1）和capsimycin B（化合物2）；基于PTMs类化合物5-6-5环类型的MS/MS碎裂规律，对化合物3-5的结构进行了推测。[结论] 红树林来源白骨壤链霉菌S.avicenniae 9-9具有产生5-6-5环类型的PTMs类化合物的能力。

关键词:红树林;白骨壤链霉菌;次级代谢产物;多环稠合大环内酰胺;生物合成

Abstract:

[Objective] Based on genome mining, we analyzed the secondary metabolites from mangrove-derived Streptomyces avicenniae 9-9, targeting on polycyclic tetramate macrolactams (PTMs). [Methods] Bioinformatics analysis was carried out to analyze the genome sequence of Streptomyces avicenniae 9-9. We searched PTMs by the method of high-performance liquid chromatography and mass spectroscopy. [Results] We found four genes, named aviA-D involved in PTMs biosynthetic gene clusters in Streptomyces avicenniae 9-9. Two PTMs, 1 and 2, were identified as ikaruganmycin and capsimycin B, respectively. Compound 3 through 5 also belonged to PTMs family, and their structures were proposed based on MS/MS fragmentation pattern. [Conclusion] Mangrove-derived Streptomyces avicenniae 9-9 can produce PTMs compounds with the 5-6-5 fused tricyclic skeleton.

Key words:mangrove;Streptomyces avicenniae;secondary metabolite;polycyclic tetramate macrolactams;biosynthesis