摘要
目的 研究两株来源于广东湛江红树林自然保护区的红树林放线菌Nesterenkonia sp.N267和Micromono-spora echinofuscaT DSM 43913的化学成分.方法 综合运用开放硅胶柱层析、薄层色谱(TLC)、高效液相色谱(HPLC)等色谱学方法,对菌株的发酵粗提取物进行分离和纯化,通过核磁共振波谱(NMR)、质谱(MS)等现代波谱法,并结合相关文献数据对获得的单体化合物进行结构鉴定.结果 从两株放线菌菌株中分离鉴定出10个化合物,其中化合物1-6为环二肽类:环-(l-脯氨酸-l-亮氨酸)(1)、环-(l-脯氨酸-l-缬氨酸)(2)、环-(l-脯氨酸-l-苯丙氨酸)(3)、环-(d-脯氨酸-d-苯丙氨酸)(4)、环-(甘氨酸-l-苯丙氨酸)(5)、环-(l-脯氨酸-l-酪氨酸)(6)、phenylalanine(7)、pyridoxine(8)、3,3-di(1H-indol-3-yl)propane-1,2-diol(9)、pyrocatechol(10).对分离得到的化合物1~6和9进行多种肿瘤细胞毒活性评价,结果显示环二肽类化合物(1~6)在50 μmol/L浓度下对肿瘤未表现出明显的细胞毒活性;化合物9表现出中等细胞毒活性,其IC50范围为(42.32±3.64)~(48.35±5.28)μmiol/L.结论 化合物1~5为首次从涅斯捷连科氏菌属中分离得到,化合物4和6~10为首次从小单胞菌属中分离得到,化合物9具有一定的抗肿瘤活性.
Abstract
Objective To investigate the secondary metabolites of two strains of Nesterenkonia sp.N267 and Micromonospora echinofuscaT DSM 43913 from the Zhanjiang Mangrove Nature Reserve in Guangdong Province.Methods The fermented crude extracts were isolated and purified by silica gel column chromatography,thin layer chromatography(TLC)and high performance liquid chromatography(HPLC),respectively.Their structures were identified by modern spectroscopic methods such as nuclear magnetic resonance spectroscopy(NMR),mass spectrometry(MS)and compared with relevant literature data.Results Ten compounds were isolated from those two strains of actinomycetes.Especially,compounds 1-6 were cyclic dipeptides:cyclo-(l-Pro-l-Leu)(1),cyclo-(l-Pro-l-Val)(2),cyclo-(l-Pro-l-Phe)(3),cyclo-(d-Pro-d-Phe)(4),cyclo-(Gly-l-Phe)(5),cyclo-(l-Pro-l-Tyr)(6),phenylalanine(7),pyridoxine(8),3,3-di(1H-indol-3-yl)propane-1,2-diol(9),pyrocatechol(10).The cytotoxic activities of compounds 1-6 and 9 were evaluated toward various human cancer cells,respectively.Compounds 1-6 exhibited no obvious cytotoxic activity at initial screening concentration of 50 μmol/L,while compound 9 exhibited moderate cytotoxic activity with an IC50 values ranging from(42.32±3.64)to(48.35±5.28)μmol/L.Conclusion Compounds 1-5 were found from Nesterenkonia for the first time,while compounds 4 and 6-10 were found from Micromonospora for the first time.Compound 9 showed moderate anti-tumor activity.
基金项目
广东省科技计划(2019B090905011)
广东省普通高等学校青年创新人才项目(2020KQNCX023)
南海海洋大健康产业关键技术体系研发与示范项目(ZJW-2019-007)
湛江市科技计划(2021A05199)