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目的对采集自烟台逛荡河入海口沉积物的1株放线菌Streptomyces sp.223进行次级代谢产物及活性研究。方法采用硅胶柱层析、Sephadex LH-20凝胶层析、薄层层析以及HPLC等方法对放线菌Streptomyces sp.223发酵产物进行分离纯化,通过波谱数据分析及文献比较对化合物进行结构鉴定,并用MTT法初步评价其细胞毒活性。结果从该菌的发酵产物中分离到了7个二酮哌嗪类化合物,分别鉴定为(3S)-(1,4)-二甲基-3-异丙基-(2,5)二酮哌嗪(1),环-(L-脯-L-苯丙)二肽(2),环(L-脯-L-酪)二肽(3),环(L-4-OH-脯-L-亮)二肽(4),环(L-苯丙-甘)二肽(5),环(L-4-OH-脯-L-苯丙)二肽(6)和环-(L-脯-L-缬)二肽(7)。结论化合物1作为1种天然产物为首次从海洋微生物中分离得到,且具有显著的细胞毒活性,对Hela细胞的半抑制浓度IC_(50)=18.7μmol·L~(-1)。
OBJECTIVE To study the secondary metabolites and activities of Streptomyces sp.223, an actinomycete collected from the sediment of the estuary at Rangtanhe, Yantai. Methods The fermentation products of actinomycetes Streptomyces sp.223 were separated and purified by silica gel column chromatography, Sephadex LH-20 gel filtration, TLC and HPLC. The structures of the compounds were identified by spectral data analysis and literature comparison , And preliminary evaluation of its cytotoxic activity using MTT method. Results Seven diketopiperazines were isolated from the fermentation product of the strain and identified as (3S) - (1,4) -dimethyl-3-isopropyl- (2,5) (3), cyclo (L-4-OH-Proline-L (L-4-OH-Pro-L-phenylalanine) dipeptide (6) and cyclo- (L- Pro-L-valine) dipeptide (7). Conclusion As a natural product, Compound 1 was isolated from marine microorganisms for the first time and had significant cytotoxic activity. The half inhibitory concentration (IC 50) of Hela cells was 18.7 μmol·L -1.