迟缓爱德华氏菌(Edwardsiella tarda)产生的二聚和三聚吲哚类生物碱

Bis- and Tris- Indole Alkaloids from Edwardsiella tarda

摘要:

为了开发利用病原菌资源, 研究了迟缓爱德华氏菌 (Edwardsiella tarda) 的次生代谢产物, 采用凝胶柱色谱、反相高效液相色谱等分离纯化手段, 从该菌发酵产物的乙酸乙酯提取物中分离得到5个吲哚类生物碱1-5。结合其理化性质和波谱学特征, 化合物1-5的结构依次鉴定为: bis(1H-indol-3-yl)phenylmethane (1)、1,1-bis(1H-indol-3-yl)-2-phenylethane (2)、(2S)-3,3-bis (1H-indol-3-yl)propane-1,2-diol (3)、1H,1￠H,1￠￠H-3,2￠:3￠,3￠￠-terindole (4) 和(3,2￠:2￠,3￠￠- terindolin)-3￠-one (5), 其中化合物1、2和4为新天然产物。利用药敏纸片法、二倍稀释法和SRB法, 对5个单体化合物的抗菌和细胞毒活性进行了初步评价。其中化合物1和3对产气杆菌有微弱的抑制作用, 最小抑菌浓度(MIC)均为0.125 g/L。

Abstract:

In order to investigate the potential of pathogens for drug discovery, the secondary metabolites of Edwardsiella tarda were studied. As a result, five indole alkaloids were isolated by column chromatography over silica gel, Sephadex LH-20, and HPLC preparation. By spectroscopic analysis, their structures were identified as bis(1H-indol-3-yl)phenylmethane (1), 1,1-bis(1H-indol- 3-yl)-2-phenylethane (2), (2S)-3,3-bis(1H-indol-3-yl)propane-1,2-diol (3), 1H,1￠H,1￠￠H-3,2￠:3￠,3￠￠- terindole (4), and (3,2￠:2￠,3￠￠-terindolin)-3￠-one (5), respectively. To the best our knowledge, compounds 1, 2 and 4 were isolated as the natural products for the first time. Both compounds 1 and 3 showed weak anti-bacterial activity against Clostridium perfringens with MIC values of 0.125 g/L.