Purpurogemutantin and Purpurogemutantidin, New Drimenyl Cyclohexenone Derivatives Produced by a Mutant Obtained by Diethyl Sulfate Mutagenesis of a Marine-Derived Penicillium purpurogenum G59
Purpurogemutantin and Purpurogemutantidin, New Drimenyl Cyclohexenone Derivatives Produced by a Mutant Obtained by Diethyl Sulfate Mutagenesis of a Marine-Derived Penicillium purpurogenum G59
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Purpurogemutantin 和 Purpurogemutantidin，新的补二甲环己烯酮衍生物，由通过硫酸二乙酯诱变海洋来源的青霉菌 G59 获得的突变体产生
DOI：
10.3390/md10061266
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发表时间：
2012-06-01
期刊：
影响因子：
5.4
通讯作者：
Ye, Wen-Cai
中科院分区：
文献类型：
--
作者：
Fang, Shi-Ming;Cui, Cheng-Bin;Ye, Wen-Cai
从海洋来源的紫青霉G59经二乙基硫酸酯(DES)随机诱变获得的生物活性突变体BD-1-6中分离得到了两个新的二甲烯基环己酮衍生物，分别命名为紫草素(1)和紫草素(2)，以及已知的巨噬菌素A(3)。1和2的结构和绝对构型通过广泛的波谱方法确定，特别是二维核磁共振和电子圆二色谱(ECD)分析。提出并讨论了可能的1-3生物合成途径。化合物1和2对K562、HL-60、HeLa、BGC-823和MCF-7细胞有明显的抑制作用，化合物3对K562和HL-60细胞也有明显的抑制作用。生物测定和化学分析(高效液相、LC-ESIMS)都表明，亲本菌株G59不产生1-3，突变株BD-1-6的DES诱变(S)激活了亲本菌株G59中一些沉默的生物合成途径，其中包括一套合成1-3的途径。
Two new drimenyl cyclohexenone derivatives, named purpurogemutantin (1) and purpurogemutantidin (2), and the known macrophorin A (3) were isolated from a bioactive mutant BD-1-6 obtained by random diethyl sulfate (DES) mutagenesis of a marine-derived Penicillium purpurogenum G59. Structures and absolute configurations of 1 and 2 were determined by extensive spectroscopic methods, especially 2D NMR and electronic circular dichroism (ECD) analysis. Possible biosynthetic pathways for 1–3 were also proposed and discussed. Compounds 1 and 2 significantly inhibited human cancer K562, HL-60, HeLa, BGC-823 and MCF-7 cells, and compound 3 also inhibited the K562 and HL-60 cells. Both bioassay and chemical analysis (HPLC, LC-ESIMS) demonstrated that the parent strain G59 did not produce 1–3, and that DES-induced mutation(s) in the mutant BD-1-6 activated some silent biosynthetic pathways in the parent strain G59, including one set for 1–3 production.