%0 Journal Article
%T Purpurogemutantin and Purpurogemutantidin, New Drimenyl Cyclohexenone Derivatives Produced by a Mutant Obtained by Diethyl Sulfate Mutagenesis of a Marine-Derived Penicillium purpurogenum G59
%A Shi-Ming Fang
%A Cheng-Bin Cui
%A Chang-Wei Li
%A Chang-Jing Wu
%A Zhi-Jun Zhang
%A Li Li
%A Xiao-Jun Huang
%A Wen-Cai Ye
%J Marine Drugs
%D 2012
%I MDPI AG
%R 10.3390/md10061266
%X 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¨C 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¨C 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¨C 3 production.
%K purpurogemutantin
%K purpurogemutantidin
%K sesquiterpene
%K meroterpenoid
%K structure determination
%K antitumor activity
%K Penicillium purpurogenum
%K marine-derived fungus
%K DES mutagenesis
%U http://www.mdpi.com/1660-3397/10/6/1266