DNA Methyltransferase Inhibitor Induced Fungal Biosynthetic Products: Diethylene Glycol Phthalate Ester Oligomers from the Marine-Derived Fungus Cochliobolus lunatus

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Abstract
Chemical epigenetic manipulation was applied to the marine-derived fungus Cochliobolus lunatus (TA26–46) with a DNA methyltransferase inhibitor resulting in the significant changes of the secondary metabolites. Cultivation of C. lunatus (TA26–46) with 5-azacytidine led to the isolation of seven new diethylene glycol phthalate esters, cochphthesters A−G (1−6, 10), along with four known analogues (7−9, 11). Their structures were determined by extensive NMR spectroscopic spectra as well as MS data. Compounds 2−6 and 8−11, characterized by the cross-polymerization of phthalate across diethylene glycol via ester bonds, represent the first example of naturally occurring phthalate ester oligomers. Chemical epigenetic manipulation was applied to a marine-derived fungus resulting in significant changes of secondary metabolites
Funding Information
  • The China Postdoctoral Science Foundation funded project (2014M560582)
  • the Taishan Scholars Program of Shandong, China
  • the Program of National Natural Science Foundation of China (U1406402)
  • the Program of Natural Science Foundation of Shandong Province of China (JQ201510)

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