title: Gliotoxin analogues from a marine-derived fungus, Penicillium sp., and their cytotoxic and histone methyltransferase inhibitory activities.
abstract: Seven gliotoxin-related compounds were isolated from the fungus Penicillium sp. strain JMF034, obtained from deep sea sediments of Suruga Bay, Japan. These included two new metabolites, bis(dethio)-10a-methylthio-3a-deoxy-3,3a-didehydrogliotoxin (1) and 6-deoxy-5a,6-didehydrogliotoxin (2), and five known metabolites (3-7). The structures of the new compounds were elucidated by analysis of spectroscopic data and the application of the modified Mosher's analysis. All of the compounds exhibited cytotoxic activity, whereas compounds containing a disulfide bond showed potent inhibitory activity against histone methyltransferase (HMT) G9a. None of them inhibited HMT SET7/9.
authors.affiliation: Laboratory of Aquatic Natural Products Chemistry, Graduate School of Agricultural and Life Sciences,  The University of Tokyo , Bunkyo-ku, Tokyo, 113-8657, Japan.
authors.forename: Yi
authors.initials: Y
authors.lastname: Sun
authors.forename: Kentaro
authors.initials: K
authors.lastname: Takada
authors.forename: Yasushi
authors.initials: Y
authors.lastname: Takemoto
authors.forename: Minoru
authors.initials: M
authors.lastname: Yoshida
authors.forename: Yuichi
authors.initials: Y
authors.lastname: Nogi
authors.forename: Shigeru
authors.initials: S
authors.lastname: Okada
authors.forename: Shigeki
authors.initials: S
authors.lastname: Matsunaga
mesh_terms: D000818:Animals; D000970:Antineoplastic Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D004354:Drug Screening Assays, Antitumor; D005912:Gliotoxin / Q000031:analogs & derivatives / Q000494:pharmacology; D000076983:Histone Methyltransferases; D011495:Histone-Lysine N-Methyltransferase / Q000037:antagonists & inhibitors*; D007564:Japan; D007941:Leukemia P388; D015394:Molecular Structure; D010407:Penicillium / Q000737:chemistry*
chemical_list: D000970:Antineoplastic Agents; D005912:Gliotoxin; D000076983:Histone Methyltransferases; D011495:Histone-Lysine N-Methyltransferase