title: Glionitrin B, a cancer invasion inhibitory diketopiperazine produced by microbial coculture.
abstract: A new diketopiperazine, glionitrin B (1), was produced using a microbial coculture of the fungus Aspergillus fumigatus KMC-901 and the bacterium Sphingomonas sp. KMK-001 that were isolated from acidic coal mine drainage. The structure of 1 was determined to be (3S,10aS)-dithiomethylglionitrin A. This structure was determined by the analyses of extensive NMR data and the circular dichroism spectra of the natural product and a semisynthetic compound derived from glionitrin A. In contrast to glionitrin A (2), glionitrin B (1) is not cytotoxic against the human prostate cancer cell line DU145. However, compound 1 caused suppression of DU145 cell invasion, producing 46% inhibition at 60 μM.
authors.affiliation: Natural Medicine Center, Korea Institute of Science and Technology, Gangneung, Gangwon-do, Republic of Korea.
authors.forename: Hyun Bong
authors.initials: HB
authors.lastname: Park
authors.forename: Young-Joo
authors.initials: YJ
authors.lastname: Kim
authors.forename: Jin-Soo
authors.initials: JS
authors.lastname: Park
authors.forename: Hyun Ok
authors.initials: HO
authors.lastname: Yang
authors.forename: Kang Ro
authors.initials: KR
authors.lastname: Lee
authors.forename: Hak Cheol
authors.initials: HC
authors.lastname: Kwon
mesh_terms: D000970:Antineoplastic Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D001232:Aspergillus fumigatus / Q000737:chemistry*; D054659:Diketopiperazines / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D008297:Male; D015394:Molecular Structure; D011471:Prostatic Neoplasms / Q000378:metabolism; D020578:Sphingomonas / Q000737:chemistry*
chemical_list: D000970:Antineoplastic Agents; D054659:Diketopiperazines; C568803:glionitrin B