title: Diarylcyclopentendione metabolite obtained from a Preussia typharum isolate procured using an unconventional cultivation approach.
abstract: An uncommon 2,5-diarylcyclopentenone compound, preussidone (1), and a new biphenyl compound, 1',5-dimethoxy-3,5'-dimethyl-2,3'-oxybiphenyl-1,2'-diol (4), together with two known biphenyl compounds, 5-methoxy-3,5'-dimethyl-2,3'-oxybiphenyl-1,1',2'-triol (2) and cyperin (3), were obtained from a Preussia typharum isolate that was procured using a panel of unconventional media formulations. The structures of the new compounds were established by NMR and mass spectrometry, while the absolute configuration of 1 was assigned by quantum chemical ECD and VCD calculations. The antimicrobial and DPPH radical scavenging activities of 1-4 were tested. Compounds 2 and 4 exhibited DPPH radical scavenging activities that were comparable to the positive control ascorbic acid.
authors.affiliation: Institute for Natural Products Applications and Research Technologies, Stephenson Life Sciences Research Center, 101 Stephenson Parkway, University of Oklahoma, Norman, Oklahoma 73019-5251, USA.
authors.forename: Lin
authors.initials: L
authors.lastname: Du
authors.forename: Jarrod B
authors.initials: JB
authors.lastname: King
authors.forename: Brian H
authors.initials: BH
authors.lastname: Morrow
authors.forename: Jana K
authors.initials: JK
authors.lastname: Shen
authors.forename: Andrew N
authors.initials: AN
authors.lastname: Miller
authors.forename: Robert H
authors.initials: RH
authors.lastname: Cichewicz
mesh_terms: D001203:Ascomycota / Q000737:chemistry*; D001713:Biphenyl Compounds / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D003517:Cyclopentanes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D016166:Free Radical Scavengers / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010851:Picrates / Q000737:chemistry / Q000494:pharmacology
chemical_list: C577726:1',5-dimethoxy-3,5'-dimethyl-2,3'-oxybiphenyl-1,2'-diol; D001713:Biphenyl Compounds; D003517:Cyclopentanes; D016166:Free Radical Scavengers; D010851:Picrates; C577725:preussidone; C007201:cyclopentanone; C004931:1,1-diphenyl-2-picrylhydrazyl