title: Bioactive sulfur-containing sulochrin dimers and other metabolites from an Alternaria sp. isolate from a Hawaiian soil sample.
abstract: Polluxochrin (1) and dioschrin (2), two new dimers of sulochrin linked by thioether bonds, were purified from an Alternaria sp. isolate obtained from a Hawaiian soil sample. The structures of the two metabolites were established by NMR, mass spectrometry data, and X-ray analysis. Metabolite 1 was determined to be susceptible to intramolecular cyclization under aqueous conditions, resulting in the generation of 2 as well as another dimeric compound, castochrin (3). An additional nine new metabolites were also obtained, including four new pyrenochaetic acid derivatives (8-11), one new asterric acid analogue (13), and four new secalonic acid analogues (14-17). Bioassay analysis of these compounds revealed 1-3 displayed antimicrobial and weak cytotoxic activities.
authors.affiliation: Natural Products Discovery Group, Institute for Natural Products Applications and Research Technologies, and ‡Department of Chemistry and Biochemistry, Stephenson Life Sciences Research Center, 101 Stephenson Parkway, University of Oklahoma , Norman, Oklahoma 73019-5251, United States.
authors.forename: Shengxin
authors.initials: S
authors.lastname: Cai
authors.forename: Jarrod B
authors.initials: JB
authors.lastname: King
authors.forename: Lin
authors.initials: L
authors.lastname: Du
authors.forename: Douglas R
authors.initials: DR
authors.lastname: Powell
authors.forename: Robert H
authors.initials: RH
authors.lastname: Cichewicz
mesh_terms: D000528:Alternaria / Q000737:chemistry*; D000900:Anti-Bacterial Agents / Q000737:chemistry; D001565:Benzoates / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D018360:Crystallography, X-Ray; D006254:Hawaii; D006801:Humans; D008968:Molecular Conformation; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010647:Phenyl Ethers / Q000737:chemistry; D012988:Soil Microbiology
chemical_list: D000900:Anti-Bacterial Agents; D001565:Benzoates; D010647:Phenyl Ethers; C000593738:dioschrin; C000593736:polluxochrin; C078941:asterric acid; C111298:sulochrin