title: Talarolutins A-D: Meroterpenoids from an endophytic fungal isolate of Talaromyces minioluteus.
abstract: Four meroterpenoids [talarolutins A-D] and one known compound [purpurquinone A] were characterized from an endophytic fungal isolate of Talaromyces minioluteus (G413), which was obtained from the leaves of the medicinal plant milk thistle [Silybum marianum (L.) Gaertn. (Asteraceae)]. The structures of talarolutins A-D were determined by the analysis of various NMR and MS techniques. The relative and absolute configuration of talarolutin A was determined by X-ray diffraction analysis. A combination of NOESY data and comparisons of ECD spectra were employed to assign the relative and absolute configuration of the other analogs. Talarolutins B-D were tested for cytotoxicity against human prostate carcinoma (PC-3) cell line, antimicrobial activity, and induction of quinone reductase; no notable bioactivity was observed in any assay.
authors.affiliation: Department of Chemistry and Biochemistry, University of North Carolina at Greensboro, Greensboro, NC 27402, USA.
authors.forename: Amninder
authors.initials: A
authors.lastname: Kaur
authors.affiliation: Department of Chemistry and Biochemistry, University of North Carolina at Greensboro, Greensboro, NC 27402, USA.
authors.forename: Huzefa A
authors.initials: HA
authors.lastname: Raja
authors.affiliation: Department of Chemistry, University of Iowa, Iowa City, IA 52242, USA.
authors.forename: Dale C
authors.initials: DC
authors.lastname: Swenson
authors.affiliation: Department of Pharmaceutical Sciences, Skaggs School of Pharmacy and Pharmaceutical Sciences, University of Colorado Denver, Aurora, CO 80045, USA.
authors.forename: Rajesh
authors.initials: R
authors.lastname: Agarwal
authors.affiliation: Department of Pharmaceutical Sciences, Skaggs School of Pharmacy and Pharmaceutical Sciences, University of Colorado Denver, Aurora, CO 80045, USA.
authors.forename: Gagan
authors.initials: G
authors.lastname: Deep
authors.affiliation: Department of Biological Sciences, Virginia Polytechnic Institute and State University, Blacksburg, VA 24061, USA.
authors.forename: Joseph O
authors.initials: JO
authors.lastname: Falkinham
authors.affiliation: Department of Chemistry and Biochemistry, University of North Carolina at Greensboro, Greensboro, NC 27402, USA. Electronic address: nicholas_oberlies@uncg.edu.
authors.forename: Nicholas H
authors.initials: NH
authors.lastname: Oberlies
mesh_terms: D018360:Crystallography, X-Ray; D006801:Humans; D008297:Male; D008826:Microbial Sensitivity Tests; D020944:Silybum marianum / Q000382:microbiology; D008968:Molecular Conformation; D015394:Molecular Structure; D016660:NAD(P)H Dehydrogenase (Quinone) / Q000187:drug effects; D019906:Nuclear Magnetic Resonance, Biomolecular; D018515:Plant Leaves / Q000382:microbiology; D011471:Prostatic Neoplasms / Q000188:drug therapy; D032901:Talaromyces / Q000737:chemistry*; D013729:Terpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology
chemical_list: D013729:Terpenes; C000610694:talarolutin B; C000610695:talarolutin C; C000610696:talarolutin D; D016660:NAD(P)H Dehydrogenase (Quinone)
keywords: Asteraceae; Fungal endophyte; Meroterpenoid; Milk thistle; Silybum marianum; Talaromyces minioluteus