title: Isolation, structure elucidation, and biological activity of virgineone from Lachnum Wirgineum using the genome-wide Candida albicans fitness test.
abstract: A glycosylated tetramic acid, virgineone (1), was isolated from saprotrophic Lachnum virgineum. The antifungal activity of the fermentation extract of L. virgineum was characterized in the Candida albicans fitness test as distinguishable from other natural products tested. Bioassay-guided fractionation yielded 1, a tyrosine-derived tetramic acid with a C-22 oxygenated chain and a beta-mannose. It displayed broad-spectrum antifungal activity against Candida spp. and Aspergillus fumigatus with a MIC of 4 and 16 microg/mL, respectively. Virgineone was also identified in a number of Lachnum strains collected from diverse geographies and habitats.
authors.affiliation: Natural Products Chemistry, Merck Research Laboratories, Rahway, New Jersey 07065, USA.
authors.forename: John
authors.initials: J
authors.lastname: Ondeyka
authors.forename: Guy
authors.initials: G
authors.lastname: Harris
authors.forename: Deborah
authors.initials: D
authors.lastname: Zink
authors.forename: Angela
authors.initials: A
authors.lastname: Basilio
authors.forename: Francisca
authors.initials: F
authors.lastname: Vicente
authors.forename: Gerald
authors.initials: G
authors.lastname: Bills
authors.forename: Gonzalo
authors.initials: G
authors.lastname: Platas
authors.forename: Javier
authors.initials: J
authors.lastname: Collado
authors.forename: Antonio
authors.initials: A
authors.lastname: Gonzáez
authors.forename: Mercedes
authors.initials: M
authors.lastname: de la Cruz
authors.forename: Jesus
authors.initials: J
authors.lastname: Martin
authors.forename: Jennifer Nielsen
authors.initials: JN
authors.lastname: Kahn
authors.forename: Stefan
authors.initials: S
authors.lastname: Galuska
authors.forename: Robert
authors.initials: R
authors.lastname: Giacobbe
authors.forename: George
authors.initials: G
authors.lastname: Abruzzo
authors.forename: Emily
authors.initials: E
authors.lastname: Hickey
authors.forename: Paul
authors.initials: P
authors.lastname: Liberator
authors.forename: Bo
authors.initials: B
authors.lastname: Jiang
authors.forename: Deming
authors.initials: D
authors.lastname: Xu
authors.forename: Terry
authors.initials: T
authors.lastname: Roemer
authors.forename: Sheo B
authors.initials: SB
authors.lastname: Singh
mesh_terms: D000818:Animals; D000935:Antifungal Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D001118:Argentina; D001203:Ascomycota / Q000737:chemistry*; D002176:Candida albicans / Q000187:drug effects*; D006027:Glycosides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D007668:Kidney / Q000187:drug effects; D051379:Mice; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D011760:Pyrrolidinones / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*
chemical_list: D000935:Antifungal Agents; D006027:Glycosides; D011760:Pyrrolidinones; C535097:virgineone