title: Penifulvins B-E and a silphinene analogue: sesquiterpenoids from a fungicolous isolate of Penicillium griseofulvum.
abstract: Penifulvins B-E (2-5), four new sesquiterpenoids with a dioxa[5.5.5.6]fenestrane ring system, have been isolated from cultures of an isolate of Penicillium griseofulvum (NRRL 35584), together with a new silphinene derivative, 12-hydroxysilphinene-15-oic acid (6). Penifulvins B-E (2-5) are oxidized analogues of penifulvin A (1) and were identified by analysis of NMR and MS data. 12-Hydroxysilphinen-15-oic acid (6) is biogenetically similar, and penifulvins A-E are presumed to be derived from a silphinene precursor. The structures of 2-6, including absolute configuration, were assigned by analysis of NMR data and application of chemical methods.
authors.affiliation: Department of Chemistry, University of Iowa, Iowa City, Iowa 52242, USA.
authors.forename: Sang Hee
authors.initials: SH
authors.lastname: Shim
authors.forename: James B
authors.initials: JB
authors.lastname: Gloer
authors.forename: Donald T
authors.initials: DT
authors.lastname: Wicklow
mesh_terms: D006254:Hawaii; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010407:Penicillium / Q000737:chemistry*; D012717:Sesquiterpenes / Q000737:chemistry* / Q000302:isolation & purification*
chemical_list: D012717:Sesquiterpenes