Calbistrin E and two other new metabolites from an Australian isolate of Penicillium striatisporum.
An Australian isolate of Penicillium striatisporum collected near Shalvey, New South Wales, exhibited selective antifungal activity against Candida albicans versus Saccharomyces cerevisiae. Bioassay-directed fractionation yielded members of the rare class of fungal metabolites known as the calbistrins. These included a new example of this structure class, calbistrin E (1), as well as the known polyenes calbistrin C (2) and deformylcalbistrin A (3). Also recovered from P. striatisporum were new triene and butenolide acids, striatisporin A (4) and striatisporolide A (5), together with the known fungal metabolites versiol (6) and (+)-hexylitaconic acid (7). Structures for all metabolites were determined by detailed spectroscopic analysis.
Stewart
Michael
M
Centre for Molecular Biodiversity, Institute for Molecular Bioscience, University of Queensland, St. Lucia, Queensland 4072, Australia.
Capon
Robert J
RJ
Lacey
Ernest
E
Tennant
Shaun
S
Gill
Jennifer H
JH
D000935:Antifungal Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D001315:Australia; D002176:Candida albicans / Q000187:drug effects; D006575:Heterocyclic Compounds, 3-Ring / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D015394:Molecular Structure; D009281:Naphthalenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D009517:New South Wales; D019906:Nuclear Magnetic Resonance, Biomolecular; D010407:Penicillium / Q000737:chemistry*; D012441:Saccharomyces cerevisiae / Q000187:drug effects; D013386:Succinates / Q000737:chemistry
C426868:2-methylene-3-hexylbutanedioic acid; D000935:Antifungal Agents; D006575:Heterocyclic Compounds, 3-Ring; D009281:Naphthalenes; D013386:Succinates; C501037:calbistrin E; C470969:versiol