α-Pyrone and Sterol Constituents of Penicillium aurantiacobrunneum , a Fungal Associate of the Lichen Niebla homalea

Four new metabolites, 4- -citreoviridin ( ), auransterol ( ), and two analogues ( and ) of paxisterol ( ), together with two known metabolites (15 *,20 *)-dihydroxyepisterol ( ) and ( ), were isolated from cultures of the fungal associate, , of the lichen , endemic to California and Baja California....

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Bibliographic Details
Published in:Journal of natural products (Washington, D.C.) D.C.), 2019-09, Vol.82 (9), p.2529-2536
Main Authors: Tan, Choon Yong, Wang, Fengrui, Anaya-Eugenio, Gerardo D, Gallucci, Judith C, Goughenour, Kristie D, Rappleye, Chad A, Spjut, Richard W, Carcache de Blanco, Esperanza J, Kinghorn, A Douglas, Rakotondraibe, L Harinantenaina
Format: Article
Language:English
Subjects:
Cell Line, Tumor
Crystallography, X-Ray
Drug Screening Assays, Antitumor
Fungi - isolation & purification
Humans
Lichens - microbiology
Molecular Structure
Penicillium - chemistry
Pyrones - chemistry
Pyrones - pharmacology
Spectrum Analysis - methods
Sterols - chemistry
Sterols - pharmacology
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Summary:Four new metabolites, 4- -citreoviridin ( ), auransterol ( ), and two analogues ( and ) of paxisterol ( ), together with two known metabolites (15 *,20 *)-dihydroxyepisterol ( ) and ( ), were isolated from cultures of the fungal associate, , of the lichen , endemic to California and Baja California. The structures of all compounds were determined by comprehensive spectroscopic and spectrometric methods, as well as single-crystal X-ray diffraction for the determination of the absolute configuration of . Compound showed selective cytotoxicity toward MCF-7 breast and A2780 ovarian cells with IC values of 4.2 and 5.7 μM, respectively.
ISSN:0163-3864
1520-6025
1520-6025
DOI:10.1021/acs.jnatprod.9b00340