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Bioactive sulfur-containing sulochrin dimers and other metabolites from an Alternaria sp. isolate from a Hawaiian soil sample

Cai, Shengxin ; King, Jarrod B ; Du, Lin ; Powell, Douglas R ; Cichewicz, Robert H

Journal of natural products, 24 October 2014, Vol.77(10), pp.2280-7 [Peer Reviewed Journal]

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Title:
Bioactive sulfur-containing sulochrin dimers and other metabolites from an Alternaria sp. isolate from a Hawaiian soil sample
Author: Cai, Shengxin ; King, Jarrod B ; Du, Lin ; Powell, Douglas R ; Cichewicz, Robert H
Subjects: Alternaria -- Chemistry ; Benzoates -- Isolation & Purification
Is Part Of: Journal of natural products, 24 October 2014, Vol.77(10), pp.2280-7
Description: Polluxochrin (1) and dioschrin (2), two new dimers of sulochrin linked by thioether bonds, were purified from an Alternaria sp. isolate obtained from a Hawaiian soil sample. The structures of the two metabolites were established by NMR, mass spectrometry data, and X-ray analysis. Metabolite 1 was determined to be susceptible to intramolecular cyclization under aqueous conditions, resulting in the generation of 2 as well as another dimeric compound, castochrin (3). An additional nine new metabolites were also obtained, including four new pyrenochaetic acid derivatives (8-11), one new asterric acid analogue (13), and four new secalonic acid analogues (14-17). Bioassay analysis of these compounds revealed 1-3 displayed antimicrobial and weak cytotoxic activities.
Language: English
Identifier: E-ISSN: 1520-6025 ; PMID: 25265160 Version:1 ; DOI: 10.1021/np5005449

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