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J Nat Prod. 2014 Oct 24;77(10):2280-7. doi: 10.1021/np5005449. Epub 2014 Sep 29.

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

Author information

1
Natural Products Discovery Group, Institute for Natural Products Applications and Research Technologies, and ‡Department of Chemistry and Biochemistry, Stephenson Life Sciences Research Center, 101 Stephenson Parkway, University of Oklahoma , Norman, Oklahoma 73019-5251, United States.

Abstract

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.

PMID:
25265160
PMCID:
PMC4208674
DOI:
10.1021/np5005449
[Indexed for MEDLINE]
Free PMC Article

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