Bioactive Sulfur-Containing Sulochrin Dimers and Other Metabolites from an Alternaria sp. Isolate from a Hawaiian Soil Sample | Zendy

Shengxin Cai | Zendy; Jarrod B. King | Zendy; Lin Du | Zendy; Douglas R. Powell | Zendy; Robert H. Cichewicz | Zendy

Open Access

Bioactive Sulfur-Containing Sulochrin Dimers and Other Metabolites from an Alternaria sp. Isolate from a Hawaiian Soil Sample

Author(s) -

Shengxin Cai,

Jarrod B. King,

Lin Du,

Douglas R. Powell,

Robert H. Cichewicz

Publication year - 2014

Publication title -

journal of natural products

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.976

H-Index - 139

eISSN - 1520-6025

pISSN - 0163-3864

DOI - 10.1021/np5005449

Subject(s) - metabolite , bioassay , stereochemistry , alternaria , thioether , mass spectrometry , chemistry , antimicrobial , intramolecular force , secondary metabolite , organic chemistry , biology , chromatography , botany , biochemistry , genetics , gene

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.

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