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Bioactive Sulfur-Containing Sulochrin Dimers and Other Metabolites from an Alternaria sp. Isolate from a Hawaiian Soil Sample
[Image: see text] 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. M...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical
Society and American
Society of Pharmacognosy
2014
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4208674/ https://www.ncbi.nlm.nih.gov/pubmed/25265160 http://dx.doi.org/10.1021/np5005449 |
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author | Cai, Shengxin King, Jarrod B. Du, Lin Powell, Douglas R. Cichewicz, Robert H. |
author_facet | Cai, Shengxin King, Jarrod B. Du, Lin Powell, Douglas R. Cichewicz, Robert H. |
author_sort | Cai, Shengxin |
collection | PubMed |
description | [Image: see text] 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. |
format | Online Article Text |
id | pubmed-4208674 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2014 |
publisher | American Chemical
Society and American
Society of Pharmacognosy |
record_format | MEDLINE/PubMed |
spelling | pubmed-42086742015-09-29 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. J Nat Prod [Image: see text] 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. American Chemical Society and American Society of Pharmacognosy 2014-09-29 2014-10-24 /pmc/articles/PMC4208674/ /pubmed/25265160 http://dx.doi.org/10.1021/np5005449 Text en Copyright © 2014 American Chemical Society and American Society of Pharmacognosy Terms of Use (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) |
spellingShingle | Cai, Shengxin King, Jarrod B. Du, Lin Powell, Douglas R. Cichewicz, Robert H. Bioactive Sulfur-Containing Sulochrin Dimers and Other Metabolites from an Alternaria sp. Isolate from a Hawaiian Soil Sample |
title | Bioactive
Sulfur-Containing Sulochrin Dimers and Other
Metabolites from an Alternaria sp. Isolate from a
Hawaiian Soil Sample |
title_full | Bioactive
Sulfur-Containing Sulochrin Dimers and Other
Metabolites from an Alternaria sp. Isolate from a
Hawaiian Soil Sample |
title_fullStr | Bioactive
Sulfur-Containing Sulochrin Dimers and Other
Metabolites from an Alternaria sp. Isolate from a
Hawaiian Soil Sample |
title_full_unstemmed | Bioactive
Sulfur-Containing Sulochrin Dimers and Other
Metabolites from an Alternaria sp. Isolate from a
Hawaiian Soil Sample |
title_short | Bioactive
Sulfur-Containing Sulochrin Dimers and Other
Metabolites from an Alternaria sp. Isolate from a
Hawaiian Soil Sample |
title_sort | bioactive
sulfur-containing sulochrin dimers and other
metabolites from an alternaria sp. isolate from a
hawaiian soil sample |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4208674/ https://www.ncbi.nlm.nih.gov/pubmed/25265160 http://dx.doi.org/10.1021/np5005449 |
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