| Synthesis and free radical scavenging activity of a novel metabolite from the fungus Colletotrichum gloeosporioides. | |
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MedLine Citation:
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PMID: 16950623 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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A novel metabolite (-)-1 was isolated as its peracetylated derivative, (-)-2-(3',4'-diacetoxyphenyl)-3,4-diacetoxytetrahydrofuran (2), from a strain of the phytopathogenic fungus Colletotrichum gloeosporioides CECT 20122. The synthesis of (-)-1 was carried out by ring-closing metathesis of diene 6 and stereoselective dihydroxylation of a dihydrofuran derivative 7 as key steps. The tetraol (-)-1 showed free radical scavenging activity comparable to that of BHT, caffeic acid or protocatechuic acid. |
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Authors:
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Marienca Femenía-Ríos; Carlos M García-Pajón; Rosario Hernández-Galán; Antonio J Macías-Sánchez; Isidro G Collado |
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Publication Detail:
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Type: Comparative Study; Journal Article; Research Support, Non-U.S. Gov't Date: 2006-09-06 |
Journal Detail:
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Title: Bioorganic & medicinal chemistry letters Volume: 16 ISSN: 0960-894X ISO Abbreviation: Bioorg. Med. Chem. Lett. Publication Date: 2006 Nov |
Date Detail:
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Created Date: 2006-10-09 Completed Date: 2007-01-03 Revised Date: - |
Medline Journal Info:
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Nlm Unique ID: 9107377 Medline TA: Bioorg Med Chem Lett Country: England |
Other Details:
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Languages: eng Pagination: 5836-9 Citation Subset: IM |
Affiliation:
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Departamento de Química Orgánica, Facultad de Ciencias, Universidad de Cádiz, s/n, Apdo. 40, 11510 Puerto Real, Cádiz, Spain. |
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| MeSH Terms | |
Descriptor/Qualifier:
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Acetates
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chemical synthesis,
pharmacology* Antifungal Agents / chemical synthesis*, pharmacology Butylated Hydroxytoluene / pharmacology Caffeic Acids / pharmacology Colletotrichum / metabolism* Free Radical Scavengers / metabolism* Furans / chemical synthesis, pharmacology* Hydroxybenzoic Acids / pharmacology Peracetic Acid / analogs & derivatives, chemical synthesis, pharmacology* Plant Diseases / microbiology |
| Chemical | |
Reg. No./Substance:
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0/2-(3',4'-diacetoxyphenyl)-3,4-diacetoxytetrahydrofuran; 0/Acetates; 0/Antifungal Agents; 0/Caffeic Acids; 0/Free Radical Scavengers; 0/Furans; 0/Hydroxybenzoic Acids; 128-37-0/Butylated Hydroxytoluene; 331-39-5/caffeic acid; 79-21-0/Peracetic Acid; 99-50-3/protocatechuic acid |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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