| An unusual halogenated meroditerpenoid from Stypopodium flabelliforme: studies by NMR spectroscopic and computational methods. | |
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MedLine Citation:
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PMID: 19698963 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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Meroditerpenoids, 2-[2'(E)-3',7',11',15'-tetramethylhexadec-2-en-1'-yl]-6-methyl-1,4-benzohydroquinone diacetate and 4'-chlorostypotriol triacetate, along with eight known compounds isolated from the dichloromethane extract of the brown alga Stypopodium flabelliforme after peracetylation are reported. One of them, 2-(1-oxo-hexadecyl)-1,3,5-trihydroxybenzene, is described for the first time within this genus. Structural elucidation was carried out on the basis of spectroscopic data and theoretical studies using GIAO/DFT analysis at B3LYP/6-31G(d) and mPW1PW91/6-31G(d) levels of theory for 4'-chlorostypotriol. This isomer is the first metabolite from the Stypopodium genus possessing one halogen atom. |
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Authors:
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Carlos Areche; Aurelio San-Martín; Juana Rovirosa; Jorge Soto-Delgado; Renato Contreras |
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Publication Detail:
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Type: Journal Article; Research Support, Non-U.S. Gov't Date: 2009-08-19 |
Journal Detail:
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Title: Phytochemistry Volume: 70 ISSN: 1873-3700 ISO Abbreviation: Phytochemistry Publication Date: 2009 Jul |
Date Detail:
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Created Date: 2009-09-01 Completed Date: 2009-11-13 Revised Date: - |
Medline Journal Info:
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Nlm Unique ID: 0151434 Medline TA: Phytochemistry Country: United States |
Other Details:
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Languages: eng Pagination: 1315-20 Citation Subset: IM |
Affiliation:
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Departamento de Química, Facultad de Ciencias, Universidad de Chile, Casilla 653, Santiago, Chile. |
Export Citation:
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| MeSH Terms | |
Descriptor/Qualifier:
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Algae, Brown
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chemistry* Computational Biology / methods* Diterpenes / chemistry* Magnetic Resonance Spectroscopy / methods* Molecular Structure Terpenes / chemistry |
| Chemical | |
Reg. No./Substance:
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0/Diterpenes; 0/Terpenes; 71106-25-7/stypotriol |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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