Document Detail


An unusual halogenated meroditerpenoid from Stypopodium flabelliforme: studies by NMR spectroscopic and computational methods.
MedLine Citation:
PMID:  19698963     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
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.
Authors:
Carlos Areche; Aurelio San-Martín; Juana Rovirosa; Jorge Soto-Delgado; Renato Contreras
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't     Date:  2009-08-19
Journal Detail:
Title:  Phytochemistry     Volume:  70     ISSN:  1873-3700     ISO Abbreviation:  Phytochemistry     Publication Date:  2009 Jul 
Date Detail:
Created Date:  2009-09-01     Completed Date:  2009-11-13     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  0151434     Medline TA:  Phytochemistry     Country:  United States    
Other Details:
Languages:  eng     Pagination:  1315-20     Citation Subset:  IM    
Affiliation:
Departamento de Química, Facultad de Ciencias, Universidad de Chile, Casilla 653, Santiago, Chile.
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MeSH Terms
Descriptor/Qualifier:
Algae, Brown / chemistry*
Computational Biology / methods*
Diterpenes / chemistry*
Magnetic Resonance Spectroscopy / methods*
Molecular Structure
Terpenes / chemistry
Chemical
Reg. No./Substance:
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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