An unusual halogenated meroditerpenoid from Stypopodium flabelliforme: Studies by NMR spectroscopic and computational methods
Abstract
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. © 2009 Elsevier Ltd. All rights reserved.
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| Título según WOS: | An unusual halogenated meroditerpenoid from Stypopodium flabelliforme: Studies by NMR spectroscopic and computational methods |
| Título según SCOPUS: | An unusual halogenated meroditerpenoid from Stypopodium flabelliforme: Studies by NMR spectroscopic and computational methods |
| Título de la Revista: | PHYTOCHEMISTRY |
| Volumen: | 70 |
| Número: | 10 |
| Editorial: | PERGAMON-ELSEVIER SCIENCE LTD |
| Fecha de publicación: | 2009 |
| Página de inicio: | 1315 |
| Página final: | 1320 |
| Idioma: | English |
| URL: | http://linkinghub.elsevier.com/retrieve/pii/S0031942209002921 |
| DOI: |
10.1016/j.phytochem.2009.07.017 |
| Notas: | ISI, SCOPUS |