RESUMO
A new sesquiterpene (1), and a halogenated C15 acetogenin (2), a stereoisomer of neoisoprelaurefucin were isolated from Laurencia obtusa. Four known compounds laurencienyne (3), rogiolenyne B (4), obtusenol (5), and (3E)-dactomelyne (6) were also isolated from this alga. Rogiolenyne B (4) and (3E)-dactomelyne (6) were found for the first from this species. The structures of these compounds were elucidated by spectroscopic methods. The unambiguous assignments of the 1H and 13C NMR spectral data of (5) and 13C NMR data of (6) were also reported for the first time.
Assuntos
Álcoois Graxos/química , Álcoois Graxos/isolamento & purificação , Lactonas/química , Lactonas/isolamento & purificação , Laurencia/química , Sesquiterpenos/química , Sesquiterpenos/isolamento & purificação , Acetogeninas , Halogênios/química , Laurencia/metabolismo , Espectroscopia de Ressonância MagnéticaRESUMO
Four new sesquiterpenes, (8R)-8-bromo-10-epi-beta-snyderol (1), (8S)-8-bromo-beta-snyderol (2), 5-bromo-3-(3'-hydroxy-3'-methylpent-4'-enylidene)-2,4,4-trimethylcyclohexanone (3), and the epoxide 4, have been isolated from the chloroform-methanol extract of Laurencia obtusa, together with the three known compounds alpha-snyderol (5), alpha-snyderol acetate (6), and stigmasterol. The structures of the isolated compounds were elucidated through spectroscopic analyses. Compound 1 showed antimalarial activity, with IC(50) values of 2700 and 4000 ng/mL against the D6 and W2 clones of Plasmodium falciparum, respectively.
Assuntos
Antimaláricos/isolamento & purificação , Hidrocarbonetos Bromados/isolamento & purificação , Laurencia/química , Plasmodium falciparum/efeitos dos fármacos , Sesquiterpenos/isolamento & purificação , Animais , Antimaláricos/química , Antimaláricos/farmacologia , Hidrocarbonetos Bromados/química , Hidrocarbonetos Bromados/farmacologia , Concentração Inibidora 50 , Estrutura Molecular , Ressonância Magnética Nuclear Biomolecular , Sesquiterpenos/química , Sesquiterpenos/farmacologia , Estereoisomerismo , Estigmasterol/química , Estigmasterol/isolamento & purificação , TurquiaRESUMO
Dracunculus vulgaris Schott is only one taxon of the genus Dracunculus (Araceae) in Turkey. The tubers and the fruits with the seeds of D. vulgaris have long been in use for the treatment of rheumatism and hemorrhoids, respectively. The fatty acid composition of D. vulgaris seeds have been analyzed as their methyl esters by GC and GC-mass spectrometry. C16:0, C16:1n-7, C18:1n-9, C18:1n-7 (cis -vaccenic acid), C18:2n-6 and 13-phenyl tridecanoic acids were found to be the main components in the seed oil.