RESUMEN
Ferula hermonis Boiss. (Apiaceae), commonly known as 'Shilsh-el-zallouh', 'Hashishat-al-kattira' or 'The Lebanese viagra', is a small shrub that grows abundantly on the Hermon Mountain between Syria and Lebanon. The seeds and roots of this plant have long been used in the Middle East as an aphrodisiac, and for the treatment of frigidity and impotence for both men and women. The antiinflammatory properties of three major daucane esters, ferutinin (1) teferin (2) and teferidin (3), isolated from the root oil of Ferula hermonis, were assessed by the carrageenan-induced oedema model in rats. The antiinflammatory effect of both 1 and 2 was observed with a dose of 100 mg/kg, while compound 3 did not show any antiinflammatory activity; conversely it produced a significant proinflammatory effect 2 and 3 h after carrageenan injection.
Asunto(s)
Antiinflamatorios/farmacología , Edema/tratamiento farmacológico , Ferula/química , Extractos Vegetales/farmacología , Sesquiterpenos/farmacología , Animales , Antiinflamatorios/química , Antiinflamatorios/aislamiento & purificación , Afrodisíacos/uso terapéutico , Benzoatos/química , Benzoatos/aislamiento & purificación , Benzoatos/farmacología , Compuestos Bicíclicos con Puentes/química , Compuestos Bicíclicos con Puentes/aislamiento & purificación , Compuestos Bicíclicos con Puentes/farmacología , Carragenina/toxicidad , Cicloheptanos/química , Cicloheptanos/aislamiento & purificación , Cicloheptanos/farmacología , Edema/inducido químicamente , Edema/patología , Femenino , Pie , Humanos , Masculino , Medio Oriente , Modelos Animales , Extractos Vegetales/química , Aceites de Plantas/química , Aceites de Plantas/farmacología , Raíces de Plantas/química , Ratas , Ratas Wistar , Sesquiterpenos/química , Sesquiterpenos/aislamiento & purificación , Disfunciones Sexuales Psicológicas/tratamiento farmacológico , Ácido Vanílico/análogos & derivados , Ácido Vanílico/química , Ácido Vanílico/aislamiento & purificación , Ácido Vanílico/farmacologíaRESUMEN
Seventeen daucane esters have been isolated from the seeds of Ferula hermonis Boiss (Apiaceae). Three of these sesquiterpenes, 4beta-hydroxy-6alpha-benzoyl-7-daucen-9-one (1), 4beta, 8beta-dihydroxy-6alpha-benzoyl-dauc-9-ene (2), and 4beta, 9alpha-dihydroxy-6alpha-benzoyl-dauc-7-ene (4), named feruhermonins A-C, respectively, are novel natural products. The structures of these compounds were elucidated unequivocally by a series of 1D and 2D NMR analyses. Although 4beta, 8beta-dihydroxy-6alpha-(4-hydroxy-3-methoxybenzoyl)-dauc-9-ene (3) was reported previously, the complete spectroscopic data for this compound are presented here for the first time.