RESUMO
Analysis of a methanolic extract of Tagetes lucida leaves has resulted in the isolation of a new flavonol glycoside, quercetagenin 3,4'-dimethyl ether 7-O-beta-D-glucopyranoside (1), two new phenolic acids, 3-(2-O-beta-D-glucopyranosyl-4-methoxyphenyl)propanoic acid (2) and its methylester (3), and known flavonols, aromatic acids, and 7-methoxycoumarin. Using the DPPH degrees test, the extract and some of its constituents showed a significant free-radical-scavenging effect in comparison to alpha-tocopherol and standard flavonols.
Assuntos
Antioxidantes/isolamento & purificação , Flavonoides/isolamento & purificação , Sequestradores de Radicais Livres/isolamento & purificação , Glicosídeos/isolamento & purificação , Plantas Medicinais/química , Tagetes/química , Antioxidantes/química , Antioxidantes/farmacologia , Compostos de Bifenilo , Cromatografia Líquida de Alta Pressão , Flavonoides/química , Flavonoides/farmacologia , Sequestradores de Radicais Livres/química , Sequestradores de Radicais Livres/farmacologia , Glicosídeos/química , Glicosídeos/farmacologia , Guatemala , Estrutura Molecular , Ressonância Magnética Nuclear Biomolecular , Picratos , Folhas de Planta/química , Espectrofotometria Ultravioleta , Tocoferóis/farmacologiaRESUMO
The aim of the present study was to evaluate the in vitro antioxidant and in vivo photoprotective activities of an ethanolic extract of Culcitium reflexum H.B.K. leaves (ECR extract). The antioxidant activity of the extract was assessed by means of three different in vitro tests: (1) bleaching of the stable 1,1-diphenyl-2-picrylhydrazyl radical; (2) peroxidation, induced by the water-soluble radical initiator 2,2'-azobis(2-amidinopropane)hydrochloride, on mixed dipalmitoylphosphatidylcholine/linoleic acid unilamellar vesicles; (3) UV radiation-induced peroxidation in phosphatidylcholine multilamellar vesicles. In all in vitro tests used the ECR extract showed a significant antioxidant effect. Furthermore, a gel formulation containing this extract proved, when topically applied, to afford a significant in vivo protection against UV-B-induced skin erythema in healthy human volunteers. Then, by chromatographic fractionation and spectroscopic methods, we identified some cinnamic acid derivatives and the major flavonoid constituents of the ECR extract, viz. the flavonols rutin, quercetin-3-O-beta-D-galactopyranoside-4'-O-beta-D-glucopyranoside, quercetin-3-O-beta-D-glucopyranoside, isorhamnetin-3-O-beta-D-galactopyranoside, quercetin and kaempferol.
