RESUMO
Tagetes lucida is widely used in traditional Mexican medicine for several disorders, including those associated with inflammation. In this work, fifteen compounds were identified (1-15) from T. lucida. Some of these compounds (1-8, 10, 12-14) were detected for the first time in the plant, and quercetagetin 7-O-ß-(6''-Protocatecoyl) glucopyranoside (13) has been identified for any plant species. The inflammation inhibition effects of these compounds were as follows: Amix (1-2) > 10 > 12a > 13 > 14a > Bmix (3-9) > 12; 12 and 13 showed a dose-response behavior. The mixture of 14 and 15 was not active. This work contributes to the knowledge of the anti-inflammatory capacity of T. lucida and the chemical identity of their bioactive compounds.
Assuntos
Tagetes , Anti-Inflamatórios/farmacologia , Cumarínicos/farmacologia , Flavonoides/química , Inflamação , Extratos Vegetais/farmacologia , Tagetes/química , Terpenos/farmacologiaRESUMO
In this study, we isolated from the aerial parts of Baccharis conferta Kunth (i) a new neoclerodane, denominated "bacchofertone"; (ii) four known terpenes: schensianol A, bacchofertin, kingidiol and oleanolic acid; and (iii) two flavonoids: cirsimaritin and hispidulin. All structures were identified by an exhaustive analysis of nuclear magnetic resonance (NMR) and mass spectroscopy (MS). Extracts from aerial parts were screened for anti-inflammatory activity in the mice ear edema model of 12-O-tetradecanoylforbol-13-acetate mice. Dichloromethane extract (BcD) exhibited 78.5 ± 0.72% inhibition of edema, followed by the BcD2 and BcD3 fractions of 71.4% and 82.9% respectively, at a dose of 1 mg/ear. Kingidiol and cirsimaritin were the most potent compounds identified, with a median effective dose of 0.12 and 0.16 mg/ear, respectively. A histological analysis showed that the topical application of TPA promoted intense cell infiltration, and this inflammatory parameter was reduced with the topical application of isolated compounds.
Assuntos
Anti-Inflamatórios , Baccharis/química , Otopatias , Edema , Flavonas , Terpenos , Acetato de Tetradecanoilforbol/toxicidade , Animais , Anti-Inflamatórios/química , Anti-Inflamatórios/isolamento & purificação , Anti-Inflamatórios/farmacologia , Modelos Animais de Doenças , Otopatias/induzido quimicamente , Otopatias/tratamento farmacológico , Otopatias/metabolismo , Otopatias/patologia , Edema/induzido quimicamente , Edema/tratamento farmacológico , Edema/metabolismo , Edema/patologia , Flavonas/química , Flavonas/isolamento & purificação , Flavonas/farmacologia , Masculino , Camundongos , Camundongos Endogâmicos ICR , Terpenos/química , Terpenos/isolamento & purificação , Terpenos/farmacologiaRESUMO
The anti-inflammatory activity of hexane (TlH) and acetone (TlAc) extracts from the aerial parts of Tagetes lucida were evaluated in a mice model of 12-Ο-Tetradecanoylphorbol 13-Acetate (TPA)-induced auricular oedema. Also, five coumarin compounds from the TlH extract were identified, characterized and evaluated: 7-isoprenyloxycoumarin (1), herniarin (2), 6-methoxy-7-isoprenyloxycoumarin (3), 6,7,8-trimethoxycoumarin (4) and scoparone (5). Compounds 1 and 3 had not been previously identified in T. lucida. Compound 1 showed the highest activity with an 81.1% of oedema inhibition, while 2 reduced it in 54.4%, the other compounds showed less than 50% of inhibitory activity. The chemical structure of the compounds reveal that the substituent at the C-7 position is a crucial factor in exerting the anti-inflammatory activity.