Unusual C,O-Fused Glycosylapigenins from Serjania marginata Leaves

Autor(es)

Heredia-Vieira, Silvia C. ^[1] ; Simonet, Ana M. ^[2] ; Vilegas, Wagner ^[3] ; Macias, Francisco A. ^[2]

Afiliação do(s) autor(es)

^[1] Univ Estadual Paulista, UNESP, Fac Pharmaceut Sci, BR-14801902 Sao Paulo - Brazil

^[2] Univ Cadiz, Fac Ciencias, Inst Biomol INBIO, Dept Quim Organ, Grp Alelopatia, Puerto Real 11510, Cadiz - Spain

^[3] Univ Estadual Paulista, UNESP, BR-11330900 Sao Paulo - Brazil

• Tipo de documento: Artigo Científico
• Fonte: Journal of Natural Products; v. 78, n. 1, p. 77-84, JAN 2015.
• Citações Web of Science: 9

Resumo

A phytochemical study of a Serjania marginata leaf extract with antiulcer activity afforded 15 compounds, including the new 3-O-alpha-L-arabinopyranosyl(1 -> 3)-alpha-L-rhamnopyranosyl(1 -> 2){[}beta-D-glucopyranosyl(1 -> 4)]-alpha-L-arabinopyranosyloleanolic acid (1) and 7,5 `'-anhydroapigenin 8-C-alpha-(2,6-dideoxy-5-hydroxy-ribo-hexopyranosyl)-4'-O-beta-D-glucopy ranoside (4). The structures of the new compounds were determined by spectroscopic analysis, including 1D and 2D NMR techniques, mass spectrometry, and chemical methods. Compound 4 is a C-hexopyranosylapigenin with an unusual cyclic ether linkage between C-5 `' and C-7 of apigenin. The isolated proanthocyanidins have high antioxidant activities, and these compounds are probably responsible for the gastroprotective effect of the extract. (AU)

• Processo FAPESP: 09/52237-9 - Fitoterápicos padronizados como alvo para o tratamento de doenças crônicas
• Beneficiário: Wagner Vilegas
• Modalidade de apoio: Auxílio à Pesquisa - Programa BIOTA - Temático
• Processo FAPESP: 11/08880-4 - Extratos padronizados para o tratamento de doenças crônicas: Serjania marginata Casar.
• Beneficiário: Silvia Cristina Heredia Vieira
• Modalidade de apoio: Bolsas no Brasil - Doutorado