The first report on flavonoid isolation from Annona crassiflora Mart

• Published in: Natural product research Vol. 28; no. 11; pp. 808 - 811
• Main Authors: Lage, Gisele Avelar, Medeiros, Felipe da Silva, Furtado, Werônica de Lima, Takahashi, Jacqueline Aparecida, Filho, José Dias de Souza, Pimenta, Lúcia Pinheiro Santos
• Format: Journal Article
• Language: English
• Published: England Taylor & Francis 03.06.2014
• Subjects: Annona; Annona crassiflora; Annonaceae; antimicrobial activity; antioxidant activity; Antioxidants - chemistry; Bacillus cereus - drug effects; Brazil; Candida albicans - drug effects; Escherichia coli - drug effects; flavonoids; Flavonoids - chemistry; Flavonoids - isolation & purification; Flavonoids - pharmacology; Galactosides; Glycosides - chemistry; Glycosides - isolation & purification; Glycosides - pharmacology; Kaempferols; larvicidal activity; Microbial Sensitivity Tests; Plant Leaves - chemistry; Quercetin - analogs & derivatives; Quercetin - chemistry; Quercetin - isolation & purification; Quercetin - pharmacology; Salmonella typhimurium - drug effects; Staphylococcus aureus - drug effects; Annona crassiflora; larvicidal activity; Annonaceae; antimicrobial activity; flavonoids; antioxidant activity
• ISSN: 1478-6419; 1478-6427
• DOI: 10.1080/14786419.2014.885518

Annona crassiflora, a native tree from Brazilian Cerrado, is reported to possess several ethnomedical uses. Here, we report the isolation and unambiguous characterisation of the flavonoids quercetin-3-O-β-D-glucopyranosil(1 → 6)-O-α-L-arabinoside (1), known as peltatoside, kaempferol-3-O-β-D-galactopyranoside (2), quercetin-3-O-β-D-galactopyranoside (3), quercetin-3-O-β-L-arabinopiranoside (4) and the ( − )-epicatechin (5) from the hydroalcoholic portion of the leaf ethanolic extract. Their structures were elucidated by using 1D and 2D NMR, ESI-MS, UV/Vis spectroscopy, optical rotation analysis and literature data comparison. The leaf ethanolic extract and its isolated compounds were evaluated by using antimicrobial, antioxidant and larvicidal assays, expressing antimicrobial and antioxidant activities. This is the first report on flavonoid isolation from A. crassiflora.