Enzymatic inhibition studies of selected flavonoids and chemosystematic significance of polymethoxylated flavonoids and quinoline alkaloids in Neoraputia (Rutaceae)

Our taxonomic interest in the Neoraputia stimulated an investigation of N. paraensis searching for alkaloids. Fractions were monitored by ¹H NMR and ESI-MS/MS and only those which showed features of anthranilate alkaloids and flavonoids absent in the previous investigations were examined. Stems affo...

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Main Authors: Moraes Valéria R. de S., Tomazela Daniela M., Ferracin Ricardo J., Garcia Cleverson F., Sannomiya Míriam, Soriano M. del Pilar C., Silva M. Fátima das G. F. da, Vieira Paulo C., Fernandes João B., Rodrigues Filho Edson, Magalhães Eva G., Magalhães Aderbal F., Pimenta Eli F., Souza Dulce H. F. de, Oliva Glaucius
Format: Article
Language:English
Published: Sociedade Brasileira de Química 2003-01-01
Series:Journal of the Brazilian Chemical Society
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Online Access:http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532003000300007
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Summary:Our taxonomic interest in the Neoraputia stimulated an investigation of N. paraensis searching for alkaloids. Fractions were monitored by ¹H NMR and ESI-MS/MS and only those which showed features of anthranilate alkaloids and flavonoids absent in the previous investigations were examined. Stems afforded the alkaloids flindersine, skimmianine, 8-methoxyflindersine and dictamnine; leaves yielded 3',4',7,8-tetramethoxy-5,6-(2",2"-dimethylpyrano)-flavone, 3',4',5,7,8-pentamethoxyflavone, 5-hydroxy-3',4',6,7-tetramethoxyflavone, 3',4'-methylenedioxy-5,6,7-trimethoxyflavone and 5-hydroxy-3',4'-methylenedioxy-6,7-dimethoxyflavone. The alkaloids have remained undiscovered for 10 years. A number of flavonoids isolated from N. paraensis, N. magnifica, Murraya paniculata, Citrus sinensis graft (Rutaceae), Lonchocarpus montanus (Leguminosae) were evaluated for their ability to inhibit the enzymatic activity of the protein glyceraldehyde-3-phosphate dehydrogenase from Trypanosoma cruzi. Highly oxygenated flavones and isoflavone were the most actives.
ISSN:0103-5053