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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Published in:Journal of the Brazilian Chemical Society 2003-05, Vol.14 (3), p.380-387
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
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Language:English
Subjects:
alkaloid
CHEMISTRY, MULTIDISCIPLINARY
chemosystematic
Citrus
flavonoids
Leguminosae
Lonchocarpus
Murraya
Neoraputia
Rutaceae
Trypanosoma cruzi
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container_issue 3
container_start_page 380
container_title Journal of the Brazilian Chemical Society
container_volume 14
creator 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
description 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.
doi_str_mv 10.1590/S0103-50532003000300007
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ispartof Journal of the Brazilian Chemical Society, 2003-05, Vol.14 (3), p.380-387
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language eng
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source SciELO Brazil; IngentaConnect Journals
subjects alkaloid
CHEMISTRY, MULTIDISCIPLINARY
chemosystematic
Citrus
flavonoids
Leguminosae
Lonchocarpus
Murraya
Neoraputia
Rutaceae
Trypanosoma cruzi
title Enzymatic inhibition studies of selected flavonoids and chemosystematic significance of polymethoxylated flavonoids and quinoline alkaloids in Neoraputia (Rutaceae)
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