Data/hora: 11/06/2024 08:57:48

Provedor de dados: 	42	
País: 	Brazil	
Título: 	New iodine derivatives of flavonol and isoflavone	
Autores: 	Carvalho,Mário G. de; Silva,Virginia C. da; Silva,Tânia M.S. da; Camara,Celso A.; Braz-Filho,Raimundo.	
Data: 	2009-03-01	
Ano: 	2009	
Palavras-chave: 	Flavonol; Isoflavone; Iodoflavonoid; Iodoisoflavonoid; Iodine derivatives.	
Resumo: 	The reaction of the flavonol 3,7,3', 4'-tetra-O-methylquercetin (1) and of the isoflavone 7,4'-di-O-methylgenistein (2) with alkaline iodine in methanol afforded four new iodine derivatives: 8-iodo-5-hydroxy-3,7,3', 4'-tetramethoxy- flavone (1a) and 6-iodo-5-hydroxy-3,7,3', 4'-tetramethoxyflavone (1b) from 1; 2 afforded a mixture of two compounds, identified as a racemic mixture of (±)-trans-5-hydroxy-2,3,7,4'-tetramethoxy-8-iodo-isoflavanone (2a) and (±)-trans-5-hydroxy-2,3,7,4'-tetramethoxy-6,8-diiodo-isoflavanone (2b). The formation of these different products reveals a significant difference involving the chemical interaction between the reactive site of α, β-unsaturated ketones of flavonol and isoflavone under the tested reaction conditions (using I2/KOH/MeOH). Furthermore, the trans stereo selectivity is noteworthy in the nucleophylic addition of methanol at the isoflavone α, β-unsaturated system. The structures were identified on the basis of spectral data, mainly 1D and 2D NMR and mass spectra.	
Tipo: 	Info:eu-repo/semantics/article	
Idioma: 	Inglês	
Identificador: 	http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0001-37652009000100004	
Editor: 	Academia Brasileira de Ciências	
Relação: 	10.1590/S0001-37652009000100004	
Formato: 	text/html	
Fonte: 	Anais da Academia Brasileira de Ciências  v.81 n.1 2009	
Fonte: 	info:eu-repo/semantics/openAccess