The reactions of iodoflavone with 3-methyl-3-hydroxybut-1-yne and 3-methylbut-3-en-2-yne are described and the antimicrobial and cytotoxic activities of the obtained compounds have been tested. The molecular structures of 6-(3-hydroxy-3-methylbut-1-ynyl)-flavone (1a) and 6-(3-methylbut-3-en-1-ynyl) flavone (1b) have been determined by X-ray crystallography. The planar configuration of the two compounds has been attributed to intramolecular hydrogen bond interactions. In 1a, the presence of the hydroxyl group determines a dimeric arrangement of the molecules. In both compounds in the crystal state, molecular stacking has been observed.
Synthesis, X-ray crystal structure and biological properties of acetylenic flavone derivatives / R. Artali, P.L. Barili, G. Bombieri, P. Da Re, N. Marchini, F. Meneghetti, P. Valenti. - In: IL FARMACO. - ISSN 0014-827X. - 58:9(2003), pp. 875-881. [10.1016/S0014-827X(03)00145-9]
Synthesis, X-ray crystal structure and biological properties of acetylenic flavone derivatives
R. ArtaliPrimo
;G. Bombieri;F. MeneghettiPenultimo
;
2003
Abstract
The reactions of iodoflavone with 3-methyl-3-hydroxybut-1-yne and 3-methylbut-3-en-2-yne are described and the antimicrobial and cytotoxic activities of the obtained compounds have been tested. The molecular structures of 6-(3-hydroxy-3-methylbut-1-ynyl)-flavone (1a) and 6-(3-methylbut-3-en-1-ynyl) flavone (1b) have been determined by X-ray crystallography. The planar configuration of the two compounds has been attributed to intramolecular hydrogen bond interactions. In 1a, the presence of the hydroxyl group determines a dimeric arrangement of the molecules. In both compounds in the crystal state, molecular stacking has been observed.Pubblicazioni consigliate
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