화학공학소재연구정보센터
Journal of Chemical and Engineering Data, Vol.55, No.9, 3080-3083, 2010
Novel Synthesis of 3,3'-Dihydroxyflavone and Apparent Formation Constants of Flavonoid-Ga(III) Complexes
Flavonoids are a wide variety of polyphenolic compounds. They have many biological properties. They also exhibit a metallic ion complexation capacity, which is important since it has been found that biological properties these ligands present can be enhanced when complexation occurs. In this work four flavonoid-Ga(III) complexes were studied: 2',4',3-trihydroxychalcone-Ga(III), 2',3-dihydroxychalcone-Ga(III), 3,7,3'-trihydroxyflavone-Ga(III), and 3,3'-dihydroxyflavone-Ga(III). All ligands were synthesized by our working group, contributing a novel, cheaper, and more simple way to obtain 3,3'-dihydroxyflavone. The stoichiometry of the complexes was determined using the Yoe-Jones method. Both chalcone-Ga(III) complexes presented 1: 1 L:M stoichiometry; meanwhile flavone-Ga(III) complexes presented 2:1 L:M stoichiometry. The pK values were determined by means of a spectrophotometric method. Values obtained were: 2',4',3-trihydroxychalcone-Ga(M), pK = 4.35 +/- 0.38; 2',3-dihydroxychalcone-Ga(III), pK = 3.40 +/- 0.17; 3,7,3'-trihydroxyflavone-Ga(III), pK = 7.74 +/- 0.19; and 3,3'-dihydroxyflavone-Ga(III), pK = 8.46 +/- 0.27.