Binding of hydroxychromones with Al3+ in methanol

被引:17
作者
Binbuga, Nursen
Henry, William P.
Schultz, Tor P.
机构
[1] Mississippi State Univ, Dept Chem, Mississippi State, MS 39762 USA
[2] Mississippi State Univ, Dept Forest Prod, FWRC, Mississippi State, MS 39762 USA
关键词
hydroxychromones; Al3+; chelation; UV-Vis spectroscopy;
D O I
10.1016/j.poly.2006.07.032
中图分类号
O61 [无机化学];
学科分类号
070301 [无机化学]; 081704 [应用化学];
摘要
The chelation of 3-hydroxy-, 5-hydroxy- and 5,7-dihydroxychromone with Al3+ was studied spectrophotometrically. Both the molar ratio method and method of continuous variation (Job's method) were used to determine the composition of the complexes. In all cases, complex formation involved 1: 1 aluminum ion to hydroxychromone ratios. For the 5-hydroxy and 5,7-dihydroxy derivatives, this composition agrees with that for the corresponding hydroxyflavone. However, 3-hydroxyflavone (flavonol) forms a 2:1 complex with Al3+ in methanol in contrast to the results for 3-hydroxychromone in this study. The importance of the cinnamoyl mesomeric form for stabilizing the complex between flavonol and Al3+ is invoked to explain this discrepancy. (c) 2006 Elsevier Ltd. All rights reserved.
引用
收藏
页码:6 / 10
页数:5
相关论文
共 64 条
[1]
Alluis B, 1999, HELV CHIM ACTA, V82, P2201, DOI 10.1002/(SICI)1522-2675(19991215)82:12<2201::AID-HLCA2201>3.0.CO
[2]
2-4
[3]
THE DIRECT ELECTROCHEMICAL SYNTHESIS OF D10 METAL-ION DERIVATIVES OF SOME ANIONIC BIDENTATE OXYGEN DONORS [J].
ANNAN, TA ;
PEPPE, C ;
TUCK, DG .
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1990, 68 (03) :423-430
[4]
[3,3′-iminobis(N,N-dimethylpropylamine)] (4′-methoxyflavonolato)zinc(II)perchlorate, [Zn(4′-MeOfla)(idpaH)]ClO4 [J].
Balogh-Hergovich, É ;
Kaizer, J ;
Speier, G ;
Huttner, G ;
Rutsch, P .
ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 1999, 55 :557-558
[5]
Copper-mediated oxygenation of flavonolate in the presence of a tridentate N-ligand.: Synthesis and crystal structures of [Cu(fla)(idpaH)]ClO4 and [Cu(idpaH)(O-bs)]ClO4, [fla = flavonolate, idpaH=3,3′-iminobis(N,N-dimethylpropylamine), O-bs = O-benzoylsalicylate] [J].
Balogh-Hergovich, É ;
Kaizer, J ;
Speier, G ;
Huttner, G ;
Zsolnai, L .
INORGANICA CHIMICA ACTA, 2000, 304 (01) :72-77
[6]
Kinetics and mechanism of the stoichiometric oxygenation of [CuII(fla)(idpa)]ClO4 [fla = flavonolate, idpa=3,3′-imino-bis(N,N-dimethylpropylamine)] and the [CuII(fla)(idpa)]ClO4-catalysed oxygenation of flavonol [J].
Barhács, L ;
Kaizer, J ;
Pap, J ;
Speier, G .
INORGANICA CHIMICA ACTA, 2001, 320 (1-2) :83-91
[7]
Formation of complexes of flavonoids and metals. Determination of the stoichiometry and stability constants [J].
Barolli, MG ;
Werner, RA ;
Slep, LD ;
Pomilio, AB .
MOLECULES, 2000, 5 (03) :516-517
[8]
Metal chelation studies relevant to wood preservation.: 1.: Complexation of propyl gallate with Fe2+ [J].
Binbuga, N ;
Chambers, K ;
Henry, WP ;
Schultz, TP .
HOLZFORSCHUNG, 2005, 59 (02) :205-209
[9]
CATECHOL O-METHYLTRANSFERASE .5. STRUCTURE-ACTIVITY-RELATIONSHIPS FOR INHIBITION BY FLAVONOIDS [J].
BORCHARDT, RT ;
HUBER, JA .
JOURNAL OF MEDICINAL CHEMISTRY, 1975, 18 (01) :120-122
[10]
Conformational and spectroscopic investigation of 3-hydroxyflavone-aluminium chelates [J].
Boudet, AC ;
Cornard, JP ;
Merlin, JC .
SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2000, 56 (04) :829-839