title: Molecular property-binding affinity relationship of flavonoids for common rat plasma proteins in vitro.
abstract: The structural difference of flavonoids strongly affects the binding process with plasma proteins. This work in here mainly concerns about the molecular property-binding affinity relationship of dietary flavonoids for common rat plasma proteins (CRPP). The magnitudes of binding constants between flavonoids and CRPP were within the range of 10(4)-10(5) L/mol and the number of binding sites (n) was determined as 1.02 ± 0.19. These data were much smaller than the affinities between flavonoids and purified bovine and human serum albumins. The hydroxylation on rings A, B and C of flavonoids significantly affected the binding affinity. The glycosylation of dietary flavonoids decreased the binding affinity and the C2=C3 double bond hardly affected it. The galloylated catechins have higher binding affinities for CRPP than non-galloylated catechins. Flavonoids played as a hydrogen bond acceptor when bound to CRPP. The flavonoids with high topological polar surface areas (TPSA) are bound tightly while those with low TPSA are not.
authors.affiliation: Department of Biology, College of Life & Environment Science, Shanghai Normal University, 100 Guilin Rd, Shanghai 200234, PR China. jianboxiao@yahoo.com
authors.forename: Jianbo
authors.initials: J
authors.lastname: Xiao
authors.forename: Hui
authors.initials: H
authors.lastname: Cao
authors.forename: Tingting
authors.initials: T
authors.lastname: Chen
authors.forename: Fan
authors.initials: F
authors.lastname: Yang
authors.forename: Chunxi
authors.initials: C
authors.lastname: Liu
authors.forename: Xiaochen
authors.initials: X
authors.lastname: Xu
mesh_terms: D000818:Animals; D047310:Apigenin / Q000737:chemistry / Q000378:metabolism; D001798:Blood Proteins / Q000378:metabolism*; D002392:Catechin / Q000737:chemistry / Q000378:metabolism; D002417:Cattle; D056148:Chromatography, Reverse-Phase; D005419:Flavonoids / Q000737:chemistry* / Q000378:metabolism*; D006031:Glycosylation; D006801:Humans; D006900:Hydroxylation; D007536:Isomerism; D008745:Methylation; D011485:Protein Binding; D051381:Rats; D013329:Structure-Activity Relationship; D013499:Surface Properties
chemical_list: D001798:Blood Proteins; D005419:Flavonoids; D047310:Apigenin; D002392:Catechin