کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
1220246 | 967771 | 2011 | 7 صفحه PDF | دانلود رایگان |
The role of structure–activity relationships in the ability of catechins to inhibit P-glycoprotein (P-gp) function was investigated with respect to gallate and pyrogallol moieties. Experiments using octyl derivatives of gallic acid indicated that the gallate moiety required the catechol group and a neighboring carbonyl group to inhibit P-gp. On the other hand, the pyrogallol moiety appeared to require three hydroxyl groups to inhibit P-gp, according to comparisons between (−)-epicatechin gallate (ECG) and (−)-epigallocatechin gallate (EGCG). The difference in the number of hydroxyl groups that gallate or pyrogallol moieties required for P-gp inhibition, was due to the presence of a carbonyl group. The P-gp inhibition by catechins was restricted by their hydrophobicity. The pyrogallol moiety of EGC did not appear to inhibit P-gp because of its low hydrophobicity. The P-gp inhibitory activity of EGCG was speculated to be increased by the addition of long carbon chains to the C3″of gallate moieties.
► The pyrogallol moiety as well as the gallate moiety has P-glycoprotein inhibitory activity in catechins.
► The catechol group is needed to inhibit P-glycoprotein in gallate moiety.
► The pyrogallol moiety requires three hydroxyl groups.
► The difference in the number of hydroxyl groups to inhibit P-glycoprotein is due to the presence of a carbonyl group.
► The P-glycoprotein inhibition by catechins is restricted by their hydrophobicity.
Journal: Journal of Functional Foods - Volume 3, Issue 4, October 2011, Pages 298–304