Title : ( Design and synthesis of eugenol derivatives, as potent 15-lipoxygenase inhibitors )
Authors: Hamid Sadeghian , Seyed Mohammad Seyedi , M. R. Saberi , , mahdi riazi ,
Full TextAbstract
A group of 4-allyl-2-methoxyphenol (eugenol) esters were designed, synthesized, and evaluated as potential inhibitors of soybean 15-lipoxygenase (SLO). Compounds 4c, 4d 4f, 4p, and 4q showed the best IC50 in SLO inhibition (IC50 = 1.7, 2.3, 2.1, 2.2, and 0.017 μM, respectively). All compounds were docked into SLO active site and showed that allyl group of compounds is oriented toward the iron atom in the active site of SLO. It is assumed that lipophilic interaction of ligand-enzyme would be in charge of inhibiting the enzyme activity. The selectivity of eugenol derivatives in inhibiting 15-HLOb was also compared with 15-HLOa by molecular modeling and multiple alignment techniques.
Keywords
, 4, Allyl, 2, methoxyphenol; 15, HLOa; 15, HLOb; Protein modeling; Soybean lipoxygenase; Docking.
@article{paperid:1008753,
author = {Sadeghian, Hamid and Seyedi, Seyed Mohammad and M. R. Saberi and , and Riazi, Mahdi},
title = {Design and synthesis of eugenol derivatives, as potent 15-lipoxygenase inhibitors},
journal = {Bioorganic & Medicinal Chemistry},
year = {2008},
volume = {16},
number = {2},
month = {January},
issn = {0968-0896},
pages = {890--901},
numpages = {11},
keywords = {4-Allyl-2-methoxyphenol; 15-HLOa; 15-HLOb; Protein modeling; Soybean lipoxygenase; Docking.},
}
%0 Journal Article
%T Design and synthesis of eugenol derivatives, as potent 15-lipoxygenase inhibitors
%A Sadeghian, Hamid
%A Seyedi, Seyed Mohammad
%A M. R. Saberi
%A ,
%A Riazi, Mahdi
%J Bioorganic & Medicinal Chemistry
%@ 0968-0896
%D 2008
