56432-88-3Relevant academic research and scientific papers
1-Adamantanecarboxylic acid esters of certain terpenols, sterols, and plant phenols
Dikusar,Kozlov,Potkin,Kovganko
, p. 276 - 279 (2003)
Esters 1b-15b were prepared from cetyl alcohol 1a, terpenols 2a-6a, sterols 7a-10a, plant phenols 11a-13a, and alcohols 14a-15a by reaction with 1-adamantanecarboxylic acid chloride in the presence of pyridine.
Design and synthesis of eugenol derivatives, as potent 15-lipoxygenase inhibitors
Sadeghian, Hamid,Seyedi, Seyed Mohammad,Saberi, Mohammad Reza,Arghiani, Zahra,Riazi, Mehdi
, p. 890 - 901 (2008/09/17)
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.
