92410-37-2Relevant academic research and scientific papers
Novel amide derivatives of 3-phenylglutaric acid as potent soluble epoxide hydrolase inhibitors
Rezaee, Elham,Amrolah, Somayeh Minaei,Nazari, Maryam,Tabatabai, Sayyed Abbas
, p. 45 - 53 (2020/01/03)
Abstract: Soluble epoxide hydrolase (sEH) enzyme plays an important role in the metabolism of endogenous chemical mediators, epoxyeicosatrienoic acids, which are involved in the regulation of blood pressure and inflammation. According to the pharmacophoric model suggested for sEH inhibitors, some new amide-based derivatives of 3-phenylglutaric acid were designed, synthesized and biologically evaluated. Docking study illustrated that the amide group as a primary pharmacophore had a suitable distance from the three amino acids of Tyr383, Tyr466 and Asp335 for effective hydrogen binding. Most of the compounds showed moderate to high sEH inhibitory activities in in vitro test in comparison with 12-(3-Adamantan-1-yl-ureido)-dodecanoic acid, as a potent urea-based sEH inhibitor. Compound 6o with phenethyl in R position exhibited the highest activity with IC50 value of 0.5?nM. Graphic abstract: In this study, some new amide-based derivatives of 3-phenylglutaric acid were designed, synthesized and biologically evaluated. Most of the synthesized compounds provided nanomolar range inhibition against sEH enzyme. The best observed IC50 value was 0.5?nM. Incorporating a carboxylic moiety into these structures by forming carboxylate salts would increase the solubility and improving physicochemical properties.[Figure not available: see fulltext.]
Chemoselective hydrogenation of imides catalyzed by Cp*Ru(PN) complexes and its application to the asymmetric synthesis of paroxetine
Ito, Masato,Sakaguchi, Ayaka,Kobayashi, Chika,Ikariya, Takao
, p. 290 - 291 (2008/04/18)
This work represents the first catalytic hydrogenation of imides into amides and primary alcohols, in which the unique chemoselectivity is originated from the bifunctional nature of ruthenium-NH moiety in the catalyst. Copyright
Possible Antineoplastic Agents: Part VIII - Synthesis and Antineoplastic Activity of 5-N-Substituted 3-p-Substituted-phenylglutaramic Acids and 5-N-Substituted 2-Benzenesulphonyl-3-phenyl-L-glutamines
De, A. U.,Mazumdar, Anjali,Jha, Tarun,Debnath, Asim Kumar
, p. 97 - 98 (2007/10/02)
A few 5-N-substituted 3-p-substituted-phenylglutaramic acids (II) and 5-N-substituted 2-benzenesulphonyl-3-phenyl-L-glutamines (V) have been synthesized as structural variants of glutamic acid and evaluated for their activity against Ehrlich ascites carcinoma (EAC) in Swiss albino mice.Quantitative structure activity relationship (QSAR) has been determined employing de novo model to the compounds.The glutaramic acids (II) exhibit better correlation and antineoplastic activity than the glutamines (V).
