1804-52-0Relevant academic research and scientific papers
Zebrafish based strategy for the identification of a potential pharmacophore for apoptosis: A greener CuAAC approach for novel 1,2,3-triazoles derived from mefenamic acid
Babu, P. Vijaya,Mukherjee, Soumita,Gorja, Dhilli Rao,Yellanki, Swapna,Medisetti, Raghavender,Kulkarni, Pushkar,Mukkanti,Pal, Manojit
, p. 4878 - 4882 (2014)
Prompted by the potential of a screening strategy in zebrafish for the identification of valuable pharmacophores, a series of triazole substituted mefenamic acid derivatives were designed and synthesized via a CuAAC under green conditions. A variety of terminal alkynes were reacted with the azide obtained from mefenamic acid to give the expected products in good to excellent yields. When screened for apoptosis, teratogenicity and hepatotoxicity in zebrafish embryos, one of these compounds showed encouraging apoptotic properties and safety profiles and seemed to have medicinal value.
Design of multifaceted antioxidants: Shifting towards anti-inflammatory and antihyperlipidemic activity
Kourounakis, Angeliki,Lambrinidis, George,Tzara, Ariadni
, (2021/08/30)
Oxidative stress and inflammation are two conditions that coexist in many multifactorial diseases such as atherosclerosis and neurodegeneration. Thus, the design of multifunctional compounds that can concurrently tackle two or more therapeutic targets is an appealing approach. In this study, the basic NSAID structure was fused with the antioxidant moieties 3,5-di-tert-butyl-4-hydroxybenzoic acid (BHB), its reduced alcohol 3,5-di-tert-butyl- 4-hydroxybenzyl alcohol (BHBA), or 6-hydroxy-2,5,7,8-tetramethylchromane-2-carboxylic acid (Trolox), a hydrophilic analogue of α-tocopherol. Machine learning algorithms were utilized to validate the potential dual effect (anti-inflammatory and antioxidant) of the designed analogues. Derivatives 1-17 were synthesized by known esterification methods, with good to excellent yields, and were pharmacologically evaluated both in vitro and in vivo for their antioxidant and anti-inflammatory activity, whereas selected compounds were also tested in an in vivo hyperlipidemia protocol. Furthermore, the activity/binding affinity of the new compounds for lipoxygenase-3 (LOX-3) was studied not only in vitro but also via molecular docking simulations. Experimental results demonstrated that the antioxidant and anti-inflammatory activities of the new fused molecules were increased compared to the parent molecules, while molecular docking simulations validated the improved activity and revealed the binding mode of the most potent inhibitors. The purpose of their design was justified by providing a potentially safer and more efficient therapeutic approach for multifactorial diseases.
Phosphonic acid analogs of diclofenac: An Arbuzov reaction of trimethylphosphite with an ortho-quinonoid intermediate
Mugrage, Ben,Diefenbacher, Clive,Somers, Joe,Parker, David T.,Parker, Tonia
, p. 2047 - 2050 (2007/10/03)
The phosphonic acid analog of the NSAID Diclofenac was efficiently synthesized via an Arbuzov reaction between 2-(2,6-dichloroanilino)benzyl alcohol and trimethyl phosphite followed by TMSBr promoted dealkylation. Seven related phosphonic acids were synth
