In 2019,Bioorganic Chemistry included an article by Choi, Wonbeen; Villegas, Valente; Istre, Hannah; Heppler, Ben; Gonzalez, Niki; Brusman, Nicole; Snider, Lindsey; Hogle, Emily; Tucker, Janelle; Onate, Alma; Onate, Sandra; Ma, Lili; Paula, Stefan. HPLC of Formula: 26153-38-8. The article was titled 《Synthesis and characterization of CAPE derivatives as xanthine oxidase inhibitors with radical scavenging properties》. The information in the text is summarized as follows:
Inhibitors of the enzyme xanthine oxidase (XO) with radical scavenging properties hold promise as novel agents against reperfusion injuries after ischemic events. By suppressing the formation of damaging reactive oxygen species (ROS) by XO or scavenging ROS from other sources, these compounds may prevent a buildup of ROS in the aftermath of a heart attack or stroke. To combine these two properties in a single mol., we synthesized and characterized the non-purine XO inhibitor caffeic acid phenethylester (CAPE) and 19 derivatives using a convenient microwave-assisted Knoevenagel condensation protocol. Varying systematically the number and positions of the hydroxyl groups at the two Ph rings, we derived structure-activity relationships based on exptl. determined XO inhibition data. Mol. docking suggested that critical enzyme/inhibitor interactions involved π-π interactions between the phenolic inhibitor ring and Tyr914, hydrogen bonds between inhibitor hydroxyl groups and Glu802, and hydrophobic interactions between the CAPE Ph ring and non-polar residues located at the entrance of the binding site. To effectively scavenge the stable radical DPPH, two hydroxyl groups in 1,2- or 1,4-position at the Ph ring were required. Among all compounds tested, E-Ph 3-(3,4-dihydroxyphenyl)acrylate, a CAPE analog without the Et tether, showed the most promising properties. In the experimental materials used by the author, we found 3,5-Dihydroxybenzaldehyde(cas: 26153-38-8HPLC of Formula: 26153-38-8)
3,5-Dihydroxybenzaldehyde(cas: 26153-38-8) is used as a building block in the synthesis of more complex structures. It is also used in the synthesis of terbutaline, which is an important bronchodilator.HPLC of Formula: 26153-38-8
Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts