Touaibia, Mohamed published the artcileStructure-Activity Relationship Studies of New Sinapic Acid Phenethyl Ester Analogues Targeting the Biosynthesis of 5-Lipoxygenase Products: The Role of Phenolic Moiety, Ester Function, and Bioisosterism, HPLC of Formula: 1997-80-4, the publication is Journal of Natural Products (2022), 85(1), 225-236, database is CAplus and MEDLINE.
Sinapic acid is found in many edible plants and fruits, such as rapeseed, where it is the predominant phenolic compound New sinapic acid phenethyl ester (SAPE) analogs were synthesized and screened as inhibitors of the biosynthesis of 5-lipoxygenase (5-LO) in stimulated HEK293 cells and polymorphonuclear leukocytes (PMNL). Inhibition of leukotriene biosynthesis catalyzed by 5-LO is a validated therapeutic strategy against certain inflammatory diseases and allergies. Unfortunately, the only inhibitor approved to date has limited clin. use because of its poor pharmacokinetic profile and liver toxicity. With the new analogs synthesized in this study, the role of the phenolic moiety, ester function, and bioisosterism was investigated. Several of the 34 compounds inhibited the biosynthesis of 5-LO products, and 20 compounds were 2-11 times more potent than zileuton in PMNL, which are important producers of 5-LO products. Compounds 5i (I)(IC50: 0.20 μM), 5l (II) (IC50: 0.20 μM), and 5o (III)(IC50: 0.21 μM) bearing 4-trifluoromethyl, Me, or methoxy substituent at meta-position of the phenethyl moiety were 1.5 and 11.5 times more potent than SAPE (IC50: 0.30 μM) and zileuton (IC50: 2.31 μM), resp. Addnl., compound 9 (IC50: 0.27 μM), which was obtained after acetylation of the 4-hydroxyl of SAPE, was equivalent to SAPE and 8 times more active than zileuton. Furthermore, compound 20b (IV) (IC50: 0.27 μM) obtained after the bioisosteric replacement of the ester function of SAPE by the 1,2,4-oxadiazole heterocycle was equivalent to SAPE and 8 times more active than zileuton. Thus, this study provides a basis for the rational design of new mols. that could be developed further as anti 5-LO therapeutics.
Journal of Natural Products published new progress about 1997-80-4. 1997-80-4 belongs to bromides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Bromide,Benzene, name is 1-(2-Bromoethyl)-3-(trifluoromethyl)benzene, and the molecular formula is C10H2F12NiO4, HPLC of Formula: 1997-80-4.
Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary