Synthesis and biological evaluation of 4-phenoxy-phenyl isoxazoles as novel acetyl-CoA carboxylase inhibitors was written by Wu, Xin;Yu, Yongbo;Huang, Tonghui. And the article was included in Journal of Enzyme Inhibition and Medicinal Chemistry in 2021.Category: ethers-buliding-blocks The following contents are mentioned in the article:
Acetyl-CoA carboxylase (ACC) is a crucial enzyme in fatty acid metabolism, which plays a major role in the occurrence and development of certain tumors. Herein, one potential ACC inhibitor () was identified through high-throughput virtual screening (HTVS), and a series of 4-phenoxy-Ph isoxazoles were synthesized for structure-activity relationship (SAR) studies. Among these compounds, exhibited the most potent ACC inhibitory activity (IC50=99.8 nM), which was comparable to that of CP-640186. Moreover, the antiproliferation assay revealed that compound exhibited the strongest cytotoxicity, with IC50 values of 0.22μM (A549), 0.26μM (HepG2), and 0.21μM (MDA-MB-231), resp. The preliminary mechanistic studies on and suggested that the compounds decreased the malonyl-CoA levels, arrested the cell cycle at the G0/G1 phase, and induced apoptosis in MDA-MB-231 cells. Overall, these results indicated that the 4-phenoxy-Ph isoxazoles are potential for further study in cancer therapeutics as ACC inhibitors. This study involved multiple reactions and reactants, such as 4-Benzyloxyphenol (cas: 103-16-2Category: ethers-buliding-blocks).
4-Benzyloxyphenol (cas: 103-16-2) belongs to ethers. Esters are widespread in nature and are widely used in industry. In nature, fats are in general triesters derived from glycerol and fatty acids. Esters are responsible for the aroma of many fruits, including apples, durians, pears, bananas, pineapples, and strawberries. Many esters have the potential for conformational isomerism, but they tend to adopt an s-cis (or Z) conformation rather than the s-trans (or E) alternative, due to a combination of hyperconjugation and dipole minimization effects. The preference for the Z conformation is influenced by the nature of the substituents and solvent, if present. Lactones with small rings are restricted to the s-trans (i.e. E) conformation due to their cyclic structure.Category: ethers-buliding-blocks
Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem