480-25-1Relevant academic research and scientific papers
Phloroglucinol derivatives as anti-tumor agents: synthesis, biological activity evaluation and molecular docking studies
Zhang, Fuli,Lai, Qingfu,Lai, Weihong,Li, Ming,Jin, Xiaobao,Ye, Lianbao
, p. 165 - 176 (2021/12/02)
Phloroglucinol compounds isolated from Dryopteris fragrans (L.) Schott showed a variety of biological activities, such as anticancer and anti-inflammatory. In this study, we have made a number of modifications around the scaffold of phloroglucinol and synthesized phloroglucinol derivatives A1–A9, B1–B9, and C1–C3. We synthesized these compounds and investigated their effect on four human cancer cell lines (A-549, MCF-7, Hela, HepG2 cell lines) via MTT assay in vitro. The results revealed that all compounds exhibited certain antiproliferative activities on cancer cell lines and excellent inhibitory effects on MCF-7, in which compound C2 was the best with the IC50 value of 18.49 μM, exceeding that of 5-fluorouracil. Moreover, the cell apoptosis test showed that compound C2 induced apoptosis in a concentration-dependent manner. Furthermore, the results of molecular docking analysis explained the probable interaction between the active compounds and active sites of target protein 4I22 and 1OG5. [Figure not available: see fulltext.]
The Chemistry of Nitrilium Salts. Part 3. The Importance of Triazinium Salts in Houben-Hoesch Reactions Catalyzed by Trifluoromethanesulphonic Acid
Amer, Muhannad I.,Booth, Brian L.,Noori, Ghazi F. M.,Proenca, M. Fernanda J. R. P.
, p. 1075 - 1082 (2007/10/02)
In the presence of trifluoromethanesulphonic (triflic) acid, isobutyronitrile reacts with anisole, 1,3-dimethoxybenzene, resorcinol, 1,3,5-trimethoxybenzene, and phloroglucinol at room temperature to give acylation products.A study of the reactions of acetonitrile and isobutyronitrile with triflic acid has shown that these modified Houben-Hoesch reactions occur by initial cyclotrimerization of the nitriles to 1,3,5-triazinium triflate salts followed by a slow reaction of the salts with the aromatic substrate.Support for this comes from the isolation of 2-(4-methoxyphenyl)-2,4,6-tri-isopropyl-1,2-dihydro-1,3,5-triazine from the reaction between anisole, triflic acid, and isobutyronitrile.Similar 1,2-dihydro-s-triazines and their salts have been prepared by reaction of trimethyl-s-triazinium triflate with 1,3-(MeO)2C6H4, and tri-isopropyl-s-triazinium triflate with 1,3-(RO)2C6H4 (R = H or Me) and 1,3,5-(MeO)3C6H3; these salts are easily hydrolyzed to the corresponding aromatic ketones.The salt +23SCF3 also reacts with o-phenylenediamine to give 2-methylbenzimidazolinium triflate in 83percent yield.Nitrilium salts NMe>+NMe>+3SCF3 at room temperature.
