496-73-1Relevant articles and documents
Natural products as sources of new fungicides (IV): Synthesis and biological evaluation of isobutyrophenone analogs as potential inhibitors of class-II fructose-1,6-bisphosphate aldolase
Li, Ding,Luong, Tuong Thi Mai,Dan, Wen-Jia,Ren, Yanliang,Nien, Hoang Xuan,Zhang, An-Ling,Gao, Jin-Ming
, p. 386 - 393 (2018)
Several recently identified antifungal compounds share the backbone structure of acetophenones. The aim of the present study was to develop new isobutyrophenone analogs as new antifungal agents. A series of new 2,4-dihydroxy-5-methyl isobutyrophenone derivatives were prepared and characterized by 1H, 13C NMR and MS spectroscopic data. These products were evaluated for in vitro antifungal activities against seven plant fungal pathogens by the mycelial growth inhibitory rate assay. Compounds 3, 4a, 5a, 5b, 5e, 5f and 5g showed a broad-spectrum high antifungal activity. On the other hand, for the first time, these compounds were also assayed as potential inhibitors against Class II fructose-1,6-bisphosphate aldolase (Fba) from the rice blast fungus, Magnaporthe grisea. Compounds 5e and 5g were found to exhibit the inhibition constants (Ki) for 15.12 and 14.27 μM, respectively, as the strongest competitive inhibitors against Fba activity. The possible binding-modes of compounds 5e and 5g were further analyzed by molecular docking algorithms. The results strongly suggested that compound 5g could be a promising lead for the discovery of new fungicides via targeting Class II Fba.
Method for simultaneously preparing 2-methyl resorcinol and 4-methyl resorcinol
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Paragraph 0034-0066, (2022/01/10)
The invention provides a method for simultaneously preparing 2-methyl resorcinol and 4-methyl resorcinol, and belongs to the technical field of organic synthesis. The method comprises the following steps: resorcinol and methanol are subjected to an alkylation reaction through a metal phosphate stationary phase catalyst, and 2-methyl resorcinol and 4-methyl resorcinol are obtained. According to the method, the metal phosphate is used as the catalyst, the 2-methyl resorcinol and the 4-methyl resorcinol can be obtained at the same time by controlling the type of the catalyst, the resorcinol conversion rate is high, the joint selectivity of the 2-methyl resorcinol and the 4-methyl resorcinol can reach 60% at most, the selectivity of other products, namely intermediate hydroxyanisole is about 30%, the selectivity of m-xylylene dimethyl ether is about 5%, and the obtained products are all important intermediates for fine chemical engineering, organic chemistry and drug synthesis and are high in economic benefit. Meanwhile, methanol is used as a methylation reagent, so that the method is environment-friendly and low in price, and the production cost is reduced.
Metal-Organic Framework-Confined Single-Site Base-Metal Catalyst for Chemoselective Hydrodeoxygenation of Carbonyls and Alcohols
Antil, Neha,Kumar, Ajay,Akhtar, Naved,Newar, Rajashree,Begum, Wahida,Manna, Kuntal
supporting information, p. 9029 - 9039 (2021/06/28)
Chemoselective deoxygenation of carbonyls and alcohols using hydrogen by heterogeneous base-metal catalysts is crucial for the sustainable production of fine chemicals and biofuels. We report an aluminum metal-organic framework (DUT-5) node support cobalt(II) hydride, which is a highly chemoselective and recyclable heterogeneous catalyst for deoxygenation of a range of aromatic and aliphatic ketones, aldehydes, and primary and secondary alcohols, including biomass-derived substrates under 1 bar H2. The single-site cobalt catalyst (DUT-5-CoH) was easily prepared by postsynthetic metalation of the secondary building units (SBUs) of DUT-5 with CoCl2 followed by the reaction of NaEt3BH. X-ray photoelectron spectroscopy and X-ray absorption near-edge spectroscopy (XANES) indicated the presence of CoII and AlIII centers in DUT-5-CoH and DUT-5-Co after catalysis. The coordination environment of the cobalt center of DUT-5-Co before and after catalysis was established by extended X-ray fine structure spectroscopy (EXAFS) and density functional theory. The kinetic and computational data suggest reversible carbonyl coordination to cobalt preceding the turnover-limiting step, which involves 1,2-insertion of the coordinated carbonyl into the cobalt-hydride bond. The unique coordination environment of the cobalt ion ligated by oxo-nodes within the porous framework and the rate independency on the pressure of H2 allow the deoxygenation reactions chemoselectively under ambient hydrogen pressure.
