A series of trifluoroacetophenone derivatives were prepared and evaluated as malonyl-CoA decarboxylase (MCD) inhibitors. Some of the 'reverse amide' analogs were found to be potent inhibitors of MCD enzyme activity. The trifluoroacetyl group may interact with the MCD active site as the hydrate in a similar fashion to the hexafluoroisopropanol analogs reported previously. Adding electron-withdrawing groups to the phenyl ring stabilizes the hydrated species and enhances this interaction.
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http://dx.doi.org/10.1016/j.bmcl.2006.09.023 | DOI Listing |
Org Biomol Chem
February 2024
Faculty of Chemistry and Chemical Engineering, Yancheng Institute of Technology, Yancheng 224051, China.
An amino-assisted [3 + 2] cycloaddition strategy of nitrile imines with -aminotrifluoroacetophenones has been explored, thus providing functionalized 1,3,4-oxadiazolines bearing CF-quaternary centers in good to excellent yields in the presence of KCO under mild conditions. The amino groups located at the -position of trifluoroacetophenone might play a crucial role in the present cyclization. The MTT assay shows that the 1,3,4-oxadiazoline derivatives could be potential candidates for the treatment of head and neck cancers.
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November 2023
Department of Chemistry, Lomonosov Moscow State University, Leninskie Gory, GSP-1, Moscow, 119991, Russian Federation.
In this work, we have developed selective methods for the synthesis of quinoline-2-carboxylates and quinoline-3-carboxylates as well as (indolin-2-ylidene)acetates through copper-, silver-, or phosphine-catalyzed reaction of propiolates with 2'-amino-2,2,2-trifluoroacetophenones. The approaches proposed ensure synthesis of substituted quinoline carboxylates and (indolin-2-ylidene)acetates in good yields. Introduction of alkynones into the reaction with 2'-amino-2,2,2-trifluoroacetophenones gives acyl substituted derivatives in good yields.
View Article and Find Full Text PDFAnal Chem
March 2023
Department of Chemistry, University of Rhode Island, Kingston, Rhode Island 02881, United States.
Here, we report on the successful demonstration and application of carbonate (CO) ion-selective amperometric/voltammetric nanoprobes based on facilitated ion transfer (IT) at the nanoscale interface between two immiscible electrolyte solutions. This electrochemical study reveals critical factors to govern CO-selective nanoprobes using broadly available Simon-type ionophores forming a covalent bond with CO, i.e.
View Article and Find Full Text PDFOrg Lett
February 2023
Key Laboratory of Functional Molecular Solids, Ministry of Education, Anhui Laboratory of Molecule-Based Materials (State Key Laboratory Cultivation Base), College of Chemistry and Materials Science, Anhui Normal University, Wuhu 241000, P. R. China.
Deconstructive alkynylation of an unstrained ketone catalyzed by an organic photocatalyst under blue light irradiation is reported for the first time. A broad substrate scope with up to 63 examples, excellent functional group tolerance, and gram scale reaction demonstrated the practicality of this novel alkynylation method. The dihydroquinazolinone derivative of trifluoroacetophenone had been proved to have potential as a novel trifluoromethylation reagent after working well for the trifluoromethylation reaction with various alkynyl bromides.
View Article and Find Full Text PDFMolecules
January 2023
Department of Chemistry, Norwegian University of Science and Technology (NTNU), NO-7491 Trondheim, Norway.
Pyrrolopyrimidines are important scaffolds for the preparation of bioactive molecules. Therefore, developing efficient and flexible ways for selective functionalization of the pyrrolopyrimidine skeleton is of interest. We have investigated lithiation-addition at C-6 of protected 4-chloro-7-pyrrolo [2,3-]pyrimidine as a route to new building blocks for medicinal chemistry.
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