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• 74457-86-6 1-(2-fluoro-4-methoxyphenyl)-1-ethanone 

Relevant academic research and scientific papers

QUATERNARY AMINO-FUNCTIONAL CHALCONES

The present invention provides novel quaternary amino-functional chalcone derivatives and analogues exhibiting interesting antibacterial activity. The compounds have the general formula (Y1)m-Ar1(X1)-C(=O)Var2(X2)-(Y2)p (I), wherein V designates -CH2-CH2-, -CH=CH-or -C=C; Ar1 and Ar2 independently are aryl and heteroary.; m=0, 2, p=0, 1, 2, m+p>0; each Y1 and Y2 independently is -Z-N+(R1)(R2)R4 Q-(A); -NR3-Z-N+(R1)(R2)R4 Q- (B), or O-Z-N+(R1)(R2)R4 Q- (C), R1, R2, R3, R4, X1, X2 are substituents, and Q- is an anion. The present invention also relates to the compounds for sue as pharmaceutically active agents, in particular against bacterial infections (such as Gram-negative and Gram-positive bacteria, including antibiotic-sensitive or resistant strains), and in the medical treatment of bacterial infections in mammals.

Cationic chalcone antibiotics. Design, synthesis, and mechanism of action

This paper describes how the introduction of "cationic" aliphatic amino groups in the chalcone scaffold results in potent antibacterial compounds. It is shown that the most favorable position for the aliphatic amino group is the 2-position of the B-ring, in particular in combination with a lipophilic substituent in the 5-position of the B-ring. We demonstrate that the compounds act by unselective disruption of cell membranes. Introduction of an additional aliphatic amino group in the á-ring results in compounds that are selective for bacterial membranes combined with a high antibacterial activity against both Gram-positive and -negative pathogens. The most potent compound in this study (78) has an MIC value of 2 μM against methicillin resistant Staphylococus aureus.