Synthesis, and prediction of molecular properties and antimicrobial activity of some acylhydrazones derived from $N$-(arylsulfonyl)methionine

Authors : ESRA TATAR, SEVİL ŞENKARDEŞ, HASAN ERDİNÇ SELLİTEPE, ŞÜKRİYE GÜNİZ KÜÇÜKGÜZEL, ŞENGÜL ALPAY KARAOĞLU, ARİF BOZDEVECİ, ERIK DE CLERCQ, CHRISTOPHE PANNECOUQUE, TAİBİ BEN HADDA, İLKAY KÜÇÜKGÜZEL

Pages : 510-534

View : 27 | Download : 8

Publication Date : 0000-00-00

Article Type : Research Paper

Abstract :A series of 38 new acylhydrazones [3-40], derived from insert ignore into journalissuearticles values(2$S);$-4-insert ignore into journalissuearticles values(methylsulfanyl);-2-[[insert ignore into journalissuearticles values(4-methylphenyl);sulfonyl] amino]butanoic acid hydrazide [2], were synthesized and evaluated for their anti-HIV and antimicrobial activity with the further aim to develop acylhydrazones carrying an amino acid side chain. All tested compounds possess stronger activity against gram insert ignore into journalissuearticles values(+); bacteria. Compound 23 was found active against methicillin-resistant Staphylococcus aureus insert ignore into journalissuearticles values(MRSA); with a MIC value of 3.9 $\mu $g/mL. The MIC value of compound 30 against Enterococcus faecalis, Listeria monocytogenes, and Bacillus cereus was 8 $\mu $g/mL. A computational study for prediction of ADME and drug-like properties insert ignore into journalissuearticles values(solubility, drug-likeness, and drug score); as well as potential toxicity profiles of compounds 2-40 was performed using the Molinspiration online property calculation toolkit and Osiris Property Explorer. As most of our compounds meet Lipinski`s rule of five, they promise good solubility and permeability. According to Osiris calculations, the majority of our compounds are supposed to be nonmutagenic and nonirritating.
Keywords : Acylhydrazones, antimicrobial activity, L methionine, microwave assisted synthesis, MRSA