In Vitro Antimicrobial Activities of 6-Substituted-3(2H)- pyridazinone-2-acetyl-2- (substituted/nonsubstitutedbenzal/ acetophenone) Hydrazone Derivatives

Abstract

Aim: In vitro antibacterial activity of 6-substituted-3(2H)-pyridazinone-2-acetyl-2-(substituted/nonsubstitutedbenzal/ acetophenone) hydrazone derivatives were tested in common species causing hospital-acquired infections. Material and Method: Antimicrobial activities of the compounds were performed by determining minimum inhibitory concentration (MIC) value against four Gram-positive, five Gram-negative and four Candida species fungi. Modified serial microdilution method was carried out. Reference strains of American Type Culture Collection (ATCC) were used. Results: In general, eleven compounds exhibited considerable activity. Comparatively, compound 3 exhibited strong activity against Enterobacter hormaechei and 5, 11 were the most active against Acinetobacter baumannii at 31.25 μg/mL. Compounds 1,2,3,4,8 and 10 were found to be as active as positive control ampicillin trihidrate against Stenotrophomonas maltophilia. On the other hand, compounds 1,2,3,4,7,8,9,10 and 11 showed strong antifungal activitiy as much as fluconazole against Candida tropicalis. Compound 1 was mostly active against Candida albicans, Candida glabrata, Candida parapsilosis and Candida tropicalis. It was also revealed that the antifungal activity of compounds 1, 6, 7, 8 and 9 were higher than the others. Compound 1 and 8 exhibited the best activity against Candida glabrata and Candida parapsilosis respectively. Conclusions: All tested compounds showed better activity against Gram-negative bacteria and yeast than Gram-positive bacteria. These compounds may be considered as alternative antimicrobial agents in the treatment of multiple drug resistant Gram-negative, Gram-positive bacteria and fungal pathogens. Especially, we suggested that Compound 1 and 8 might be a promising candidate of new antifungal agents

2-[4-(2-Chlorobenzyl)-3-methyl-6-oxo-1,6-dihydropyridazin-1-yl]-N-(4-fluorophenyl)acetamide

“…Pyridazinone derivatives possess a number of biological activities including anti-oxidant (Khokra et al, 2016), anti-bacterial and antifungal (Abiha et al 2018), anti-cancer (Kamble et al 2017), analgesic and anti-inflammatory (Ibrahim et al 2017), antidepressant (Boukharsa et al 2016) and anti-ulcer properties (Yamada et al, 1981). In addition, N-arylacetamide derivatives with their wide spectrum of activities (e.g., Missioui et al, 2022) have significant importance as intermediates in organic chemistry.…”

Ethyl 2-[4-(4-methoxybenzyl)-3-methyl-6-oxopyridazin-1-yl]acetate

“…Pyridazinone derivatives, with a carbonyl group at position 3, possess a number of biological activities including anti-oxidant (Khokra et al, 2016), anti-bacterial and antifungal (Abiha et al 2018), anti-cancer (Kamble et al 2017), analgesic and anti-inflammatory (Ibrahim et al 2017), anti-depressant (Boukharsa et al 2016) and anti-ulcer activities (Yamada et al, 1981). In addition, a number of pyridazinone derivatives have been reported to have potential as agrochemicals, for example as insecticides (Nauen & Bretschneider, 2002).…”

Ethyl 2-(4-benzyl-3-methyl-6-oxo-1,6-dihydropyridazin-1-yl)acetate: crystal structure and Hirshfeld surface analysis

“…The interest in these nitrogen-rich heterocyclic derivatives arises from the fact that they exhibit a number of promising pharmacological and biological activities. These include anti-oxidant (Khokra et al, 2016), anti-bacterial and anti-fungal (Abiha et al 2018), anti-cancer (Kamble et al 2017), analgesic and anti-inflammatory (Ibrahim et al 2017), anti-depressant (Boukharsa et al 2016) and anti-ulcer activities (Yamada et al, 1981). In addition, a number of pyridazinone derivatives have been reported to have potential as agrochemicals, for example as insecticides (Nauen & Bretschneider, 2002), acaricides (Igarashi & Sakamoto, 1994) and herbicides (Azaari et al, 2016).…”