Microwave-Assisted Synthesis, Lipophilicity and In Vitro Antimicrobial Activity of Hydrazide-Hydrazones of Phenylacetic Acid
Microwave-assisted synthesis was applied to obtain fifteen hydrazide-hydrazones of phenylacetic acid. The chemical structure of the synthesized compounds was confirmed on the basis of the analysis of the IR, <sup>1</sup>H NMR and <sup>13</sup>C NMR spectra. Experimental logP...
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MDPI AG
2025-03-01
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| author | Magda Kuć Anna Berecka-Rycerz Anna Biernasiuk Łukasz Popiołek |
| author_facet | Magda Kuć Anna Berecka-Rycerz Anna Biernasiuk Łukasz Popiołek |
| author_sort | Magda Kuć |
| collection | DOAJ |
| description | Microwave-assisted synthesis was applied to obtain fifteen hydrazide-hydrazones of phenylacetic acid. The chemical structure of the synthesized compounds was confirmed on the basis of the analysis of the IR, <sup>1</sup>H NMR and <sup>13</sup>C NMR spectra. Experimental logP values for all obtained acylhydrazones were established with the use of chromatographic methods. The synthesized compounds were tested for potential antimicrobial activity in in vitro conditions against a panel of microorganisms, which included eight strains of Gram-positive bacteria and six strains of Gram-negative bacteria as well as six strains of yeasts belonging to <i>Candida</i> spp. The assays we performed revealed significant antibacterial activity of obtained hydrazide-hydrazones of phenylacetic acid. Some of the tested compounds possessed much higher activity than that of reference antimicrobial agents towards Gram-positive bacterial strains. It is also worth mentioning that some of synthesized compounds possessed significant activity towards MRSA strain—methicillin-resistant <i>Staphylococcus aureus</i> ATCC 43300 and MSSA strain—methicillin susceptible <i>Staphylococcus aureus</i> ATCC 6538 and ATCC 29213. |
| format | Article |
| id | doaj-art-b9ef94ea269940aeadbc149b2dcbadf7 |
| institution | DOAJ |
| issn | 2076-3417 |
| language | English |
| publishDate | 2025-03-01 |
| publisher | MDPI AG |
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| series | Applied Sciences |
| spelling | doaj-art-b9ef94ea269940aeadbc149b2dcbadf72025-08-20T03:06:16ZengMDPI AGApplied Sciences2076-34172025-03-01157343610.3390/app15073436Microwave-Assisted Synthesis, Lipophilicity and In Vitro Antimicrobial Activity of Hydrazide-Hydrazones of Phenylacetic AcidMagda Kuć0Anna Berecka-Rycerz1Anna Biernasiuk2Łukasz Popiołek3Chair and Department of Organic Chemistry, Faculty of Pharmacy, Medical University of Lublin, 4A Chodźki Street, 20-093 Lublin, PolandChair and Department of Medicinal Chemistry, Faculty of Pharmacy, Medical University of Lublin, 4 Jaczewskiego Street, 20-093 Lublin, PolandChair and Department of Pharmaceutical Microbiology, Faculty of Pharmacy, Medical University of Lublin, 1 Chodźki Street, 20-093 Lublin, PolandChair and Department of Organic Chemistry, Faculty of Pharmacy, Medical University of Lublin, 4A Chodźki Street, 20-093 Lublin, PolandMicrowave-assisted synthesis was applied to obtain fifteen hydrazide-hydrazones of phenylacetic acid. The chemical structure of the synthesized compounds was confirmed on the basis of the analysis of the IR, <sup>1</sup>H NMR and <sup>13</sup>C NMR spectra. Experimental logP values for all obtained acylhydrazones were established with the use of chromatographic methods. The synthesized compounds were tested for potential antimicrobial activity in in vitro conditions against a panel of microorganisms, which included eight strains of Gram-positive bacteria and six strains of Gram-negative bacteria as well as six strains of yeasts belonging to <i>Candida</i> spp. The assays we performed revealed significant antibacterial activity of obtained hydrazide-hydrazones of phenylacetic acid. Some of the tested compounds possessed much higher activity than that of reference antimicrobial agents towards Gram-positive bacterial strains. It is also worth mentioning that some of synthesized compounds possessed significant activity towards MRSA strain—methicillin-resistant <i>Staphylococcus aureus</i> ATCC 43300 and MSSA strain—methicillin susceptible <i>Staphylococcus aureus</i> ATCC 6538 and ATCC 29213.https://www.mdpi.com/2076-3417/15/7/3436microwave-assisted synthesishydrazide-hydrazonelipophilicitybioactivityantimicrobial activity |
| spellingShingle | Magda Kuć Anna Berecka-Rycerz Anna Biernasiuk Łukasz Popiołek Microwave-Assisted Synthesis, Lipophilicity and In Vitro Antimicrobial Activity of Hydrazide-Hydrazones of Phenylacetic Acid Applied Sciences microwave-assisted synthesis hydrazide-hydrazone lipophilicity bioactivity antimicrobial activity |
| title | Microwave-Assisted Synthesis, Lipophilicity and In Vitro Antimicrobial Activity of Hydrazide-Hydrazones of Phenylacetic Acid |
| title_full | Microwave-Assisted Synthesis, Lipophilicity and In Vitro Antimicrobial Activity of Hydrazide-Hydrazones of Phenylacetic Acid |
| title_fullStr | Microwave-Assisted Synthesis, Lipophilicity and In Vitro Antimicrobial Activity of Hydrazide-Hydrazones of Phenylacetic Acid |
| title_full_unstemmed | Microwave-Assisted Synthesis, Lipophilicity and In Vitro Antimicrobial Activity of Hydrazide-Hydrazones of Phenylacetic Acid |
| title_short | Microwave-Assisted Synthesis, Lipophilicity and In Vitro Antimicrobial Activity of Hydrazide-Hydrazones of Phenylacetic Acid |
| title_sort | microwave assisted synthesis lipophilicity and in vitro antimicrobial activity of hydrazide hydrazones of phenylacetic acid |
| topic | microwave-assisted synthesis hydrazide-hydrazone lipophilicity bioactivity antimicrobial activity |
| url | https://www.mdpi.com/2076-3417/15/7/3436 |
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