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Synthesis and Characterization of New N-acyl Hydrazone Derivatives of Carprofen as Potential Tuberculostatic Agents.

Authors :
Vlad, Ilinca Margareta
Nuță, Diana Camelia
Căproiu, Miron Theodor
Dumitrașcu, Florea
Kapronczai, Eleonóra
Mük, Georgiana Ramona
Avram, Speranta
Niculescu, Adelina Gabriela
Zarafu, Irina
Ciorobescu, Vanesa Alexandra
Brezeanu, Ana Maria
Limban, Carmen
Source :
Antibiotics (2079-6382); Mar2024, Vol. 13 Issue 3, p212, 14p
Publication Year :
2024

Abstract

N-acyl hydrazone (NAH) is recognized as a promising framework in drug design due to its versatility, straightforward synthesis, and attractive range of biological activities, including antimicrobial, antitumoral, analgesic, and anti-inflammatory properties. In the global context of increasing resistance of pathogenic bacteria to antibiotics, NAHs represent potential solutions for developing improved treatment alternatives. Therefore, this research introduces six novel derivatives of (EZ)-N'-benzylidene-2-(6-chloro-9H-carbazol-2-yl)propanehydrazide, synthesized using a microwave-assisted method. In more detail, we joined two pharmacophore fragments in a single molecule, represented by an NSAID-type carprofen structure and a hydrazone-type structure, obtaining a new series of NSAID-N-acyl hydrazone derivatives that were further characterized spectrally using FT-IR, NMR, and HRMS investigations. Additionally, the substances were assessed for their tuberculostatic activity by examining their impact on four strains of M. tuberculosis, including two susceptible to rifampicin (RIF) and isoniazid (INH), one susceptible to RIF and resistant to INH, and one resistant to both RIF and INH. The results of our research highlight the potential of the prepared compounds in fighting against antibiotic-resistant M. tuberculosis strains. [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
20796382
Volume :
13
Issue :
3
Database :
Complementary Index
Journal :
Antibiotics (2079-6382)
Publication Type :
Academic Journal
Accession number :
176272270
Full Text :
https://doi.org/10.3390/antibiotics13030212