Journal ArticleDOI
Design, synthesis and biological evaluation of quinoxaline N -propionic and O -propionic hydrazide derivatives as antibacterial and antifungal agents
Mohamed F. El Shehry,Samir Y. Abbas,Amel M. Farrag,Sally I. Eissa,Sawsan A. Fouad,Yousry A. Ammar +5 more
TLDR
It is suggested that quinaxoline derivatives bearing a pyrazole moiety are interesting scaffolds for the development of novel antibacterial and antifungal agents.Abstract:
Novel series of quinaxoline derivatives incorporating N-propionic and O-propionic hydrazide moieties were synthesized. Alkylation of 3-methylquinoxalin-2(1H)-one with ethyl 2-bromopropanoate afforded a mixture of O-alkylated and N-alkylated 3-methylquinoxaline. Hydrazide derivatives were afforded by reaction of O-alkylated and N-alkylated 3-methylquinoxaline with hydrazine hydrate. Condensation of hydrazide derivatives with different aromatic aldehydes and formylpyrazoles afforded the corresponding hydrazone derivatives. The synthesized quinaxoline derivatives were evaluated for their expected antimicrobial activity; where, the majority of these compounds showed potent antibacterial and antifungal activities against the tested strains of bacteria and fungi. Hydrazone derivative which contain 3-p-tolyl-pyrazolyl moiety showed fourfold potency of amphotericin B in inhibiting the growth of Aspergillus fumigatus, twofold potency of gentamycin in inhibiting the growth of Neisseria gonorrhoeae, equipotent potency of ampicillin in inhibiting the growth of Streptococcus pyogenes, equipotent potency of gentamycin in inhibiting the growth of Proteus vulgaris and Shigella flexneri, equipotent potency of amphotericin B in inhibiting the growth of Aspergillus clavatus, Geotrichum candidum and Penicillium marneffei. Thus, these studies suggested that quinaxoline derivatives bearing a pyrazole moiety are interesting scaffolds for the development of novel antibacterial and antifungal agents.read more
Citations
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Journal ArticleDOI
Novel structural hybrids of quinoline and thiazole moieties: Synthesis and evaluation of antibacterial and antifungal activities with molecular modeling studies.
Sally I. Eissa,Amel M. Farrag,Samir Y. Abbas,Mohamed F. El Shehry,Ahmed Ragab,Eman A. Fayed,Yousry A. Ammar +6 more
TL;DR: One of the best ways to design new biocidal agents is synthesizing hybrid molecules by combining two or more bioactive moieties in a single molecular scaffold, so quinolines bearing a thiazole moiety can be suggested as interesting scaffolds for the development both of the novel antibacterial and antifungal agents.
Journal ArticleDOI
Design, synthesis, antimicrobial activity and molecular docking studies of some novel di-substituted sulfonylquinoxaline derivatives.
Yousry A. Ammar,Awatef A. Farag,Abeer M. Ali,Ahmed Ragab,Ahmed A. Askar,Doaa M. Elsisi,Amany Belal +6 more
TL;DR: Molecular docking studies of the promising derivatives into DNA Gyrase binding site proved the usefulness of hybridizing quinoxaline scaffold with SO2 and morpholine moieties as a hopeful strategy in designing new DNA Gyrsase binding molecules.
Journal ArticleDOI
Antibacterial pyrazoles: tackling resistant bacteria
TL;DR: This review highlights recent reports of pyrazole derivatives targeting different bacterial strains focusing on the drug-resistant variants.
Journal ArticleDOI
N,N,N',N'-Tetramethylethylenediamine-Enabled Photoredox-Catalyzed C-H Methylation of N-Heteroarenes.
Fang Liu,Zhi-Peng Ye,Yuan-Zhuo Hu,Jie Gao,Lan Zheng,Kai Chen,Kai Chen,Hao-Yue Xiang,Xiaoqing Chen,Hua Yang +9 more
TL;DR: In this article, a facile and practical protocol for the direct C-H methylation of N-heteroarenes was developed, featuring mild reaction conditions, broad substrate scope, and scalability.
Journal ArticleDOI
Iodinated 1,2-diacylhydrazines, benzohydrazide-hydrazones and their analogues as dual antimicrobial and cytotoxic agents.
Martin Krátký,Klára Konečná,Michaela Brablíková,Jiří Janoušek,Václav Pflégr,Jana Maixnerová,František Trejtnar,Jarmila Vinšová +7 more
TL;DR: In this paper, the authors synthesized and screened twenty-two iodinated hydrazide-hydrazones and their three reduced analogues for their antibacterial, antifungal, and cytotoxic properties.
References
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Journal ArticleDOI
Quinoline derivatives bearing pyrazole moiety: Synthesis and biological evaluation as possible antibacterial and antifungal agents
Mohamed F. El Shehry,Mostafa M. Ghorab,Samir Y. Abbas,Eman A. Fayed,Said A. Shedid,Yousry A. Ammar +5 more
TL;DR: The synthesized quinoline derivatives bearing pyrazole moiety are interesting scaffolds for the development of novel antibacterial and antifungal agents according to the tested strains of bacteria and fungi.
Journal ArticleDOI
New quinoxaline 1,4-di-N-oxides. Part 1: Hypoxia-selective cytotoxins and anticancer agents derived from quinoxaline 1,4-di-N-oxides
TL;DR: A new series of quinoxaline 1,4-di-N-oxides and fused quin Oxides were synthesized and evaluated for hypoxic-cytotoxic activity on EAC cell line and Tirapazamine has been shown to be an efficient and selective cytotoxin after bioreductive activation in hypoxic cells.
Journal ArticleDOI
Synthesis, leishmanicidal, trypanocidal and cytotoxic activity of quinoline-hydrazone hybrids.
Juan Carlos Coa,Wilson Castrillón,Wilson Cardona,Miguel Carda,Victoria Ospina,July A. Muñoz,Iván D. Vélez,Sara M. Robledo +7 more
TL;DR: Although the majority of these compounds were highly cytotoxic, the antiparasite activity was higher than cytotoxicity and therefore, they still have potential to be considered as hit molecules for leishmanicidal and trypanocidal drug development.
Journal ArticleDOI
Synthesis of novel diflunisal hydrazide–hydrazones as anti-hepatitis C virus agents and hepatocellular carcinoma inhibitors
Sevil Şenkardeş,Neerja Kaushik-Basu,Irem Durmaz,Dinesh Manvar,Amartya Basu,Rengul Cetin Atalay,Ş. Güniz Küçükgüzel +6 more
TL;DR: Evaluation of anti-HCV activity indicated that most of the synthesized hydrazone derivatives inhibited viral replication in the Huh7/Rep-Feo1b and Huh 7.5-FGR-JCI-Rluc2A reporter systems, and produced dramatic cell cycle arrest at SubG1/G0 phase as an indicator of apoptotic cell death induction.
Journal ArticleDOI
Thiourea derivatives incorporating a hippuric acid moiety: synthesis and evaluation of antibacterial and antifungal activities.
Samir Y. Abbas,Marwa A.M.Sh. El-Sharief,Wahid M. Basyouni,Issa M. I. Fakhr,Eman W. El-Gammal +4 more
TL;DR: New series of thiourea derivatives incorporating a hippuric acid moiety comprising a new class of promising broad-spectrum antibacterial and antifungal agents are synthesized through the reaction of 4-hippuric acids with nitrogen nucleophiles.