Synthesis and &lt;i&gt;in Vitro&lt;/i&gt; Antifungal Activities of Novel Benzamide Derivatives Containing a Triazole Moiety

Zhang, Wen; Sui, Guoqing; Li, Yulin; Fang, Mei; Yang, Xin; Ma, Xiaowei; Zhou, Wenming

doi:10.1248/cpb.c16-00056

Cited by 17 publications

(2 citation statements)

References 14 publications

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“…Pathological states caused by pathogenic fungi are among the most serious diseases (Zhang et al, 2016 ). In the last years, fungal infections became a severe medical task because of many clinical challenges, such as transplantation, HIV infections, application of immunosuppressive agents, and cancer (Sadeghpour et al, 2017 ).…”

Section: The Triazoles As Agents Against Microorganismsmentioning

confidence: 99%

Triazole-Modified Peptidomimetics: An Opportunity for Drug Discovery and Development

et al. 2021

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Peptidomimetics play a fundamental role in drug design due to their preferential properties regarding natural peptides. In particular, compounds possessing nitrogen-containing heterocycles have been intensively studied in recent years. The triazolyl moiety incorporation decreases the molecule susceptibility to enzymatic degradation, reduction, hydrolysis, and oxidation. In fact, peptides containing triazole rings are a typical example of peptidomimetics. They have all the advantages over classic peptides. Both efficient synthetic methods and biological activity make these systems an interesting and promising object of research. Peptide triazole derivatives display a diversity of biological properties and can be obtained via numerous synthetic strategies. In this review, we have highlighted the importance of the triazole-modified peptidomimetics in the field of drug design. We present an overview on new achievements in triazolyl-containing peptidomimetics synthesis and their biological activity as inhibitors of enzymes or against cancer, viruses, bacteria, or fungi. The relevance of above-mentioned compounds was confirmed by their comparison with unmodified peptides.

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Section: The Triazoles As Agents Against Microorganismsmentioning

confidence: 99%

Triazole-Modified Peptidomimetics: An Opportunity for Drug Discovery and Development

et al. 2021

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“…A 25% of active pharmaceutical ingredient contains amide scaffold due to its broad spectrum activity (Ghose et al, 1999). The benzamide moiety (A) was usually incorporated in hybrid molecules due to glucokinase activators (Mao et al, 2012), anticancer (Chandregowda et al, 2009;El-Hashash et al, 2018), central nervous systems of a 5-HT receptor (Dumuis et al, 1989), antiviral (Wu et al, 2017), anti-inflammatory (Tumer et al, 2017), 11β-HSD1 inhibitors (Rew et al, 2009), antiprion (Fiorino et al, 2012), antioxidant (Perin et al, 2018), histone deacetylase inhibitors (Lu et al, 2011), antitumor (Zhang et al, 2022), antifungal (Zhang et al, 2016), and antimicrobial activity (Ibrahim et al, 2016). Moreover, the hybrid compound is an artificial combination of two or more pharmacophores for triggering the desired activity (Alkhzem et al, 2022) such artificial scaffolds would able to act as an antibiotic with the ability to overcome drug resistance, intensify activity and increase binding affinity.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, molecular docking, QSTR and in‐silico ADME studies of novel 1,3‐thiazolidine‐amide derivatives as hybrid bioactive heterocycles

Pund,

Pansare,

Sarkate

et al. 2024

Chem Biol Drug Des

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In this article, we described synthesis of 1,3‐thiazolidine ‐ amide hybrid derivatives by two different methods from (S)‐2‐amino‐3‐(4‐(benzyloxy)phenyl)‐1‐(thiazolidin‐3‐yl)propan‐1‐one (4). In first method, catalytic amidation was carried out under microwave irradiation using Ceric Ammonium Nitrate (CAN) as a green catalyst where as in second conventional method; CDI was used as a significant coupling reagent to optimize reaction condition and yield of product. All new compounds were well characterized by 1H NMR, 13C NMR, IR and ESMS spectral techniques and evaluated in vitro antibacterial and antifungal activity. The molecular docking study revealed that the designed compounds snuggly fit in the active site of 4WMZ protein. In addition, the QSTR study of new compounds were carried out with the help of Toxicity Estimation Software Tool (T.E.S.T). The results showed slight toxic nature of new compounds. In‐silico ADME studies significant values of pharmacokinetic parameters and demonstrated good drug like characteristics based on Lipinski's rule of five.

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Synthesis and glutathione reductase inhibitory properties of 5‐methyl‐2,4‐dihydro‐3H‐1,2,4‐triazol‐3‐one's aryl Schiff base derivatives

Balaydın

Özil

Şentürk

2018

Archiv der Pharmazie

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Glutathione reductase (GR) is responsible for the existence of the reduced glutathione (GSH) molecule, a crucial antioxidant against oxidative stress reagents. The antimalarial activities of some redox active compounds are attributed to their inhibition of antioxidant flavoenzyme GR, and inhibitors are therefore expected to be useful for the treatment of malaria. In this work, a fast and effective synthesis and the GR inhibitory properties of 5-methyl-2,4-dihydro-3H-1,2,4-triazol-3-one's aryl Schiff base derivatives are reported. For this aim, the triazol nucleus was obtained, which was substituted with identical groups: ester, hydrazide, and Schiff base system at the N-2 and N-4 nitrogen atoms. The majority of the reactions were carried out by utilizing both microwave and conventional methods in order to compare their yields and reaction times. Beside this, the occuring E/Z geometrical isomers from the CN double bond and the cis/trans amide conformers at the CONH single bond were studied. In the biological activity section of this work, it was found that all synthesized compounds have better inhibitory activity than N,N-bis(2-chloroethyl)-N-nitrosourea against GR; especially, two molecules, 6e and 6f, are the best among them. The evidence indicates that these Schiff base derivatives, with triazole ring, are strong GR inhibitors and novel antimalaria candidates.

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Synthesis and <i>in Vitro</i> Antifungal Activities of Novel Benzamide Derivatives Containing a Triazole Moiety

Cited by 17 publications

References 14 publications

Triazole-Modified Peptidomimetics: An Opportunity for Drug Discovery and Development

Triazole-Modified Peptidomimetics: An Opportunity for Drug Discovery and Development

Synthesis, molecular docking, QSTR and in‐silico ADME studies of novel 1,3‐thiazolidine‐amide derivatives as hybrid bioactive heterocycles

Synthesis and glutathione reductase inhibitory properties of 5‐methyl‐2,4‐dihydro‐3H‐1,2,4‐triazol‐3‐one's aryl Schiff base derivatives

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