Design, Synthesis, and Antifungal Evaluation of Novel Benzoxazole Derivatives Containing a 1,2,3‐Triazole Moiety

Jiang, Yuqin; Jia, Shuhong; Li, Xi-Yong; Sun, Yamin; Li, Wei; Zhang, Weiwei; Xu, Guiqing

doi:10.1002/jccs.201700129

Cited by 8 publications

(2 citation statements)

References 19 publications

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“…In these compounds, when the benzotriazole and benzoxazole moiety were without substituents at aromatic ring, they revealed the best antifungal activity against BC (127b). e compounds were more active against BC than against FV (Figure 62) [127]. The raised anticandidal activity of compounds 114a and 114b might be happened owing to existence of quinoline ring and free aldehyde group, in order along with 1,2,3 triazole ring in their buildings.…”

Section: 23-triazole Linked To Other Heterocyclicmentioning

confidence: 97%

A Recent Overview of 1,2,3-Triazole-Containing Hybrids as Novel Antifungal Agents: Focusing on Synthesis, Mechanism of Action, and Structure-Activity Relationship (SAR)

Marzi

Farjam

Kazeminejad

et al. 2022

Journal of Chemistry

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A pharmacophore system has been found as 1,2,3-triazole, a five-membered heterocycle ring with nitrogen heteroatoms. These heterocyclic compounds can be produced using azide-alkyne cycloaddition processes catalyzed by ruthenium or copper. The bioactive compounds demonstrated antitubercular, antibacterial, anti-inflammatory, anticancer, antioxidant, antiviral, and antidiabetic properties. This heterocycle molecule, in particular, with one or more 1,2,3-triazole cores has been found to have the most powerful antifungal effects. The goal of this review is to highlight recent developments in the synthesis and structure-activity relationship (SAR) investigation of this prospective fungicidal chemical. Also there have been explained drugs and mechanism of action of a triazole compound with antifungal activity. This review will be useful in a variety of fields, including medicinal chemistry, organic chemistry, mycology, and pharmacology.

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Section: 23-triazole Linked To Other Heterocyclicmentioning

confidence: 97%

A Recent Overview of 1,2,3-Triazole-Containing Hybrids as Novel Antifungal Agents: Focusing on Synthesis, Mechanism of Action, and Structure-Activity Relationship (SAR)

Marzi

Farjam

Kazeminejad

et al. 2022

Journal of Chemistry

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“…The docking study of compound C′2 showed the best docking score of 142.376 against dihydrofolate reductase (DHFR) of C. albicans, which affirms its MIC result (Table 1). In a study by Jiang et al (2017), a series of benzoxazole derivatives containing triazole moiety were synthesized by copper-catalyzed cyclization reactions between 1H-1,2,3-triazole-4carbaldehyde intermediates and 2-aminophenol derivatives. Compounds D′1, D′2, and D′3 indicated the best fungicidal activity against plant pathogenic fungi Botrytis cinerea, with 81.9% inhibition compared with hymexazol (100% inhibition) as the standard fungicide.…”

Section: Fluconazole Analogsmentioning

confidence: 99%

Click chemistry beyond metal‐catalyzed cycloaddition as a remarkable tool for green chemical synthesis of antifungal medications

Tahghighi,

Azerang

2024

Chem Biol Drug Des

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Click chemistry is widely used for the efficient synthesis of 1,4‐disubstituted‐1,2,3‐triazole, a well‐known scaffold with widespread biological activity in the pharmaceutical sciences. In recent years, this magic ring has attracted the attention of scientists for its potential in designing and synthesizing new antifungal agents. Despite scientific and medical advances, fungal infections still account for more than 1.5 million deaths globally per year, especially in people with compromised immune function. This increasing trend is definitely related to a raise in the incidence of fungal infections and prevalence of antifungal drug resistance. In this condition, an urgent need for new alternative antifungals is undeniable. By focusing on the main aspects of reaction conditions in click chemistry, this review was conducted to classify antifungal 1,4‐disubstituted‐1,2,3‐triazole hybrids based on their chemical structures and introduce the most effective triazole antifungal derivatives. It was notable that in all reactions studied, Cu(I) catalysts generated in situ by the reduction in Cu(II) salts or used copper(I) salts directly, as well as mixed solvents of t‐BuOH/H2O and DMF/H2O had most application in the synthesis of triazole ring. The most effective antifungal activity was also observed in fluconazole analogs containing 1,2,3‐triazole moiety and benzo‐fused five/six‐membered heterocyclic conjugates with a 1,2,3‐triazole ring, even with better activity than fluconazole. The findings of structure–activity relationship and molecular docking of antifungal derivatives synthesized with copper‐catalyzed azide–alkyne cycloaddition (CuAAC) could offer medicinal chemistry scientists valuable data on designing and synthesizing novel triazole antifungals with more potent biological activities in their future research.

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Chemically Modified Polyaniline for the Detection of Volatile Biomarkers of Minimal Sensitivity to Humidity and Bending

Deng

Sun

Jin

et al. 2018

Adv Healthcare Materials

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Flexible sensors can be widely used in future wearable devices to monitor people's health states. However, most of the sensors are sensitive to humidity and bending effects, limiting their application in a real-world environment. A new strategy is proposed for obtaining flexible sensors with good tolerance to humidity. By integrating a hydrophobic layer on the surface of doped polyaniline, a flexible sensor that can resist water response with a concentration up to 350 ppm is developed. Good resilience against mechanical bending is also achieved in this flexible sensor. These results may trigger a renaissance in flexible sensor applications for disease diagnosing by wearable devices.

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Design, Synthesis, and Antifungal Evaluation of Novel Benzoxazole Derivatives Containing a 1,2,3‐Triazole Moiety

Cited by 8 publications

References 19 publications

A Recent Overview of 1,2,3-Triazole-Containing Hybrids as Novel Antifungal Agents: Focusing on Synthesis, Mechanism of Action, and Structure-Activity Relationship (SAR)

A Recent Overview of 1,2,3-Triazole-Containing Hybrids as Novel Antifungal Agents: Focusing on Synthesis, Mechanism of Action, and Structure-Activity Relationship (SAR)

Click chemistry beyond metal‐catalyzed cycloaddition as a remarkable tool for green chemical synthesis of antifungal medications

Chemically Modified Polyaniline for the Detection of Volatile Biomarkers of Minimal Sensitivity to Humidity and Bending

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