Synthesis of novel antibacterial and antifungal quinoxaline derivatives

Tang, Xuemei; Zhou, Qing; Zhan, Wenliang; Hu, Die; Zhou, Ran; Sun, Nan; Chen, Shuai; Wu, Weilong; Xue, Wei

doi:10.1039/d1ra07559d

Cited by 30 publications

(9 citation statements)

References 45 publications

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“…The antifungal effect of the target compounds Y1–Y28 in vitro was performed by the method reported in the literature. 32 Commercial fungicides kresoxim-methyl and azoxystrobin were used as positive controls, and the experiment was repeated three times for each drug. The details are listed in the ESI.…”

Section: Methodsmentioning

confidence: 99%

Design, synthesis and bioactivity of myricetin derivatives for control of fungal disease and tobacco mosaic virus disease

Cao

Liu

et al. 2023

RSC Adv.

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Section: Methodsmentioning

confidence: 99%

Design, synthesis and bioactivity of myricetin derivatives for control of fungal disease and tobacco mosaic virus disease

Cao

Liu

et al. 2023

RSC Adv.

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“…The detailed procedures of SEM and TEM have been reported in the literature. 37,38,[40][41][42] 2.7 Enzyme activity test Five mycelial blocks (diameter = 4 mm) of Rs were cultured and shaken in 50 mL liquid PDB medium for 48 h on a rotary shaker at 25 °C and 180 rpm. The mycelium was filtered and treated with Z26 at the concentrations of 10, 25 and 50 μg mL −1 .…”

Section: Sem and Tem Observationmentioning

confidence: 99%

Synthesis, antibacterial and antifungal activity of myricetin derivatives containing piperidine and amide fragments

Zhang

Feng

Chen

et al. 2023

Pest Management Science

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BACKGROUNDContinuous use of synthetic bactericides and fungicides is causing pathogens to develop resistance, resulting in increased use of pesticides and affecting food security. The green pesticides derived from natural products could reduce or avoid ‘pesticide hazards’ caused by synthetic pesticides as a result of their unique mechanism of action. Therefore, it is of great significance to create green pesticides with novel structures.RESULTSHerein, 30 novel myricetin derivatives containing piperidine and amide fragments were designed and synthesized using active group splicing. Among them, compound Z30 had excellent inhibitory effect against Xanthomonas oryzae pv. Oryzae (Xoo) with the half effective concentration (EC50) of 2.7 μg mL−1. Compound Z26 not only exhibited better antibacterial activity against Xaxonopodis pv. Citri (Xac) with EC50 of 3.9 μg mL−1, but also displayed higher antifungal activity against Rhizoctonia solani (Rs) with EC50 of 8.3 μg mL−1. In vivo experiments proved that Z30 against bacterial blight of rice and Z26 against rice blast exhibits significant protective and curative effect. Scanning electron microscopy (SEM) and transmission electron microscopy (TEM) showed that Z26 and Z30 could change the integrity of cell wall and membrane of pathogen Xoo, Xac and Rs, resulting in cytoplasmic leakage and eventually death. Enzymatic assay, molecular docking and molecular dynamics simulations (MDs) indicated that Z26 could be used as a potential succinate dehydrogenase inhibitor (SDHI).CONCLUSIONZ26 and Z30 significantly reduced the pathogenicity of the pathogens, which provided a new idea and direction for the development of green pesticides. © 2023 Society of Chemical Industry.

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“…Further 124 a and 124 c showed significant antifungal activity against Rhizoctonia solani (RS), with EC 50 values of 8.54 and 12.01 μg/mL, respectively. Compound 124 a had an inhibitory effect on the germination of Rhizoctonia solani (RS) [66] …”

Section: Pharmacological Activities Of Quinoxaline‐based Compoundsmentioning

confidence: 99%

A Review on Multipurpose Potential of Bioactive Heterocycle Quinoxaline

2023

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In last few decades, nitrogen‐containing heterocycles have maintained their status as an important core of FDA‐approved drugs and medicinally active compounds. Quinoxaline is one such class of nitrogen‐containing scaffold that has become a subject of extensive research as it possess a plethora of biological activities. Molecular hybridization is a versatile and rational approach to drug design that involves the combination of two bioactive molecules possessing distinct intrinsic activity into a single scaffold for enhancing their therapeutic potential. In view of this, the advancement and potential of quinoxaline hybrids bearing thiazole, triazole, oxadiazole, pyrrolizines, pyrazole, etc. have attracted the keen attention of researchers to explore their therapeutic ability against different biological targets. The present review includes the research in the recent years (2018–2023) and addresses the graceful advancements in the studies related to quinoxaline‐based small molecules including their synthetic routes, biological activities and structure‐activity relationships. We anticipate that this review article will provide comprehensive knowledge of pharmacological importance of quinoxaline analogues and will fulfill the need of scientific community in designing and developing efficacious novel molecules.

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Synthesis of novel antibacterial and antifungal quinoxaline derivatives

Abstract: Structure of some commercial agents.

Cited by 30 publications

References 45 publications

Design, synthesis and bioactivity of myricetin derivatives for control of fungal disease and tobacco mosaic virus disease

Design, synthesis and bioactivity of myricetin derivatives for control of fungal disease and tobacco mosaic virus disease

Synthesis, antibacterial and antifungal activity of myricetin derivatives containing piperidine and amide fragments

A Review on Multipurpose Potential of Bioactive Heterocycle Quinoxaline

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