Synthesis of benzothiazole-appended bis-triazole-based structural isomers with promising antifungal activity against <i>Rhizoctonia solani</i>

Upadhyay, Ravindra Kumar; Saini, Keshav Kumar; Deswal, Nidhi; Singh, Tejveer; Tripathi, Kailash Pati; Kaushik, Parshant; Shakil, Najam A.; Bharti, Alok C.; Kumar, Rohtash

doi:10.1039/d2ra04465j

Cited by 8 publications

(3 citation statements)

References 25 publications

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“…1 H -indole-2,3-dione, which is commonly referred to as Isatin or indenedione, is a versatile moiety with a broad range of biological activity. Isatin is the precursor for a number of derivatives that possess a broad range of potential biological and pharmaceutical properties 23 such as anticancer properties in various types of cancers, 24–26 antibiotics, 27 anxiogenic, 28 antibacterial, 29 antidiabetic, 30 anticonvulsant, 31 sedative, 32 carboxylesterases, 33 antidepressants, 34 antifungals, 35 antimicrobial 36 etc. Triazoles, namely 1,2,3-triazole and 1,2,4-triazole, are among the most significant groups of nitrogen-containing heterocycles.…”

Section: Introductionmentioning

confidence: 99%

Design, synthesis, molecular docking and DFT studies on novel melatonin and isatin based azole derivatives

Saini,

Upadhyay,

Kant

et al. 2023

RSC Adv.

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Section: Introductionmentioning

confidence: 99%

Design, synthesis, molecular docking and DFT studies on novel melatonin and isatin based azole derivatives

Saini,

Upadhyay,

Kant

et al. 2023

RSC Adv.

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“…However, the replacement of chlorine atoms with nitro groups had no significant effect on the fungicidal activity of compounds; for example, the average diameter of the inhibition zone of compound 44 against A. oryzae was 0.81 mm [ 84 ]. At the concentration of 50 mg/L, the inhibitory activities of compounds 45 and 46 against Rape sclerotinia rot were 80.08% and 81.61%, respectively [ 85 ]. The ED 50 values of compounds 47 and 48 for R. solani are 0.96 µM and 1.48 µM, respectively, which may be due to amines having stronger alkalinity than imines.…”

Section: Antifungal Activitymentioning

confidence: 99%

Research Progress of Benzothiazole and Benzoxazole Derivatives in the Discovery of Agricultural Chemicals

Zou

Zhang

Xing

et al. 2023

IJMS

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Benzoxazole and benzothiazole have a broad spectrum of agricultural biological activities, such as antibacterial, antiviral, and herbicidal activities, which are important fused heterocyclic scaffold structures in agrochemical discovery. In recent years, great progress has been made in the research of benzoxazoles and benzothiazoles, especially in the development of herbicides and insecticides. With the widespread use of benzoxazoles and benzothiazoles, there may be more new products containing benzoxazoles and benzothiazoles in the future. We systematically reviewed the application of benzoxazoles and benzothiazoles in discovering new agrochemicals in the past two decades and summarized the antibacterial, fungicidal, antiviral, herbicidal, and insecticidal activities of the active compounds. We also discussed the structural–activity relationship and mechanism of the active compounds. This work aims to provide inspiration and ideas for the discovery of new agrochemicals based on benzoxazole and benzothiazole.

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“…In this regard, nitrogen and sulfur‐containing heterocycles are explored widely. Among them, benzothiazole and amino‐benzothiazole are very privileged heterocycles exhibiting a wide spectrum of pharmacological activity such as antibacterial, [ 6 ] antimicrobial, [ 7 ] antifungal, [ 8 ] antiviral, [ 9 ] antidiabetic, [ 10 ] analgesics, [ 11 ] anticonvulsant, [ 12 ] and antiproliferative activities. [ 13,14 ] Thus, benzothiazoles are model structures with a natural affinity for a variety of biological receptors, making them ideal core scaffolds for the design and synthesis of targeted molecules.…”

Section: Introductionmentioning

confidence: 99%

Benzothiazole‐based apoptosis inducers: A comprehensive overview and future prospective

Kamboj,

Mahore,

Husain

et al. 2024

Archiv der Pharmazie

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Cancer has become a major concern in healthcare globally, and over time, incidences and prevalence of cancer are increasing. To counter this, a lot of anticancer drugs are approved and are in clinical use, playing a pivotal role in its treatment. Due to drug resistance and adverse effects, a continuous demand for novel, potent, and safe candidates to treat cancer is always there. Over the last few decades, various heterocyclic ring‐based derivatives have been explored and reported in the literature. In this regard, benzothiazole scaffold‐based compound emerged as the versatile ring for developing novel and safe anticancer candidates. In this article, we have reported various benzothiazole heterocyclic ring‐based derivatives demonstrating potent antiproliferative activity by induction of apoptosis via an intrinsic pathway in a dose‐dependent manner. These compounds also displayed inhibition of different enzymes, for example, Aurora kinase, epidermal growth factor receptor, vascular endothelial growth factor receptor, phosphoinositide kinases, DNA topoisomerase, and tubulin polymerases. This study focused on a comprehensive overview of antiproliferative activity, structure–activity relationship, apoptosis induction activity, and enzyme inhibition by benzothiazole‐based compounds.

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Synthesis of benzothiazole-appended bis-triazole-based structural isomers with promising antifungal activity against Rhizoctonia solani

Abstract: Two novel series (5a–f, 6 and 7a–f, 8) of benzothiazole-appended bis-triazole derivative-based fungicides were prepared and their antifungal activity evaluated against plant pathogen Rhizoctonia solani. It was found that compound 5f is the most potent fungicide.

Cited by 8 publications

References 25 publications

Design, synthesis, molecular docking and DFT studies on novel melatonin and isatin based azole derivatives

Design, synthesis, molecular docking and DFT studies on novel melatonin and isatin based azole derivatives

Research Progress of Benzothiazole and Benzoxazole Derivatives in the Discovery of Agricultural Chemicals

Benzothiazole‐based apoptosis inducers: A comprehensive overview and future prospective

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