Synthesis and Antimicrobial Activity of a New Class of Benzazolyl Pyrazoles

Durgamma, Suram; Thatha, Sreenivasulu; Padmavathi, V.; Padmaja, A.

doi:10.1002/jhet.2929

Cited by 7 publications

(3 citation statements)

References 39 publications

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“…The organoheterocyclic compounds investigated in this study primarily encompass pyrazoles, imidazoles, isoindoles, indazoles, and indolecarboxylic acids and their derivatives. Prior research has demonstrated the antibacterial and anti-inflammatory effects of pyrazoles [65], imidazoles [66], indazoles [67], isoindoles, and indolecarboxylic acids and derivatives [68,69]. These substances possess the ability to exert an impact on the intricate dynamics between lactic acid bacteria and their microbial counterparts, facilitating their sustenance and proliferation within a specific milieu through the suppression of growth and metabolic processes of the latter [70].…”

Section: Metabolite Analysis Of L Plantarum A50mentioning

confidence: 99%

Mechanistic Insights into Nitrite Degradation by Metabolites of L. plantarum A50: An LC-MS-Based Untargeted Metabolomics Analysis

An,

Sun,

Liu

et al. 2024

Fermentation

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Nitrites are universally acknowledged natural toxic substances that frequently lead to poisoning in humans and animals. During fermentation, certain microorganisms utilize a portion of the nitrogen element and reduce nitrates to nitrites through specific metabolic pathways. In this study, a highly effective lactic acid bacterial strain, Lactiplantibacillus plantarum A50, was isolated and screened from alfalfa silage for its remarkable ability to degrade nitrites. L. plantarum A50 exhibits exceptional nitrite removal capacity, with a degradation rate of 99.06% within 24 h. Furthermore, L. plantarum A50 demonstrates normal growth under pH values ranging from 4 to 9 and salt concentrations of 5%, displaying excellent tolerance to acidity, alkalinity, and salinity. Additionally, it undergoes fermentation using various carbon sources. Within the first 6–12 h of culture, L. plantarum A50 primarily achieves nitrite degradation through non-acidic processes, resulting in a degradation rate of 82.67% by the 12th hour. Moreover, the metabolites produced by L. plantarum A50 exhibit a synergistic interaction with acidity, leading to a nitrite degradation rate of 98.48% within 24 h. Notably, both L. plantarum A50 and MRS broth were found to degrade nitrites. Consequently, a non-targeted metabolomic analysis using LC-MS was conducted to identify 342 significantly different metabolites between L. plantarum A50 and MRS broth. Among these, lipids and lipid-like molecules, organic acids and derivatives, organic oxygen compounds, and organoheterocyclic compounds emerged as the main constituents. Lipids and lipid-like molecules, derivatives of glucose and galactose, amino acids and their derivatives, as well as organoheterocyclic compounds, are likely to play a role in nitrite elimination. Through the enrichment analysis of differential metabolic pathways using KEGG, nine distinct pathways were identified. These pathways provide essential nutrients, maintain cellular structure and function, participate in substance transport, regulate metabolic activities, and enhance resistance against pathogenic microorganisms in L. plantarum A50.

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Section: Metabolite Analysis Of L Plantarum A50mentioning

confidence: 99%

Mechanistic Insights into Nitrite Degradation by Metabolites of L. plantarum A50: An LC-MS-Based Untargeted Metabolomics Analysis

An,

Sun,

Liu

et al. 2024

Fermentation

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“…Suram et al, reported the synthesis of a series of bis(benzimidazolyl)pyrazole compounds from chlororacetylpyrazole-benzimidazole 40 and benzimidazoles 41 – 44 , to obtain compounds 45 – 48 ( Scheme 12 ) [ 66 ]. It was observed that the compound with thio ethanone linkage 45 and amino ethanone linkage 47 displayed slightly higher activity than that with methyl thio ethanone 46 and methyl amino ethanone linkage 48 on the microbial tested strains, S. aureus , B. subtilis , P. aeruginosa , K. pneumoniae , A. niger and P. chrysogenum , when compared with the standard drugs chloramphenicol and ketoconazole.…”

Section: Synthesis Antimicrobial Activities Of Benzimidazole–pyrazole Compounds Benzimidazole–pyrazole Compounds As Potent Dna Gyrase Andmentioning

confidence: 99%

Synthesis of Antimicrobial Benzimidazole–Pyrazole Compounds and Their Biological Activities

Marinescu

2021

Antibiotics

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The synthesis of new compounds with antimicrobial and antiviral properties is a central objective today in the context of the COVID-19 pandemic. Benzimidazole and pyrazole compounds have remarkable biological properties, such as antimicrobial, antiviral, antitumor, analgesic, anti-inflammatory, anti-Alzheimer’s, antiulcer, antidiabetic. Moreover, recent literature mentions the syntheses and antimicrobial properties of some benzimidazole–pyrazole hybrids, as well as other biological properties thereof. In this review, we aim to review the methods of synthesis of these hybrids, the antimicrobial activities of the compounds, their correlation with various groups present on the molecule, as well as their pharmaceutical properties.

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“…To the best of our knowledge, this is the first example of S–H insertion for carbenoids generated from triazole-based diazo surrogates. This scaffold was shown to exhibit a broad range of biological activities, including antibacterial, antifungal, antiviral, and antidiabetic (Scheme ). While the modern two-step approaches exist, it is commonly assembled via a three-step procedure, including halogenation of carboxylic acid derivative, benzoxazole formation, and nucleophilic substitution. , …”

Section: Introductionmentioning

confidence: 99%

Assembly of Thiosubstituted Benzoxazoles via Copper-Catalyzed Coupling of Thiols with 5-Iodotriazoles Serving as Diazo Surrogates

et al. 2020

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An efficient cascade approach to thiosubstituted benzoxazoles has been developed. The transformation starts with in situ generation of a diazo compound via annulation-triggered electrocyclic opening of the 1,2,3-triazole ring. The subsequent Cucatalyzed trapping of diazo intermediates by various thiols affords the desired heterocycles in generally good yields of up to 91%. The protocol features very good functional group tolerance and is applicable to substrates with different electronic properties.

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Synthesis and Antimicrobial Activity of a New Class of Benzazolyl Pyrazoles

Cited by 7 publications

References 39 publications

Mechanistic Insights into Nitrite Degradation by Metabolites of L. plantarum A50: An LC-MS-Based Untargeted Metabolomics Analysis

Mechanistic Insights into Nitrite Degradation by Metabolites of L. plantarum A50: An LC-MS-Based Untargeted Metabolomics Analysis

Synthesis of Antimicrobial Benzimidazole–Pyrazole Compounds and Their Biological Activities

Assembly of Thiosubstituted Benzoxazoles via Copper-Catalyzed Coupling of Thiols with 5-Iodotriazoles Serving as Diazo Surrogates

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