Synthesis of tetrazole derivatives bearing pyrrolidine scaffold and evaluation of their antifungal activity against Candida albicans

Łukowska-Chojnacka, Edyta; Kowalkowska, Anna; Gizińska, Małgorzata; Koronkiewicz, Mirosława; Staniszewska, Monika

doi:10.1016/j.ejmech.2018.12.044

Cited by 35 publications

(14 citation statements)

References 65 publications

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“…For the second target compound, hydroxycinnamoil moiety was combined with a heterocyclic amine, pyrrolidine. Other chemical constituents bearing morpholine and pyrrolidine moieties, such as tetrazole (Łukowska-Chojnacka et al, 2019), pyridazinone (Kamble et al, 2017), pyrazolidine (Surendra Kumar et al, 2017), and kojic acid derivatives (Karakaya et al, 2019), have been obtained and have showed moderate-to-high biological activities, such as antifungal, antioxidant, antimicrobial, cytotoxic, and tyrosinase inhibitory activities.…”

Section: Introductionmentioning

confidence: 99%

Novel hydroxycinnamamide from morpholine and pyrrolidine: Synthesis, characterization, docking study, and anticancer activity against P388 leukemia murine cells

Firdaus¹,

Hariani²,

Firdausiah³

et al. 2020

J Appl Pharm Sci

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Section: Introductionmentioning

confidence: 99%

Novel hydroxycinnamamide from morpholine and pyrrolidine: Synthesis, characterization, docking study, and anticancer activity against P388 leukemia murine cells

Firdaus¹,

Hariani²,

Firdausiah³

et al. 2020

J Appl Pharm Sci

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“…Nitrogen-containing heterocycles are essential pharmacophores for antifungal activity. [37] Azole antifungals, such as fluconazole, ketoconazole and itraconazole, show their effect via inhibiting lanosterol 14α-demethylase (CYP51), which is a key enzyme in the biosynthesis of ergosterol, the major component of fungal membrane structure. [38] The most important interaction between the azole antifungals and CYP51 is the coordination of the nitrogen atom with the iron of heme in the catalytic site of CYP51.…”

Section: Molecular Dockingmentioning

confidence: 99%

Copper‐Oxone Promoted Oxidative C−H Functionalization: Synthesis of 2‐Aminobenzothiazoles and Evaluation of Their Antimicrobial Activities

et al. 2021

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Benzothiazole is one of the most important heterocyclic scaffolds existing in both natural and synthetic compounds. This prominent ring is of undoubted interest due to its broad range of therapeutic benefits as well as chemical reactivity in organic reactions. Therefore, we developed a convenient, rapid and efficient methodology for the ring closure reaction of thioureas to form 2-aminobenzothiazole derivatives. We optimized the reaction conditions by trying various catalysts and oxidants. Copper iodide/oxone catalysis provided the best conditions for the preparation of benzothiazoles. The regioselectivity observed in the ring closure reaction of the naphthyl thiourea derivative was investigated and the obtained experimental results were supported by theoretical calculations. In vitro antimicrobial effects of the compounds were tested against various bacterial and fungal strains. Finally, molecular docking studies were carried out to rationalize the achieved biological results and suggest molecular modifications to design new benzothiazole derivatives.

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“…Tetrazoles as an important class of nitrogen‐rich heterocyclic compounds with a wide range of applications have become attractive in the recent years. Tetrazole‐based compounds have shown strong activities as anti‐allergic, [1] anticancer, [2] antiallergic, [3] antihypertensive, [4] antitubercular, antimalarial, [5] antibiotic, antibacterial, [6] antiviral, [7] antifungal, [8] anti‐inflammatory, [9] antimicrobial and anticonvulsant [10] . Also, they have a wide range of agricultural applications as fungicides and herbicides [11] .…”

Section: Introductionmentioning

confidence: 99%

Acidic Ionic Liquid Bridge Supported on Nano Rice Husk Ash: An Efficient Promoter for the Conversion of Nitriles to Their Corresponding 5‐Substituted 1H‐Tetrazoles and Amides

Mazloumi

Shirini

2023

ChemistrySelect

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In this study, an efficient method is reported for the preparation of 5‐substituted 1H‐tetrazoles and amides using nano rice husk ash modified with an ionic liquid bridge [RHA‐[bip]‐NH2+ HSO4−] as a new heterogeneous catalyst. This reagent was obtained easily and simply from the preparation and consolidation of bis‐3‐(trimethoxysilylpropyl)‐ammonium hydrogen sulfate on nano rice husk ash and identified with different methods including FT‐IR, XRD, FESEM, TEM and TGA. All products using this catalyst were obtained in suitable times with excellent isolated yields without the formation of any by‐products. Heterogeneous nature of the reaction conditions, ease of the preparation of the catalyst and its stability and reusability are the other important features of this method.

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Synthesis of tetrazole derivatives bearing pyrrolidine scaffold and evaluation of their antifungal activity against Candida albicans

Cited by 35 publications

References 65 publications

Novel hydroxycinnamamide from morpholine and pyrrolidine: Synthesis, characterization, docking study, and anticancer activity against P388 leukemia murine cells

Novel hydroxycinnamamide from morpholine and pyrrolidine: Synthesis, characterization, docking study, and anticancer activity against P388 leukemia murine cells

Copper‐Oxone Promoted Oxidative C−H Functionalization: Synthesis of 2‐Aminobenzothiazoles and Evaluation of Their Antimicrobial Activities

Acidic Ionic Liquid Bridge Supported on Nano Rice Husk Ash: An Efficient Promoter for the Conversion of Nitriles to Their Corresponding 5‐Substituted 1H‐Tetrazoles and Amides

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