Potassium iodate ($$\hbox {KIO}_{3}$$) as a novel reagent for the synthesis of isoxazolines: evaluation of antimicrobial activity of the products

Kotian, Sumana Y.; Abishad, P M; Byrappa, K.; Lokanatha, K. M.

doi:10.1007/s12039-019-1622-9

Cited by 10 publications

(3 citation statements)

References 19 publications

(21 reference statements)

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“…for the synthesis of isoxazoline‐based derivatives; these derivatives were screened for their antibacterial activities against Gram‐negative ( K. pneumonia and E. coli ) and Gram‐positive ( B. subtilis and S. aureus ) bacteria. Compound 74 showed outstanding inhibition against both Gram‐negative strains with a MIC value of 0.75 μg mL −1 as compared with the other synthesized compounds [143] . A regiospecific synthesis of isoxazoline chromene derivatives was developed by Ben Jannet and colleagues, and after biological evaluations, compounds 75 , 76 and 77 were found to be potent with MIC=0.03 mg mL −1 toward P. aeruginosa in comparison with the standard drug gentamicin, having MIC=0.5 mg mL −1 (Figure 14).…”

Section: Pharmacological Profile Of Isoxazoline Derivativesmentioning

confidence: 93%

2‐Isoxazolines: A Synthetic and Medicinal Overview

Kumar

Shankar

2020

ChemMedChem

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Isoxazolines are nitrogen‐ and oxygen‐containing five‐membered heterocyclic scaffolds with extensive biological activities. This framework can be readily obtained in good to excellent yields through 1,3‐dipolar cycloaddition between nitrones with alkynes or allenes, aryl/alkyl halides, alkynes, and oxaziridines under mild conditions. This scaffold has been an emerging area of interest for many researchers given their wide range of bioactivities. Herein we review synthetic strategies toward isoxazolines and the role these efforts have had in enhancing the biological activity of natural products and synthetic compounds such as antitubercular agents, COX‐1 inhibitors, COX‐2 inhibitors (e. g., valdecoxib), nicotinic receptor modulators, and MIF inhibitors. With a focus on efforts from 2010 onward, this review provides in‐depth coverage of the design and biological evaluation of isoxazoline systems and their impact on various pathologies.

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Section: Pharmacological Profile Of Isoxazoline Derivativesmentioning

confidence: 93%

2‐Isoxazolines: A Synthetic and Medicinal Overview

Kumar

Shankar

2020

ChemMedChem

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“…Kotain et al synthesized isoxazoline-based derivatives, which were screened for their antibacterial activities. Compound 132 was found to show outstanding inhibition against both tested Gram-negative strains (K. pneumonia and E. coli) 19,[82][83][84][85][86][87][88][89][90] (Figure 12). In order to prepare fluorine-containing compounds, the development of efficient synthetic methods applicable to fluorine-containing organic compounds is necessary.…”

Section: Account Synlettmentioning

confidence: 99%

Diversity-Oriented Synthesis of Highly Functionalized Alicycles across Dipolar Cycloaddition/Metathesis Reaction

Kiss

Benke

Nonn

et al. 2021

Synlett

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This Account gives an insight into the selective functionalization of some readily available commercial cyclodienes across simple chemical transformations into functionalized small-molecular scaffolds. The syntheses involved selective cycloadditions, followed by ring-opening metathesis (ROM) of the resulting azetidin-2-one derivatives or isoxazoline frameworks and selective cross metathesis (CM) by discrimination of the C=C bonds on the alkenylated heterocycles. The CM protocols have been described when investigated under various conditions with the purpose on exploring chemodifferentiation of the olefin bonds and a study on the access of the corresponding functionalized β-lactam or isoxazoline derivatives is presented. Due to the expanding importance of organofluorine chemistry in drug research as well as of the high biological potential of β-lactam derivatives several illustrative examples to the access of some fluorine-containing molecular entities is also presented in this synopsis.1 Introduction2 Ring C=C Bond Functionalization of Some Cycloalkene β-Amino Acid Derivatives across Chlorosulfonyl Isocyanate Cycloaddition3 Ring C=C Bond Functionalization of Some Cycloalkene β-Amino Acid Derivatives across Nitrile Oxide Cycloaddition4 Ring C=C Bond Functionalization of Some Cycloalkene β-Amino Acid Derivatives across Metathesis5 Functionalization of sSome Cyclodienes across Nitrile Oxide Cycloaddition6 Selective Synthesis of Functionalized Alicycles across Ring-Opening Metathesis7 Selective Synthesis of Functionalized Alicycles through Cross Metathesis8 Summary and Outlook9 List of Abbreviations

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“…[81] For more than half of a century, both tested Gram-negative strains (K. pneumonia and E. coli). [19,[82][83][84][85][86][87][88][89][90] (Figure 16) Generally, there are two ways of introducing fluorine into organic molecules. First, direct introduction of fluorine atoms by using either nucleophilic or electrophilic agents.…”

Section: Selective Synthesis Of Functionalized Alicycles Through Cros...mentioning

confidence: 99%

Diversity-oriented synthesis of functionalized alicycles through dipolar cycloaddition/metathesis reaction protocols

Benke

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Potassium iodate ($$\hbox {KIO}_{3}$$) as a novel reagent for the synthesis of isoxazolines: evaluation of antimicrobial activity of the products

Cited by 10 publications

References 19 publications

2‐Isoxazolines: A Synthetic and Medicinal Overview

2‐Isoxazolines: A Synthetic and Medicinal Overview

Diversity-Oriented Synthesis of Highly Functionalized Alicycles across Dipolar Cycloaddition/Metathesis Reaction

Diversity-oriented synthesis of functionalized alicycles through dipolar cycloaddition/metathesis reaction protocols

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