Synthesis and Biological Properties of 5-(1H-1,2,3-Triazol-4-yl)isoxazolidines: A New Class of C-Nucleosides

Giofrè, Salvatore V.; Romeo, Roberto; Carnovale, Caterina; Mancuso, Raffaella; Cirmi, Santa; Navarra, Michele; Garozzo, A; Chiacchio, Maria Assunta

doi:10.3390/molecules20045260

Cited by 27 publications

(15 citation statements)

References 42 publications

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“…The cytotoxic effect induced by 6a–f was evaluated by an LDH assay [49], revealing that significant cytotoxicity was exerted only at the higher concentrations (50 and 100 µM; see Supporting Information File 1). Fig.…”

Section: Resultsmentioning

confidence: 99%

Synthesis of spiro[isoindole-1,5’-isoxazolidin]-3(2H)-ones as potential inhibitors of the MDM2-p53 interaction

Giofrè¹,

Cirmi²,

Mancuso³

et al. 2016

Beilstein J. Org. Chem.

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A series of spiro[isoindole-1,5-isoxazolidin]-3(2H)-ones has been synthesized by 1,3-dipolar cycloaddition of N-benzylnitrone with isoindolin-3-methylene-1-ones. The regio- and stereoselectivity of the process have been rationalized by computational methods. The obtained compounds show cytotoxic properties and antiproliferative activity in the range of 9–22 μM. Biological tests suggest that the antitumor activity could be linked to the inhibition of the protein–protein p53-MDM2 interaction. Docking measurements support the biological data.

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Section: Resultsmentioning

confidence: 99%

Synthesis of spiro[isoindole-1,5’-isoxazolidin]-3(2H)-ones as potential inhibitors of the MDM2-p53 interaction

Giofrè¹,

Cirmi²,

Mancuso³

et al. 2016

Beilstein J. Org. Chem.

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“…Ravuconazole and voriconazole are the two important antifungal triazoles in which the second ring is present in the form of thiazole and fluoropyrimidine derivatives, respectively . The triazole compounds abandoned with cytotoxic effects are also found to display new antineoplastic trials . On the other hand, triazole‐functionalized carbon nanotubes have found utility to remove metal impurities from water and are also used as the remarkable antibiofouling agents .…”

Section: Introductionmentioning

confidence: 99%

Synthesis, characterization & in vitro antimicrobial‐antioxidant studies of novel N,1‐diphenyl‐4,5‐dihydro‐1H‐1,2,4‐triazol‐3‐amine derivatives

Yusuf

Thakur

2019

Journal of Heterocyclic Chem

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A new series of 1,2,4‐triazole was designed, synthesized, and characterized as remarkable antimicrobial and antioxidant agents. These heterocycles have been prepared from the cyclization reactions of Schiff bases 3(a‐k) with phenylhydrazine by refluxing under the alkaline medium. The Schiff bases in turn were realized in good yields from the condensation reactions of N‐phenylurea with different aromatic aldehydes. The structures of the intermediates 3(a‐k) and final heterocycles 4(a‐k) have been fully characterized through their spectral parameters.

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“…The triazole containing agents can show various biological activities other than antifungal ones [ 15 , 16 ]. Among them, the cytotoxic effects can lead us to new antineoplastic hits [ 17 ]. On the other hand some studies indicated that triazole-functionalized multi-walled carbon nanotubes can be used to remove metal impurities from water [ 18 ] or can be used as an effective antibiofouling agents [ 19 ].…”

Section: Introductionmentioning

confidence: 99%

Design, Synthesis, and Biological Activity of New Triazole and Nitro-Triazole Derivatives as Antifungal Agents

et al. 2017

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In this study two series of fluconazole derivatives bearing nitrotriazole (series A) or piperazine ethanol (series B) side chain were designed and synthesized and then docked in the active site of lanosterol 14α-demethylase enzyme (1EA1) using the Autodock 4.2 program (The scripps research institute, La Jolla, CA, USA). The structures of synthesized compound were confirmed by various methods including elemental and spectral (NMR, CHN, and Mass) analyses. Then antifungal activities of the synthesized compound were tested against several natural and clinical strains of fungi using a broth microdilution assay against several standard and clinical fungi. Nitrotriazole derivatives showed excellent and desirable antifungal activity against most of the tested fungi. Among the synthesized compounds, 5a–d and 5g, possessing nitrotriazole moiety, showed maximum antifungal activity, in particular against several fluconazole-resistant fungi.

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Synthesis and Biological Properties of 5-(1H-1,2,3-Triazol-4-yl)isoxazolidines: A New Class of C-Nucleosides

Cited by 27 publications

References 42 publications

Synthesis of spiro[isoindole-1,5’-isoxazolidin]-3(2H)-ones as potential inhibitors of the MDM2-p53 interaction

Synthesis of spiro[isoindole-1,5’-isoxazolidin]-3(2H)-ones as potential inhibitors of the MDM2-p53 interaction

Synthesis, characterization & in vitro antimicrobial‐antioxidant studies of novel N,1‐diphenyl‐4,5‐dihydro‐1H‐1,2,4‐triazol‐3‐amine derivatives

Design, Synthesis, and Biological Activity of New Triazole and Nitro-Triazole Derivatives as Antifungal Agents

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