Synthesis and Biological Activity of Triazole‐Appended N,O‐Nucleosides

Abstract

1,2,3‐Triazole‐appended N,O‐nucleosides have been synthesized by an approach combining a 1,3‐dipolar cycloaddition process and an alkyne–azide click chemistry reaction. Biological assays, performed on six tumor cell lines, revealed the antiproliferative activity of the synthesized compounds. The effect was more evident in the U87MG human glioblastoma cell line. Thus, these nucleoside analogues could be promising scaffolds for the construction of new anticancer agents.

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

“…The MTS assay [46–47] showed a significant reduction in cellular viability in all cancer cell lines treated with compounds 6a–f at concentrations ranging from 1 to 100 µM, when compared with respective controls. No significant effect in cellular viability in all cancer cell lines was found when the cells were exposed to the synthesized compounds for 24 and 48 h (data not shown).…”

Hypervalent‐Iodine(III)‐Mediated Oxidative Methodology for the Synthesis of Fused Triazoles

“…[64] 14. Biological Importance of Triazoles Triazolesa nd their derivatives are an interesting and important class of heterocyclic compoundst hat have been widely investigated and identified to hold great potential for various biological applications,including as antimicrobial, [65,66] analgesic, [67] anticonvulsant, [68] anti-inflammatory, [69] anticancer, [70][71] antihypertensive, [72] antimalarial, [73] anti-HIV, [74] hypoglycemic, [75] antidepressant, [76] antitubercular, [77,78] antioxidant, [79] antiviral, [80] anthelmintic, [81] anti-TNF (tumor necrosis factor), [82] antihistaminic, [83] antithyroid, [84] antiproliferative, [85] and antiasthmatic agents, [86] as well as in insecticides [87] and plant-growth regulators. [88] Owing to their structural similarities, triazoles have been used to mimic peptidea nd disulfide bonds, to link functional groupst ogethera nd for bioconjugationw ith various functional groups to increaset heir metabolic stabilitya nd peptidefunctions.…”

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

“…Recently, 1,2,3-triazolyl N,O -nucleosides have been designed: 3-hydroxymethyl-5-(1H-1,2,3-triazol)isoxazolidine 6 are able to inhibit proliferation of follicular and anaplastic human thyroid cancer cell lines, with IC 50 values ranging from 3.87 to 8.76 mM ( Figure 3 ) [ 31 ]. In the same context, novel 1,2,3-triazole-appended N,O -nucleoside analogs 7 were developed [ 32 ]: some of these compounds show a good anticancer activity against the follicular (FTC-133), the anaplastic (8305C) human thyroid cancer cell lines, and especially on the U87MG human primary glioblastoma cell line ( Figure 3 ).…”