Green synthesis and anticancer activity of tetrahydrodipyrazolo[3,4‐b:4′,3′‐e]pyridines catalyzed by phospho sulfonic acid

Abstract

Biologically portent/significant tetrahydrodipyrazolo[3,4‐b:4′,3′‐e]pyridines are synthesized by an efficient green synthesis of various aldehydes with 3‐methyl‐1H‐pyrazol‐5(4H)‐one in ammonium acetate using phospho sulfonic acid as a solid catalyst under microwave‐assisted interaction under solvent‐free conditions at 70°C. This methodology is easy to handle and get good to excellent yields. Later the potential in vitro antiproliferation of the titled compounds is evaluated. Among all the titled compounds, 4s and 4t showed the most potent anticancer potentiality on the used cancer cell lines of SK‐BR‐3 and HeLa (IC50 = 10.70 ± 0.27 and 12.58 ± 0.38, and 19.38 ± 0.32 and 21.55 ± 0.41 μg/mL for SK‐BR‐3 cells lines and HeLa cells lines, respectively), which were comparable to the positive control.

Synthesis, biological evaluation and molecular docking of new triphenylamine-linked pyridine, thiazole and pyrazole analogues as anticancer agents

“…Heterocycles are present in more than 85–95 percent of new medications, according to the literature. Among these compounds are pyridine, pyrazole, thiazole, and oxazole [ 15 , 16 ]. Thiazole-containing heterocycles are fundamental scaffolds present in various natural and synthetic compounds.…”

Recent Advances in the Development of Pyrazole Derivatives as Anticancer Agents

“…Chinthaparthi et al synthesized tetrahydrodipyrazolo-pyridine derivatives and evaluated their in vitro antiproliferative effects on SK-BR3 and HeLa cancer cells [ 137 ]. Compound 127 demonstrated the most potent antitumor activity with IC 50 values of 19.38 and 10.70 µM against HeLa and SK-BR3, respectively.…”

MgFe2O4@Tris magnetic nanoparticles: an effective and powerful catalyst for one-pot synthesis of pyrazolopyranopyrimidine and tetrahydrodipyrazolopyridine derivatives

“… 21 Tetrahydrodipyrazolopyridines are among the most important nitrogen-containing heterocyclic compounds, and they consist of two parts, pyrazole and 1,4-dihydropyridine. Due to anticancer, 22 antiviral, 23 and anti-leishmanial 24 properties, they are of particular importance in organic chemistry. Nanocatalysis has found numerous applications in the synthesis of heterocyclic compounds due to the development of nanotechnology.…”