A Convenient Green Synthesis and Characterization of Some Pyrazolone Derivatives: Anticancer Activity | ||
| Egyptian Journal of Chemistry | ||
| Articles in Press, Accepted Manuscript, Available Online from 03 March 2025 | ||
| Document Type: Original Article | ||
| DOI: 10.21608/ejchem.2025.348635.11108 | ||
| Authors | ||
| Yasser A. El-Ossaily* 1; Mohamed Y. El-Sayed1; I. M. Ahmed1; Mahmoud S. Tolba* 2 | ||
| 1Department of Chemistry, College of Science, Jouf University, P.O. Box: 2014.Sakaka, Saudi Arabia | ||
| 2Chemistry Department, Faculty of Science, New Valley University, El-Kharja 72511, Egypt | ||
| Abstract | ||
| This study presents a convenient and eco-friendly method for synthesizing 5-aryl pyrazole-3-one derivatives through the oxidation of 4-arylidinepyrazolidinediones using chromium trioxide nanoparticles in an acidic medium. The reaction was facilitated by sonication in acetic acid, yielding the desired compounds in good to excellent yields. Additionally, N-substituted pyrazolone derivatives were synthesized via sonication with various alkylating agents in the presence of the ionic liquid [DABCO-EtOH][AcO], achieving remarkable yields. The synthesized compounds were characterized using elemental analysis, and extensive spectral techniques, including 1D and 2D NMR. The biological evaluation of selected derivatives against three tumor cell lines—HepG-2, MCF-7, and A-549—demonstrated significant cytotoxic activity, with compounds 7c, 12, and 16 exhibiting promising potential as anticancer agents. The biological evaluation of selected derivatives against three tumor cell lines HepG-2, MCF-7, and A-549 demonstrated significant cytotoxic activity. The IC50 values of the tested compounds revealed that compound 7c exhibited IC50 values of 9.57 µg/ml, 12.92 µg/ml, and 14.16 µg/ml against HepG-2, MCF-7, and A-549 cell lines, respectively. Compound 12 demonstrated significantly lower IC50 values of 2.59 µg/ml, 4.42 µg/ml, and 2.93 µg/ml against the same cell lines, indicating potent cytotoxic activity. Additionally, compound 16 showed IC50 values of 9.55 µg/ml, 13.33 µg/ml, and 10.54 µg/ml against HepG-2, MCF-7, and A-549 cells, respectively. These results suggest that compounds 7c, 12, and 16 have promising potential as anticancer agents, particularly due to their lower IC50 values compared to the standard drug, doxorubicin. This research underscores the advantages of green chemistry in pharmaceutical synthesis, highlighting its effectiveness in producing biologically active compounds. | ||
| Keywords | ||
| Green; Sonosynthesis; Investigation; 2D NMR; Pyrazolone | ||
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