Design, synthesis and biological evaluation of novel pyrazole derivatives bearing sulfonamide scaffold as antiproliferative agents
Journal of the Iranian Chemical Society, cilt.20, sa.5, ss.1107-1118, 2023 (SCI-Expanded, Scopus)
- Yayın Türü: Makale / Tam Makale
- Cilt numarası: 20 Sayı: 5
- Basım Tarihi: 2023
- Doi Numarası: 10.1007/s13738-022-02738-x
- Dergi Adı: Journal of the Iranian Chemical Society
- Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier
- Sayfa Sayıları: ss.1107-1118
- Anahtar Kelimeler: Antiproliferative agents, Bioorganic chemistry, Heterocycles, Pyrazole carboxylic acids, Sulfonamides
- Ondokuz Mayıs Üniversitesi Adresli: Hayır
Özet
A series of novel N-methyl-substituted pyrazole carboxamide (10–17) and dicarboxamide derivatives (18–21) were efficiently obtained by the reaction of pyrazole-3-carboxylic acids (4,5) and pyrazole-3,4-dicarboxylic acid (8) with several aromatic and heteroaromatic sulfonamides. Synthesized sulfonamide derivatives were characterized using 1H NMR, 13C NMR, FT-IR, mass spectroscopy techniques. Antiproliferative activities of synthesized molecules were evaluated against the human cervical cancer cell line (HeLa) using the xCELLigence system (Real-Time Analyzer). According to the antiproliferative activity results, compound 16 showed the highest activity among the synthesized compounds with 64.10%, while starting compound 4 showed the highest at all with 80.82%. Graphical abstract: The methyl substituted pyrazole carboxylic (4) and carboxamide (16) derivatives with antiproliferative activities with 80.82% and 64.10%, respectively, and compound 13 with moderate activity (61.26%) against the human cervical cancer cell line could be a potential lead compounds for developing novel anticancer agents. [Figure not available: see fulltext.]