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Exploring etofenamate hydrazide-hydrazone/copper(II) complexes: Synthesis, anticancer activity, carbonic anhydrase IX inhibition and docking studies

Cakmak, Sude Saral; Erdogan, Omer; Basoglu, Faika; Coruh, Ufuk; Cevik, Ozge; Karakus, Sevgi


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        "affiliation": "Gaziantep Islamic Sci & Technol Univ, Sch Med, Dept Biochem, TR-27010 Gaziantep, Turkiye", 
        "name": "Erdogan, Omer"
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        "affiliation": "European Univ Lefke, Fac Pharm, Dept Pharmaceut Chem, Northern Cyprus TR-10, Mersin, Turkiye", 
        "name": "Basoglu, Faika"
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      {
        "affiliation": "Ondokuz Mayis Univ, Fac Sci, Dept Phys, TR-55139 Samsun, Turkiye", 
        "name": "Coruh, Ufuk"
      }, 
      {
        "affiliation": "Aydin Adnan Menderes Univ, Sch Med, Dept Biochem, TR-09010 Aydin, Turkiye", 
        "name": "Cevik, Ozge"
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      {
        "affiliation": "Istanbul Aydin Univ, Fac Pharm, Dept Pharmaceut Chem, TR-34295 Istanbul, Turkiye", 
        "name": "Karakus, Sevgi"
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    "description": "<p>Hydrazide-hydrazone derivatives have garnered significant interest from researchers globally due to their wide range of biological activities, including antiviral, anticancer, and anti-inflammatory properties. In this study, a novel series of etofenamate hydrazide-hydrazone compounds (2a-2s) and their Cu(II) complexes (3a-3s) were designed and synthesized. The compounds were characterized using various analytical techniques such as FT-IR, 1H NMR, 13C NMR, MS, and elemental analysis. Additionally, the compound 2c and Cu(II) hydrazone complex 3a were further characterized using single X-ray crystallography. The anti-proliferative activity of the compounds was evaluated against Ishikawa human endometrial cancer cell line and non-tumour L929 cells using MTT assay. Additionally, the apoptotic potential of the compounds was investigated through caspase-3 activity, Bax and Bcl2 gene expression analysis, and annexin-V binding. Furthermore, carbonic anhydrase IX activity and in silico studies were conducted to elucidate the mechanism of action. Overall, compound 3s demonstrated significant antiproliferative effects with an IC50 value of 0.27 +/- 0.01 mu M against Ishikawa cells.</p>", 
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    "title": "Exploring etofenamate hydrazide-hydrazone/copper(II) complexes: Synthesis, anticancer activity, carbonic anhydrase IX inhibition and docking studies"
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