Scopus
🔓 Açık Erişim
Synthesis of Novel Benzimidazole Derivatives as a Carbonic Anhydrase IX (Ca IX) Inhibitor With Anticancer Potential
Journal of Heterocyclic Chemistry · Mart 2026
Makale Bilgileri
DergiJournal of Heterocyclic Chemistry
Yayın TarihiMart 2026
Cilt / Sayfa63 · 418-431
Scopus ID2-s2.0-105023514759
Erişim🔓 Açık Erişim
Özet
In the present study, a series of benzimidazole-thiazole derivatives (4a–4k) were rationally designed and synthesized to evaluate their potential inhibitory effects on carbonic anhydrase IX (CA IX) and anticancer properties. The structural elucidation of the compounds was performed using spectroscopic techniques including <sup>1</sup>H NMR, <sup>13</sup>C NMR, and HRMS. Their cytotoxic activities were assessed on L929, HT29, MCF7, and C6 cell lines through MTT assays. Following the MTT assay, compound 4h was identified as exhibiting notable cytotoxicity against HT29, MCF7, and C6 cell lines, with IC<inf>50</inf> values measured at 36.6 ± 11.98, 22.8 ± 5.18, and 42.06 ± 6.58 μM, respectively. Moreover, compound 4h exhibited lower toxicity toward the L929 healthy mouse fibroblast cell line compared to the reference drug cisplatin. Flow cytometry analysis demonstrated that in cancer cell lines treated with compound 4h, the proportion of apoptotic cells was markedly higher than that of necrotic (non-programmed dead) cells. Immunofluorescence microscopy analysis also confirmed that compound 4h had cytotoxic effects on cancer cells. According to the carbonic anhydrase IX activity results, compound 4h was found to have the highest activity.
Yazarlar (9)
1
Zeynep Deniz Şahin Inan
2
Hayrani Eren Bostancı
3
Serkan Kapancık
4
Ayşen Işık
5
Hacı Ahmet Kılıç
6
Ulviye Acar Çevik
ORCID: 0000-0003-3537-2544
7
Özen Özensoy
8
Yusuf Özkay
9
Zafer Asım Kaplancıklı
Anahtar Kelimeler
ADME
benzimidazole
carbonic anhydrase IX
flow cytometry
thiazole
Kurumlar
Anadolu Üniversitesi
Eskisehir Turkey
Ankara Yildirim Beyazit University
Ankara Turkey
Cumhuriyet Üniversitesi
Sivas Turkey
Cumhuriyet Üniversitesi Tip Fakültesi
Sivas Turkey
Selçuk Üniversitesi
Selçuklu Turkey