Synthesis, Spectroscopic and Theoretical Characterization of Chiral Benzimidazole-Based Schiff Bases

Year 2025, Issue: Advanced Online Publication, 35 - 36

Nuriye Tuna Subaşı

https://doi.org/10.34248/bsengineering.1776780

Abstract

Schiff bazları, organik kimyada başlangıç maddesi, ara ürün, ligand ve katalizör gibi rollerde yaygın olarak kullanılan çok yönlü bileşiklerdir. Hem pratik uygulamalardaki hem de biyolojik çalışmalardaki önemi giderek artmakta; özellikle geçiş metali komplekslerinin belirgin biyolojik aktiviteleri, bu bileşiklere yönelik bilimsel ilgiyi artırmaktadır. Bu bağlamda, bu çalışma doğal kiral amino asitlerden yola çıkılarak sentezlenen yeni kiral benzimidazol türevi Schiff bazlarının sentezine odaklanmaktadır. Ön maddelerin 4-(dimetilamino)benzaldehit ile kondenzasyonu sonucunda dört yeni Schiff bazı türevi elde edilmiştir. Sentezlenen bileşiklerin potansiyel biyolojik aktivitelerini değerlendirmek amacıyla seçilen hedef proteinlerle etkileşimlerini inceleyen moleküler kenetlenme (docking) çalışmaları gerçekleştirilmiştir. Sonuçlar, bazı türevlerin yüksek bağlanma afinitesi gösterdiğini ve potansiyel inhibitör olabileceklerini ortaya koymuştur. Bu bulgular, sentezlenen bileşiklerin farmakolojik açıdan umut verici olduğunu ve ilaç tasarımı çalışmalarında değerlendirilme potansiyelini desteklemektedir. Ayrıca, bu moleküller geçiş metali iyonlarıyla kompleks oluşturma kapasiteleri sayesinde koordinasyon kimyasında da kullanılabilecek değerli ligand adaylarıdır.

Keywords

Benzimidazole , Schiff bazı , Moleküler Doking , Biyolojik aktivite.

Project Number

MMF.A4.23.007

Synthesis, Spectroscopic and Theoretical Characterization of Chiral Benzimidazole-Based Schiff Bases

Abstract

Schiff bases are versatile compounds widely utilized in organic chemistry, serving as essential intermediates, starting materials, ligands, and catalysts. Their increasing significance in both practical applications and biological studies, particularly the notable bioactivity of their transition metal complexes, has sparked extensive scientific interest. In this context, the present study focuses on synthesizing novel chiral Schiff bases derived from benzimidazole, utilizing natural chiral amino acids as starting points. The condensation of these precursors with 4-(dimethylamino)benzaldehyde yielded four new Schiff base derivatives. To further investigate their potential biological activity, molecular docking studies were performed to examine the binding interactions between the synthesized compounds and selected target proteins. The results indicated that some derivatives showed high binding affinity, implying potential inhibitory activity. These findings highlight the promising pharmacological relevance of the synthesized compounds and support their future exploration in drug discovery research. Moreover, their coordination ability suggests potential applications as ligands in transition metal complexation.

Keywords

Benzimidazole , Schiff base , Molecular docking , Biological activity

Ethical Statement

No ethics committee approval was obtained for this research as no studies were conducted on animals or humans.

Supporting Institution

Scientific Research Projects Coordination Unit of Kırşehir Ahi Evran University

Project Number

MMF.A4.23.007

Thanks

I would like to thank the Scientific Research Projects Coordination Unit of Kırşehir Ahi Evran University for supporting this study under the project number MMF.A4.23.007. Additionally, I would like to express my deep gratitude to Assoc. Prof. Tuncay Karakurt for his invaluable help and contributions to the theoretical calculations of this research.

References

• Ashraf, M., Wajid, A., Mahmood, K., Maah, M. J., & Yusoff, I. B. (2011). Spectral investigation of the activities of amino substituted bases. Oriental Journal of Chemistry, 27(1), 363–372.
• Asif, M. (2019). Green synthesis of benzimidazole derivatives: an overview on green chemistry and its applications. Chemical Methodology, 3(6), 620–631. https://doi.org/10.33945/SAMI/CHEMM.2019.6.1