Novel aroylthioureas against Mycobacterium tuberculosis


Kutlu E., Emen F. M., Ali M. A., Karacolak A. I., Yesilkaynak T., YILDIRIM K., ...Daha Fazla

Phosphorus, Sulfur and Silicon and the Related Elements, 2025 (SCI-Expanded) identifier

  • Yayın Türü: Makale / Tam Makale
  • Basım Tarihi: 2025
  • Doi Numarası: 10.1080/10426507.2025.2509703
  • Dergi Adı: Phosphorus, Sulfur and Silicon and the Related Elements
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, Chemical Abstracts Core
  • Anahtar Kelimeler: 2-Chlorobenzoyl amide, Antituberculosis effect, thiophene-2-carboxamide, thioureas
  • Akdeniz Üniversitesi Adresli: Evet

Özet

In this study, N-([1,1′-biphenyl]-2-ylcarbamothioyl)-2-chlorobenzamide (L1), N-([1,1′-biphenyl]-2-ylcarbamothioyl)furan-2-carboxamide (L2), N-((5-chloropyridin-2-yl)carbamothioyl)thiophene-2-carboxamide (L3) were synthesized and their structural characterizations were performed with FT-IR,1H-NMR and 13C-NMR techniques. The crystal structure analysis of L3 was performed by single crystal X-ray diffraction method. Hirshfeld surface analyses and HOMO–LUMO energy level analyses were carried out for the L1 and L3. The HOMO energies were calculated to be −0.21010 and −0.25281 eV, and the LUMO energies were −0.07204 and −0.17947 eV. Ionization and electron affinity values were also calculated. Newly synthesized thiourea derivatives were evaluated by nitrate reduction assay for anti-tuberculosis activity against 5 ATCC reference strains and 3 isolates of Mycobacterium tuberculosis with different resistance profiles. Among the synthesized derivatives, L3 did not show any anti-TB activity, while L1 showed only low activity against ATCC 35837. Only the L2 compound showed potent anti-TB activity against all M. tuberculosis strains tested. The L2 compound has the potential to be a promising active agent against drug-resistant M. tuberculosis.