Novel aroylthioureas against Mycobacterium tuberculosis
Phosphorus, Sulfur and Silicon and the Related Elements, cilt.200, sa.6, ss.528-537, 2025 (SCI-Expanded, Scopus)
- Yayın Türü: Makale / Tam Makale
- Cilt numarası: 200 Sayı: 6
- 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
- Sayfa Sayıları: ss.528-537
- 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.