Synthesis and characterization of new thiosemicarbazones, as potent urease inhibitors: In vitro and in silico studies
2019; Elsevier BV; Volume: 87; Linguagem: Inglês
10.1016/j.bioorg.2019.03.008
ISSN1090-2120
AutoresMuhammad Islam, Ajmal Khan, Muhammad Tariq Shehzad, Abdul Hameed, Nadeem Ahmed, Sobia Ahsan Halim, Mohammed Khiat, Muhammad U. Anwar, Javid Hussain, René Csük, Zahid Shafiq, Ahmed Al‐Harrasi,
Tópico(s)Enzyme function and inhibition
ResumoA new series of N-substituted thiosemicarbazones (3a-u) bearing 2-naphthyl and dihydrobenzofuranyl scaffolds were synthesized in good to excellent yields (78-95%). The synthesized compounds were characterized by advanced spectroscopic techniques, such as FTIR, 1HNMR, 13CNMR and ESI-MS and evaluated as urease inhibitors. The structure of compound 3m was unambiguously confirmed by single crystal X-ray analysis. All compounds showed remarkable activities against urease enzyme with IC50 values in range of 1.4-36.1 µM. The majority of the synthesized compounds showed higher activity than the standard compound thiourea. Molecular docking was performed to study the mode of interaction of these compounds and their structure-activity relationship. These studies revealed that the compounds bind at the active site and interacts with the nickel atom present in the binding site. The molecular docking demonstrated excellent co-relations with the experimental findings.
Referência(s)