Sulfonyl-hydrazones of cyclic imides derivatives as potent inhibitors of the Mycobacterium tuberculosis protein tyrosine phosphatase B (PtpB)

Searching lead compounds for new antituberculosis drugs, the activity of synthetic sulfonamides and sulfonyl-hydrazones were assayed for their potential inhibitory activity towards a protein tyrosine phosphatase from Mycobacterium tuberculosis - PtpB. Four sulfonyl-hydrazones N-phenylmaleimide deriv...

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Published in:MedChemComm 2011-06, Vol.2 (6), p.500-504
Main Authors: Navakoski de Oliveira, Kely, Chiaradia, Louise Domeneghini, Alves Martins, Priscila Graziela, Mascarello, Alessandra, Sechini Cordeiro, Marlon Norberto, Carvalho Guido, Rafael Victorio, Andricopulo, Adriano Defini, Yunes, Rosendo Augusto, Nunes, Ricardo José, Vernal, Javier, Terenzi, Hernán
Format: Article
Language:English
Subjects:
Mycobacterium tuberculosis
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Summary:Searching lead compounds for new antituberculosis drugs, the activity of synthetic sulfonamides and sulfonyl-hydrazones were assayed for their potential inhibitory activity towards a protein tyrosine phosphatase from Mycobacterium tuberculosis - PtpB. Four sulfonyl-hydrazones N-phenylmaleimide derivatives were active (compounds 14, 15, 19 and 21), and the inhibition of PtpB was found to be competitive with respect to the substrate p-nitrophenyl phosphate. Structure-based molecular docking simulations were performed and indicated that the new inhibitor candidates showed similar binding modes, filling the hydrophobic pocket of the protein by the establishment of van der Waals contacts, thereby contributing significantly to the complex stability.
ISSN:2040-2503
2040-2511
DOI:10.1039/c0md00253d