Ramos Álvarez, María del PilarRamos González, Ana MaríaPastor, MyriamCoderch Boué, ClaireRangasamy, LoganathanPascual-Teresa Fernández, Beatriz deZapico Rodríguez, José MaríaNicolau-Sanus, MaríaPuchades-Carrasco, LeonorPineda-Lucena, AntonioAcosta Benavides, LourdesMajali Martinez, AlejandroMárquez Cantudo, LauraOrtín Remón, Irene2022-02-152022-02-152021-02-15http://hdl.handle.net/10637/13381International Journal Molecular Sciences, e-ISSN 1422-0067, 2021, 22, 9976Osteoarthritis is a degenerative disease, often resulting in chronic joint pain and commonly affecting elderly people. Current treatments with anti-inflammatory drugs are palliative, making the discovery of new treatments necessary. The inhibition of matrix metalloproteinase MMP-13 is a validated strategy to prevent the progression of this common joint disorder. We recently described polybrominated benzotriazole derivatives with nanomolar inhibitory activity and a promising selectivity profile against this collagenase. In this work, we have extended the study in order to explore the influence of bromine atoms and the nature of the S10 heterocyclic interacting moiety on the solubility/selectivity balance of this type of compound. Drug target interactions have been assessed through a combination of molecular modeling studies and NMR experiments. Compound 9a has been identified as a water-soluble and highly potent inhibitor with activity in MG-63 human osteosarcoma cells.application/pdfenopen accessSíntesis orgánica.MMP-13 inhibitorsMetalloproteinasesMolecular modelingOsteoarthritisRMNOrganic synthesisArtículohttps://doi.org/10.3390/ijms22189976https://creativecommons.org/licenses/by-nc-nd/4.0/deed.es