The chemical instability of the survivin inhibitor – sepantronium bromide (YM155) studied by Stimulated Raman, NMR and UV-Vis spectroscopies

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dc.contributor.authorShahab, Samaneh
dc.contributor.authorRamírez-Cárdenas, Jonathan
dc.contributor.authorAngulo, Jesús
dc.contributor.authorAngulo, Gonzalo
dc.contributor.authorPastorczak, Marcin
dc.contributor.editorMarcin Pastorczak
dc.contributor.organizationInstitute of Physical Chemistry, Polish Academy of Sciences, Warsaw, Poland
dc.contributor.organizationInstitute for Chemical Research (IIQ), CSIC─University of Seville, Seville, Spain
dc.date.accessioned2025-07-23T16:42:45Z
dc.date.available2025-07-23T16:42:45Z
dc.date.issued2025-07-21
dc.description.abstractSepantronium bromide, which shows a broad spectrum of anticancer action, is allegedly chemically unstable. This instability might significantly limit the final antineoplastic efficacy of the drug. Here, we report our studies on these chemical stability issues under different chemical environments using advanced spectroscopies. With UV-Vis spectroscopy, we observed a degradation product which absorbs around 450 nm. The degradation accelerated strongly at alkaline pH (>8.5) and in the presence of a buffer, particularly PBS. We performed NMR and stimulated Raman studies to identify the degradation product and analysed the degradation kinetics. With both methods, we observed H→D isotope exchange at the methyl group linked to the imidazole group of YM155, after dissolving YM155 in D2O. The exchange was similarly both alkaline- and buffer-catalysed. We were unable to identify the 450 nm-absorbing product of the degradation neither by NMR nor stimulated Raman, yet our studies pointed at imidazole-linked methyl as being associated with the YM155 degradation. The alkaline degradation of YM155 could be related to its mechanism of action – binding to DNA in mitochondria with pH values above 8.en
dc.description.sponsorshipPolish National Science Centre (NCN) under research project no. UMO-2021/43/I/ST4/01411. M.P and S.S. were supported by by the TEAM-NET program of the Foundation for Polish Science, co-financed by the European Union under the European Regional Development Fund (Grant No. POIR.04.04.00-00-16ED/18-00).
dc.identifier.citationShahab, Samaneh & Ramírez Cárdenas, Jonathan & Angulo, Jesús & Angulo, Gonzalo & Pastorczak, Marcin. (2025). The chemical instability of the survivin inhibitor – sepantronium bromide (YM155) by stimulated Raman, NMR and UV–Vis spectroscopies. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy. 126720. 10.1016/j.saa.2025.126720.
dc.identifier.doi10.1016/j.saa.2025.126720
dc.identifier.issn1386-1425
dc.identifier.urihttps://open.icm.edu.pl/handle/123456789/26014
dc.language.isoen
dc.publisherElsevier
dc.rightsAttribution-NoDerivatives 4.0 Międzynarodoween
dc.rights.urihttp://creativecommons.org/licenses/by-nd/4.0/
dc.sourceSpectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy
dc.subjectYM155en
dc.subjectmethyl group deuterationen
dc.subjectFSRSen
dc.subjectNMRen
dc.subjectUV-Visen
dc.subjectdegradation mechanismen
dc.titleThe chemical instability of the survivin inhibitor – sepantronium bromide (YM155) studied by Stimulated Raman, NMR and UV-Vis spectroscopiesen
dc.typearticle
dc.type.versionacceptedVersion
person.identifier.orcidPastorczak, Marcin [0000-0002-9159-4363]
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