Novel glycosyl prodrug of RXP03 as MMP-11 prodrug: design, synthesis and virtual screening

Like most phosphinic acids, the potent and selective RXP03 inhibitor of different MMPs exhibited moderate absorption and low bioavailability, which impaired its use. In an unprecedented attempt, we present an interesting synthetic approach to a new class of phosphinate prodrug, glycosyl ester of RXP...

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Autores principales: Abdou, Moaz M., Ötvös, Ferenc, Dong, Dewen, Matziari, Magdalini
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Springer International Publishing 2023
Materias:
Research
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10675898/
https://www.ncbi.nlm.nih.gov/pubmed/38007463
http://dx.doi.org/10.1186/s13065-023-01075-1
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author Abdou, Moaz M.
Ötvös, Ferenc
Dong, Dewen
Matziari, Magdalini
author_facet Abdou, Moaz M.
Ötvös, Ferenc
Dong, Dewen
Matziari, Magdalini
author_sort Abdou, Moaz M.
collection PubMed
description Like most phosphinic acids, the potent and selective RXP03 inhibitor of different MMPs exhibited moderate absorption and low bioavailability, which impaired its use. In an unprecedented attempt, we present an interesting synthetic approach to a new class of phosphinate prodrug, glycosyl ester of RXP03, to provide a potentially improved blood–brain barrier (BBB) behavior compared to the former lead compound RXP03. To validate this speculation, a predictive study for permeability enhancer of glycosyl ester of RXP03 showed encouraging insights to improve drug delivery across biological barriers.
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spelling pubmed-106758982023-11-25 Novel glycosyl prodrug of RXP03 as MMP-11 prodrug: design, synthesis and virtual screening Abdou, Moaz M. Ötvös, Ferenc Dong, Dewen Matziari, Magdalini BMC Chem Research Like most phosphinic acids, the potent and selective RXP03 inhibitor of different MMPs exhibited moderate absorption and low bioavailability, which impaired its use. In an unprecedented attempt, we present an interesting synthetic approach to a new class of phosphinate prodrug, glycosyl ester of RXP03, to provide a potentially improved blood–brain barrier (BBB) behavior compared to the former lead compound RXP03. To validate this speculation, a predictive study for permeability enhancer of glycosyl ester of RXP03 showed encouraging insights to improve drug delivery across biological barriers. Springer International Publishing 2023-11-25 /pmc/articles/PMC10675898/ /pubmed/38007463 http://dx.doi.org/10.1186/s13065-023-01075-1 Text en © The Author(s) 2023 https://creativecommons.org/licenses/by/4.0/Open Access This article is licensed under a Creative Commons Attribution 4.0 International License, which permits use, sharing, adaptation, distribution and reproduction in any medium or format, as long as you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons licence, and indicate if changes were made. The images or other third party material in this article are included in the article's Creative Commons licence, unless indicated otherwise in a credit line to the material. If material is not included in the article's Creative Commons licence and your intended use is not permitted by statutory regulation or exceeds the permitted use, you will need to obtain permission directly from the copyright holder. To view a copy of this licence, visit http://creativecommons.org/licenses/by/4.0/ (https://creativecommons.org/licenses/by/4.0/) . The Creative Commons Public Domain Dedication waiver (http://creativecommons.org/publicdomain/zero/1.0/ (https://creativecommons.org/publicdomain/zero/1.0/) ) applies to the data made available in this article, unless otherwise stated in a credit line to the data.
spellingShingle Research
Abdou, Moaz M.
Ötvös, Ferenc
Dong, Dewen
Matziari, Magdalini
Novel glycosyl prodrug of RXP03 as MMP-11 prodrug: design, synthesis and virtual screening
title Novel glycosyl prodrug of RXP03 as MMP-11 prodrug: design, synthesis and virtual screening
title_full Novel glycosyl prodrug of RXP03 as MMP-11 prodrug: design, synthesis and virtual screening
title_fullStr Novel glycosyl prodrug of RXP03 as MMP-11 prodrug: design, synthesis and virtual screening
title_full_unstemmed Novel glycosyl prodrug of RXP03 as MMP-11 prodrug: design, synthesis and virtual screening
title_short Novel glycosyl prodrug of RXP03 as MMP-11 prodrug: design, synthesis and virtual screening
title_sort novel glycosyl prodrug of rxp03 as mmp-11 prodrug: design, synthesis and virtual screening
topic Research
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10675898/
https://www.ncbi.nlm.nih.gov/pubmed/38007463
http://dx.doi.org/10.1186/s13065-023-01075-1
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