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Chain-Branched Polyhydroxylated Octahydro-1H-Indoles as Potential Leads against Lysosomal Storage Diseases
Here, the synthesis and glycosidase inhibition properties of the two first known 3-ethyloctahydro-1H-indole-4,5,6-triols are reported. This study shows the transformation of d-glucose into polyhydroxylated 1-(2-nitrocyclohexane) acetaldehydes, followed by a protocol involving the formation of the az...
Autores principales: | , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2019
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6631223/ https://www.ncbi.nlm.nih.gov/pubmed/30934879 http://dx.doi.org/10.3390/ph12020047 |
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author | Estévez, Juan C. González, Marcos A. Villaverde, M. Carmen Hirokami, Yuki Kato, Atsushi Sussman, Fredy Reza, David Estévez, Ramón J. |
author_facet | Estévez, Juan C. González, Marcos A. Villaverde, M. Carmen Hirokami, Yuki Kato, Atsushi Sussman, Fredy Reza, David Estévez, Ramón J. |
author_sort | Estévez, Juan C. |
collection | PubMed |
description | Here, the synthesis and glycosidase inhibition properties of the two first known 3-ethyloctahydro-1H-indole-4,5,6-triols are reported. This study shows the transformation of d-glucose into polyhydroxylated 1-(2-nitrocyclohexane) acetaldehydes, followed by a protocol involving the formation of the azacyclopentane ring. Results of inhibitory potency assays and docking calculations show that at least one of them could be a lead for optimization in the search for compounds that behave like folding chaperones in lysosomal storage diseases. |
format | Online Article Text |
id | pubmed-6631223 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2019 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-66312232019-08-19 Chain-Branched Polyhydroxylated Octahydro-1H-Indoles as Potential Leads against Lysosomal Storage Diseases Estévez, Juan C. González, Marcos A. Villaverde, M. Carmen Hirokami, Yuki Kato, Atsushi Sussman, Fredy Reza, David Estévez, Ramón J. Pharmaceuticals (Basel) Article Here, the synthesis and glycosidase inhibition properties of the two first known 3-ethyloctahydro-1H-indole-4,5,6-triols are reported. This study shows the transformation of d-glucose into polyhydroxylated 1-(2-nitrocyclohexane) acetaldehydes, followed by a protocol involving the formation of the azacyclopentane ring. Results of inhibitory potency assays and docking calculations show that at least one of them could be a lead for optimization in the search for compounds that behave like folding chaperones in lysosomal storage diseases. MDPI 2019-03-29 /pmc/articles/PMC6631223/ /pubmed/30934879 http://dx.doi.org/10.3390/ph12020047 Text en © 2019 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/). |
spellingShingle | Article Estévez, Juan C. González, Marcos A. Villaverde, M. Carmen Hirokami, Yuki Kato, Atsushi Sussman, Fredy Reza, David Estévez, Ramón J. Chain-Branched Polyhydroxylated Octahydro-1H-Indoles as Potential Leads against Lysosomal Storage Diseases |
title | Chain-Branched Polyhydroxylated Octahydro-1H-Indoles as Potential Leads against Lysosomal Storage Diseases |
title_full | Chain-Branched Polyhydroxylated Octahydro-1H-Indoles as Potential Leads against Lysosomal Storage Diseases |
title_fullStr | Chain-Branched Polyhydroxylated Octahydro-1H-Indoles as Potential Leads against Lysosomal Storage Diseases |
title_full_unstemmed | Chain-Branched Polyhydroxylated Octahydro-1H-Indoles as Potential Leads against Lysosomal Storage Diseases |
title_short | Chain-Branched Polyhydroxylated Octahydro-1H-Indoles as Potential Leads against Lysosomal Storage Diseases |
title_sort | chain-branched polyhydroxylated octahydro-1h-indoles as potential leads against lysosomal storage diseases |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6631223/ https://www.ncbi.nlm.nih.gov/pubmed/30934879 http://dx.doi.org/10.3390/ph12020047 |
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