Next Article in Journal
Role of TRPV1 and TRPA1 Ion Channels in Inflammatory Bowel Diseases: Potential Therapeutic Targets?
Next Article in Special Issue
Strategies for the Development of Glycomimetic Drug Candidates
Previous Article in Journal
The Effects of Hydration Parameters and Co-Surfactants on Methylene Blue-Loaded Niosomes Prepared by the Thin Film Hydration Method
Previous Article in Special Issue
Development of a Microwave-assisted Chemoselective Synthesis of Oxime-linked Sugar Linkers and Trivalent Glycoclusters
Article Menu

Export Article

Open AccessArticle
Pharmaceuticals 2019, 12(2), 47; https://doi.org/10.3390/ph12020047

Chain-Branched Polyhydroxylated Octahydro-1H-Indoles as Potential Leads against Lysosomal Storage Diseases

1
Centro Singular de Investigación en Química Biolóxica e Materiais Moleculares, Universidade de Santiago de Compostela, 15782 Santiago de Compostela, Spain
2
Departamento de Química Orgánica, Universidade de Santiago de Compostela, 15782 Santiago de Compostela, Spain
3
Department of Hospital Pharmacy, University of Toyama, Toyama 930-0194, Japan
*
Author to whom correspondence should be addressed.
Received: 13 February 2019 / Revised: 15 March 2019 / Accepted: 19 March 2019 / Published: 29 March 2019
(This article belongs to the Special Issue Carbohydrates 2018)
  |  
PDF [2398 KB, uploaded 29 March 2019]
  |  

Abstract

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. View Full-Text
Keywords: sugars; iminosugars; glycosidase inhibition sugars; iminosugars; glycosidase inhibition
Figures

Graphical abstract

This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited (CC BY 4.0).

Supplementary material

SciFeed

Share & Cite This Article

MDPI and ACS Style

Estévez, J.C.; González, M.A.; Villaverde, M.C.; Hirokami, Y.; Kato, A.; Sussman, F.; Reza, D.; Estévez, R.J. Chain-Branched Polyhydroxylated Octahydro-1H-Indoles as Potential Leads against Lysosomal Storage Diseases. Pharmaceuticals 2019, 12, 47.

Show more citation formats Show less citations formats

Note that from the first issue of 2016, MDPI journals use article numbers instead of page numbers. See further details here.

Related Articles

Article Metrics

Article Access Statistics

1

Comments

[Return to top]
Pharmaceuticals EISSN 1424-8247 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert
Back to Top