Chain-Branched polyhydroxylated Octahydro-1H-Indoles as potential leads against lysosomal storage diseases

Juan C. Estévez; Marcos A. González; M. Carmen Villaverde; Yuki Hirokami; Atsushi Kato; Fredy Sussman; David Reza; Ramón J. Estévez

doi:10.3390/ph12020047

Chain-Branched polyhydroxylated Octahydro-1H-Indoles as potential leads against lysosomal storage diseases

Juan C. Estévez, Marcos A. González, M. Carmen Villaverde, Yuki Hirokami, Atsushi Kato, Fredy Sussman, David Reza, Ramón J. Estévez^*

^*Corresponding author for this work

Hospital Pharmacy

Research output: Contribution to journal › Article › peer-review

1 Scopus citations

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.

Original language	English
Article number	47
Journal	Pharmaceuticals
Volume	12
Issue number	2
DOIs	https://doi.org/10.3390/ph12020047
State	Published - 2019/06

Keywords

Glycosidase inhibition
Iminosugars
Sugars

ASJC Scopus subject areas

Molecular Medicine
Pharmaceutical Science
Drug Discovery

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10.3390/ph12020047

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title = "Chain-Branched polyhydroxylated Octahydro-1H-Indoles as potential leads against lysosomal storage diseases",

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.",

keywords = "Glycosidase inhibition, Iminosugars, Sugars",

author = "Est{\'e}vez, {Juan C.} and Gonz{\'a}lez, {Marcos A.} and {Carmen Villaverde}, M. and Yuki Hirokami and Atsushi Kato and Fredy Sussman and David Reza and Est{\'e}vez, {Ram{\'o}n J.}",

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year = "2019",

month = jun,

doi = "10.3390/ph12020047",

language = "英語",

volume = "12",

journal = "Pharmaceuticals",

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T1 - Chain-Branched polyhydroxylated Octahydro-1H-Indoles as potential leads against lysosomal storage diseases

AU - Estévez, Juan C.

AU - González, Marcos A.

AU - Carmen Villaverde, M.

AU - Hirokami, Yuki

AU - Kato, Atsushi

AU - Sussman, Fredy

AU - Reza, David

AU - Estévez, Ramón J.

PY - 2019/6

Y1 - 2019/6

N2 - 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.

AB - 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.

KW - Glycosidase inhibition

KW - Iminosugars

KW - Sugars

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DO - 10.3390/ph12020047

M3 - 学術論文

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AN - SCOPUS:85068462608

SN - 1424-8247

VL - 12

JO - Pharmaceuticals

JF - Pharmaceuticals

IS - 2

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ER -

Chain-Branched polyhydroxylated Octahydro-1H-Indoles as potential leads against lysosomal storage diseases

Abstract

Keywords

ASJC Scopus subject areas

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