Straightforward synthesis of novel Akt inhibitors based on a glucose scaffold

Laura Cipolla; Cristina Redaelli; Francesca Granucci; Giuseppe Zampella; Antonio Zaza; Riccardo Chisci; Francesco Nicotra

doi:10.1016/j.carres.2009.12.013

Straightforward synthesis of novel Akt inhibitors based on a glucose scaffold

Laura Cipolla, Cristina Redaelli, Francesca Granucci, Giuseppe Zampella, Antonio Zaza, Riccardo Chisci, Francesco Nicotra

Istituto Clinico Humanitas

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

Abstract

Glucose-based analogues of phosphatidylinositol 3-phosphate were straightforwardly synthesised from 2,3,4,6-tetra-O-acetyl-D-glucosyl bromide as protein kinase B (PKB/Akt) inhibitors. β-D-Glucuronyl diethyl phosphoramidate was identified as a promising hit through biological screening in two different cellular systems. In addition, RNA interference experiments (siRNA) provide evidence of the ability of the compound to exert biological effects specifically through Akt signalling.

Original language	English
Pages (from-to)	1291-1298
Number of pages	8
Journal	Carbohydrate Research
Volume	345
Issue number	10
DOIs	https://doi.org/10.1016/j.carres.2009.12.013
Publication status	Published - Jul 2 2010

Keywords

Analogues
Cyclitol analogues
Enzyme inhibitors
Glucose
Glycolipid
PKB
Sugar phosphoramidates

ASJC Scopus subject areas

Biochemistry
Analytical Chemistry
Organic Chemistry
Medicine(all)

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10.1016/j.carres.2009.12.013

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title = "Straightforward synthesis of novel Akt inhibitors based on a glucose scaffold",

abstract = "Glucose-based analogues of phosphatidylinositol 3-phosphate were straightforwardly synthesised from 2,3,4,6-tetra-O-acetyl-D-glucosyl bromide as protein kinase B (PKB/Akt) inhibitors. β-D-Glucuronyl diethyl phosphoramidate was identified as a promising hit through biological screening in two different cellular systems. In addition, RNA interference experiments (siRNA) provide evidence of the ability of the compound to exert biological effects specifically through Akt signalling.",

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AU - Cipolla, Laura

AU - Redaelli, Cristina

AU - Granucci, Francesca

AU - Zampella, Giuseppe

AU - Zaza, Antonio

AU - Chisci, Riccardo

AU - Nicotra, Francesco

PY - 2010/7/2

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AB - Glucose-based analogues of phosphatidylinositol 3-phosphate were straightforwardly synthesised from 2,3,4,6-tetra-O-acetyl-D-glucosyl bromide as protein kinase B (PKB/Akt) inhibitors. β-D-Glucuronyl diethyl phosphoramidate was identified as a promising hit through biological screening in two different cellular systems. In addition, RNA interference experiments (siRNA) provide evidence of the ability of the compound to exert biological effects specifically through Akt signalling.

KW - Analogues

KW - Cyclitol analogues

KW - Enzyme inhibitors

KW - Glucose

KW - Glycolipid

KW - PKB

KW - Sugar phosphoramidates

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Straightforward synthesis of novel Akt inhibitors based on a glucose scaffold

Abstract

Keywords

ASJC Scopus subject areas

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