Glyco- and peptidomimetics from three-component Joullié-Ugi coupling show selective antiviral activity.

Glyco- and peptidomimetics from three-component Joullié-Ugi coupling show selective antiviral activity. Research Abstract Details 

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Glyco- and peptidomimetics from three-component Joullié-Ugi coupling show selective antiviral activity. Abstract Text:

Timothy M Chapman,Ieuan G Davies,Baohua Gu,Timothy M Block,David I C Scopes,Philip A Hay,Stephen M Courtney,Luke A McNeill,Christopher J Schofield,Benjamin G Davis,

Chlorination-elimination chemistry coupled with three-component Joullié-Ugi reaction and facile deprotection allowed efficient access to an array of polyhydroxylated pyrrolidines through parallel synthesis that may be considered to be a library of imino (aza) sugars (glycomimetics) and/or dihydroxyprolyl peptides (peptidomimetics). The utility of generating such a library was illustrated by screening against 15 different targets that revealed potent and selective inhibition of the Gaucher's disease glycosyltransferase enzyme glucosylceramide synthase and of primary pathogen model for human hepatitis C virus (HCV) and bovine diarrhoeal virus (BVDV). An observed selectivity for this HCV model over hepatitis B virus and remarkably low toxicity suggest a novel mode of action.

Glyco- and peptidomimetics from three-component Joullié-Ugi coupling show selective antiviral activity. Publishing Authors By Initials

TM Chapman,IG Davies,B Gu,TM Block,DI Scopes,PA Hay,SM Courtney,LA McNeill,CJ Schofield,BG Davis,

For similar organic chemicals: alcohols: sugar alcohols research abstracts see: organic chemicals: alcohols: sugar alcohols research

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Glyco- and peptidomimetics from three-component Joullié-Ugi coupling show selective antiviral activity. Journal Published:

PUBLICATION TYPE: Research Support, U.S. Gov't,

Journal: Journal of the American Chemical Society

VOLUME: 127

Page Numbers: 506-7

Journal Abbreviation: J. Am. Chem. Soc.

ISSN: 0002-7863

DAY: 19

MONTH: Jan

YEAR: 2005

Glyco- and peptidomimetics from three-component Joullié-Ugi coupling show selective antiviral activity. Information

Number of References:

LANGUAGE: eng

NlmUniqueID: 7503056

Glyco- and peptidomimetics from three-component Joullié-Ugi coupling show selective antiviral activity. Keywords Mesh Terms:

KEYWORDS: Sugar Alcohols

MESH TERMS: pharmacology

Chemical & Substance for Abstract: Glyco- and peptidomimetics from three-component Joullié-Ugi coupling show selective antiviral activity. Information

Substance Name: Glycoside Hydrolases

Registry Number: EC 3.2.1.-

Grant and Affiliation Information for Glyco- and peptidomimetics from three-component Joullié-Ugi coupling show selective antiviral activity.

AFFILIATION: Chemistry Research Laboratory, University of Oxford, Mansfield Road, Oxford UK, OX1 3TA.

Country: United States

AGENCY: United States NIAID

GRANT: AI54764-01

ACRONYM: AI

MEDLINETA: J Am Chem Soc

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