liu.seSearch for publications in DiVA
Change search
CiteExportLink to record
Permanent link

Direct link
Cite
Citation style
  • apa
  • harvard1
  • ieee
  • modern-language-association-8th-edition
  • vancouver
  • oxford
  • Other style
More styles
Language
  • de-DE
  • en-GB
  • en-US
  • fi-FI
  • nn-NO
  • nn-NB
  • sv-SE
  • Other locale
More languages
Output format
  • html
  • text
  • asciidoc
  • rtf
Design and Synthesis of Hepatitis C Virus NS3 Protease Inhibitors Incorporating a P2 Cyclopentane-Derived Scaffold
Linköping University, Department of Physics, Chemistry and Biology, Organic Chemistry . Linköping University, The Institute of Technology.
2006 (English)Licentiate thesis, comprehensive summary (Other academic)
Abstract [en]

This thesis describes the design, synthesis and structure-activity relationships analysis of potential inhibitors targeting the hepatitis C virus (HCV) NS3 protease. Also discussed is the disease caused by HCV infection and the class of enzymes known as proteases. Furthermore are explained why such enzymes can be considered to be suitable targets for developing drugs to combat diseases in general and in particular HCV, focusing on the NS3 protease. Moreover, some strategies used to design protease inhibitors and the desired properties of potential drug candidates are briefly examined. Synthesis of linear and macrocyclic NS3 protease inhibitors comprising a designed trisubstituted cyclopentane moiety as an N-acyl-(4R)-hydroxyproline bioisostere is also addressed, and several very potent and promising compounds are evaluated.

Place, publisher, year, edition, pages
Institutionen för fysik, kemi och biologi , 2006. , 40 p.
Series
Linköping Studies in Science and Technology. Thesis, ISSN 0280-7971 ; 1265
Keyword [en]
HCV, NS3 protease, Proline mimic, Cyclopentane-derived scaffold, Linear inhibitors, Macrocyclic inhibitors
National Category
Organic Chemistry
Identifiers
URN: urn:nbn:se:liu:diva-8395ISBN: 91-85523-20-8 (print)OAI: oai:DiVA.org:liu-8395DiVA: diva2:23197
Presentation
2006-09-26, Schrödinger, Fysikhuset, Campus Valla, Linköpings universitet, Linköping, 00:00 (English)
Opponent
Note
Report code: LIU-TEK-LIC-2006:46.Available from: 2007-02-21 Created: 2007-02-21 Last updated: 2009-03-02
List of papers
1. Potent inhibitors of the hepatitis C virus NS3 protease: use of a novel P2 cyclopentane-derived template
Open this publication in new window or tab >>Potent inhibitors of the hepatitis C virus NS3 protease: use of a novel P2 cyclopentane-derived template
Show others...
2006 (English)In: Bioorganic & Medicinal Chemistry, ISSN 0968-0896, E-ISSN 1464-3391, Vol. 14, no 15, 5136-5151 p.Article in journal (Refereed) Published
Abstract [en]

The HCV NS3 protease is essential for replication of the hepatitis C virus (HCV) and therefore constitutes a promising new drug target for anti-HCV therapy. Several potent and promising HCV NS3 protease inhibitors, some of which display low nanomolar activities, were identified from a series of novel inhibitors incorporating a trisubstituted cyclopentane dicarboxylic acid moiety as a surrogate for the widely used N-acyl-(4R)-hydroxyproline in the P2 position.

Keyword
HCV, NS3, Protease inhibitor, Cyclopentane-derived P2 scaffold
National Category
Natural Sciences
Identifiers
urn:nbn:se:liu:diva-14308 (URN)10.1016/j.bmc.2006.04.008 (DOI)
Available from: 2007-02-21 Created: 2007-02-21 Last updated: 2017-12-13Bibliographically approved
2. Potent Macrocyclic Inhibitors of the Hepatitis C Virus NS3 Protease. Use of Cyclopentane and Cyclopentene Derived P2-Scaffolds
Open this publication in new window or tab >>Potent Macrocyclic Inhibitors of the Hepatitis C Virus NS3 Protease. Use of Cyclopentane and Cyclopentene Derived P2-Scaffolds
Show others...
Manuscript (Other academic)
Identifiers
urn:nbn:se:liu:diva-14309 (URN)
Available from: 2007-02-21 Created: 2007-02-21 Last updated: 2010-01-13

Open Access in DiVA

fulltext(467 kB)875 downloads
File information
File name FULLTEXT01.pdfFile size 467 kBChecksum MD5
a7934a1b22bdfdde8bfcd2ebc733544dbdc2a6e82e79ac85d92802fe6ad567bb3cb569ed
Type fulltextMimetype application/pdf

Authority records BETA

Bäck, Marcus

Search in DiVA

By author/editor
Bäck, Marcus
By organisation
Organic Chemistry The Institute of Technology
Organic Chemistry

Search outside of DiVA

GoogleGoogle Scholar
Total: 875 downloads
The number of downloads is the sum of all downloads of full texts. It may include eg previous versions that are now no longer available

isbn
urn-nbn

Altmetric score

isbn
urn-nbn
Total: 346 hits
CiteExportLink to record
Permanent link

Direct link
Cite
Citation style
  • apa
  • harvard1
  • ieee
  • modern-language-association-8th-edition
  • vancouver
  • oxford
  • Other style
More styles
Language
  • de-DE
  • en-GB
  • en-US
  • fi-FI
  • nn-NO
  • nn-NB
  • sv-SE
  • Other locale
More languages
Output format
  • html
  • text
  • asciidoc
  • rtf