New non-peptidic Inhibitors of Papain Derived from Etacrynic Acid
- Publikationstyp:
- Zeitschriftenaufsatz
- Metadaten:
-
- Autoren
- U Kaeppler
- T Schirmeister
- Autoren-URL
- https://www.webofscience.com/api/gateway?GWVersion=2&SrcApp=fis-test-1&SrcAuth=WosAPI&KeyUT=WOS:000208266000005&DestLinkType=FullRecord&DestApp=WOS_CPL
- DOI
- 10.2174/1573406054368701
- eISSN
- 1875-6638
- Externe Identifier
- Clarivate Analytics Document Solution ID: V22HJ
- PubMed Identifier: 16789893
- ISSN
- 1573-4064
- Ausgabe der Veröffentlichung
- 4
- Zeitschrift
- MEDICINAL CHEMISTRY
- Schlüsselwörter
- Cysteine protease inhibitor
- Michael addition
- papain
- etacrynic acid
- Paginierung
- 361 - 370
- Datum der Veröffentlichung
- 2005
- Status
- Published
- Titel
- New non-peptidic Inhibitors of Papain Derived from Etacrynic Acid
- Sub types
- Article
- Ausgabe der Zeitschrift
- 1
Datenquelle: Web of Science (Lite)
- Andere Metadatenquellen:
-
- Autoren
- U Kaeppler
- T Schirmeister
- DOI
- 10.2174/1573406054368701
- ISSN
- 1573-4064
- Ausgabe der Veröffentlichung
- 4
- Zeitschrift
- Medicinal Chemistry
- Sprache
- en
- Paginierung
- 361 - 370
- Datum der Veröffentlichung
- 2005
- Status
- Published
- Herausgeber
- Bentham Science Publishers Ltd.
- Herausgeber URL
- http://dx.doi.org/10.2174/1573406054368701
- Datum der Datenerfassung
- 2015
- Titel
- New non-peptidic Inhibitors of Papain Derived from Etacrynic Acid
- Ausgabe der Zeitschrift
- 1
Datenquelle: Crossref
- Abstract
- Cysteine proteases are connected to various viral and parasitic infections, as well as to other severe diseases like arthritis, stroke and cancer. Due to its alpha,beta-unsaturated carbonyl moiety etacrynic acid, a well known diuretic, can inhibit cysteine proteases in a Michael-type reaction by reaction with the nucleophilic cysteine residue of the active site. For first structure-activity-relationship studies modifications at various positions of the etacrynic acid structure have been investigated concerning inhibition potency against the CAC1 protease papain: length of the side chain, substitution pattern of the aromatic ring as well as influence and necessity of acidic groups, esters or amides. Additionally, the effect of the aromatic ring was evaluated by replacement with a cyclohexyl moiety.
- Addresses
- University of Wuerzburg, Institute of Pharmacy and Food Chemistry, Wuerzburg, Germany.
- Autoren
- U Kaeppler
- T Schirmeister
- DOI
- 10.2174/1573406054368701
- eISSN
- 1875-6638
- Externe Identifier
- PubMed Identifier: 16789893
- Open access
- false
- ISSN
- 1573-4064
- Ausgabe der Veröffentlichung
- 4
- Zeitschrift
- Medicinal chemistry (Shariqah (United Arab Emirates))
- Schlüsselwörter
- Ethacrynic Acid
- Papain
- Enzyme Inhibitors
- Structure-Activity Relationship
- Time Factors
- Sprache
- eng
- Medium
- Paginierung
- 361 - 370
- Datum der Veröffentlichung
- 2005
- Status
- Published
- Datum der Datenerfassung
- 2006
- Titel
- New non-peptidic inhibitors of papain derived from etacrynic acid.
- Sub types
- Research Support, Non-U.S. Gov't
- Journal Article
- Ausgabe der Zeitschrift
- 1
Datenquelle: Europe PubMed Central
- Abstract
- Cysteine proteases are connected to various viral and parasitic infections, as well as to other severe diseases like arthritis, stroke and cancer. Due to its alpha,beta-unsaturated carbonyl moiety etacrynic acid, a well known diuretic, can inhibit cysteine proteases in a Michael-type reaction by reaction with the nucleophilic cysteine residue of the active site. For first structure-activity-relationship studies modifications at various positions of the etacrynic acid structure have been investigated concerning inhibition potency against the CAC1 protease papain: length of the side chain, substitution pattern of the aromatic ring as well as influence and necessity of acidic groups, esters or amides. Additionally, the effect of the aromatic ring was evaluated by replacement with a cyclohexyl moiety.
- Autoren
- U Kaeppler
- T Schirmeister
- Autoren-URL
- https://www.ncbi.nlm.nih.gov/pubmed/16789893
- DOI
- 10.2174/1573406054368701
- ISSN
- 1573-4064
- Ausgabe der Veröffentlichung
- 4
- Zeitschrift
- Med Chem
- Schlüsselwörter
- Enzyme Inhibitors
- Ethacrynic Acid
- Papain
- Structure-Activity Relationship
- Time Factors
- Sprache
- eng
- Country
- Netherlands
- Paginierung
- 361 - 370
- Datum der Veröffentlichung
- 2005
- Status
- Published
- Datum, an dem der Datensatz öffentlich gemacht wurde
- 2006
- Titel
- New non-peptidic inhibitors of papain derived from etacrynic acid.
- Sub types
- Journal Article
- Research Support, Non-U.S. Gov't
- Ausgabe der Zeitschrift
- 1
Datenquelle: PubMed
- Beziehungen:
- Eigentum von