Anti-inflammatory tetraquinane diterpenoids from a Crinipellis species
- Publikationstyp:
- Zeitschriftenaufsatz
- Metadaten:
-
- Autoren
- Markus Rohr
- Katharina Oleinikov
- Mathias Jung
- Louis P Sandjo
- Till Opatz
- Gerhard Erkel
- Autoren-URL
- https://www.webofscience.com/api/gateway?GWVersion=2&SrcApp=fis-test-1&SrcAuth=WosAPI&KeyUT=WOS:000392906500006&DestLinkType=FullRecord&DestApp=WOS_CPL
- DOI
- 10.1016/j.bmc.2016.11.016
- eISSN
- 1464-3391
- Externe Identifier
- Clarivate Analytics Document Solution ID: EJ0NO
- PubMed Identifier: 27887964
- ISSN
- 0968-0896
- Ausgabe der Veröffentlichung
- 2
- Zeitschrift
- BIOORGANIC & MEDICINAL CHEMISTRY
- Schlüsselwörter
- CXCL10
- Inhibitor
- Inflammation
- Fungal metabolites
- Paginierung
- 514 - 522
- Datum der Veröffentlichung
- 2017
- Status
- Published
- Titel
- Anti-inflammatory tetraquinane diterpenoids from a <i>Crinipellis</i> species
- Sub types
- Article
- Ausgabe der Zeitschrift
- 25
Datenquelle: Web of Science (Lite)
- Andere Metadatenquellen:
-
- Autoren
- Markus Rohr
- Katharina Oleinikov
- Mathias Jung
- Louis P Sandjo
- Till Opatz
- Gerhard Erkel
- DOI
- 10.1016/j.bmc.2016.11.016
- ISSN
- 0968-0896
- Ausgabe der Veröffentlichung
- 2
- Zeitschrift
- Bioorganic & Medicinal Chemistry
- Sprache
- en
- Paginierung
- 514 - 522
- Datum der Veröffentlichung
- 2017
- Status
- Published
- Herausgeber
- Elsevier BV
- Herausgeber URL
- http://dx.doi.org/10.1016/j.bmc.2016.11.016
- Datum der Datenerfassung
- 2022
- Titel
- Anti-inflammatory tetraquinane diterpenoids from a Crinipellis species
- Ausgabe der Zeitschrift
- 25
Datenquelle: Crossref
- Abstract
- The small pro-inflammatory 10kDa chemokine CXCL10 (Interferon-inducible protein 10, IP-10) plays an important role in mediating immune responses through the activation and recruitment of leukocytes such as T cells, eosinophils, monocytes and NK cells to the sites of inflammation. Elevated levels of CXCL10 have been associated with chronic inflammatory and infectious diseases and therefore CXCL10 represents an attractive target for the development of new anti-inflammatory drugs. In a search for anti-inflammatory compounds from fungi inhibiting the inducible CXCL10 promoter activity, four new tetraquinane diterpenoids, crinipellin E (1), crinipellin F (2), crinipellin G (3) and crinipellin H (4) were isolated from fermentations of a Crinipellis species. The structures of the compounds were elucidated by a combination of one- and two-dimensional NMR spectroscopy and mass spectrometry. Compounds 1, 2, and 3 inhibited the LPS/IFN-γ induced CXCL10 promoter activity in transiently transfected human MonoMac6 cells in a dose-dependent manner with IC<sub>50</sub> values of 15μM, 1.5μM, and 3.15μM respectively, whereas compound 4 was devoid of any biological activity. Moreover, compounds 1, 2 and 3 reduced mRNA levels and synthesis of pro-inflammatory mediators such as cytokines and chemokines in LPS/IFN-γ stimulated MonoMac6 cells.
- Addresses
- Department of Molecular Biotechnology and Systems Biology, University of Kaiserslautern, Paul-Ehrlich-Strasse 23, D-67663 Kaiserslautern, Germany.
- Autoren
- Markus Rohr
- Katharina Oleinikov
- Mathias Jung
- Louis P Sandjo
- Till Opatz
- Gerhard Erkel
- DOI
- 10.1016/j.bmc.2016.11.016
- eISSN
- 1464-3391
- Externe Identifier
- PubMed Identifier: 27887964
- Funding acknowledgements
- Carl-Zeiss-Stiftung:
- Stiftung Rheinland-Pfalz für Innovation:
- Open access
- false
- ISSN
- 0968-0896
- Ausgabe der Veröffentlichung
- 2
- Zeitschrift
- Bioorganic & medicinal chemistry
- Schlüsselwörter
- Cells, Cultured
- Humans
- Agaricales
- Diterpenes
- Anti-Inflammatory Agents, Non-Steroidal
- Molecular Structure
- Structure-Activity Relationship
- Dose-Response Relationship, Drug
- Chemokine CXCL10
- Sprache
- eng
- Medium
- Print-Electronic
- Online publication date
- 2016
- Paginierung
- 514 - 522
- Datum der Veröffentlichung
- 2017
- Status
- Published
- Datum der Datenerfassung
- 2016
- Titel
- Anti-inflammatory tetraquinane diterpenoids from a Crinipellis species.
- Sub types
- Research Support, Non-U.S. Gov't
- Journal Article
- Ausgabe der Zeitschrift
- 25
Datenquelle: Europe PubMed Central
- Abstract
- The small pro-inflammatory 10kDa chemokine CXCL10 (Interferon-inducible protein 10, IP-10) plays an important role in mediating immune responses through the activation and recruitment of leukocytes such as T cells, eosinophils, monocytes and NK cells to the sites of inflammation. Elevated levels of CXCL10 have been associated with chronic inflammatory and infectious diseases and therefore CXCL10 represents an attractive target for the development of new anti-inflammatory drugs. In a search for anti-inflammatory compounds from fungi inhibiting the inducible CXCL10 promoter activity, four new tetraquinane diterpenoids, crinipellin E (1), crinipellin F (2), crinipellin G (3) and crinipellin H (4) were isolated from fermentations of a Crinipellis species. The structures of the compounds were elucidated by a combination of one- and two-dimensional NMR spectroscopy and mass spectrometry. Compounds 1, 2, and 3 inhibited the LPS/IFN-γ induced CXCL10 promoter activity in transiently transfected human MonoMac6 cells in a dose-dependent manner with IC50 values of 15μM, 1.5μM, and 3.15μM respectively, whereas compound 4 was devoid of any biological activity. Moreover, compounds 1, 2 and 3 reduced mRNA levels and synthesis of pro-inflammatory mediators such as cytokines and chemokines in LPS/IFN-γ stimulated MonoMac6 cells.
- Date of acceptance
- 2016
- Autoren
- Markus Rohr
- Katharina Oleinikov
- Mathias Jung
- Louis P Sandjo
- Till Opatz
- Gerhard Erkel
- Autoren-URL
- https://www.ncbi.nlm.nih.gov/pubmed/27887964
- DOI
- 10.1016/j.bmc.2016.11.016
- eISSN
- 1464-3391
- Ausgabe der Veröffentlichung
- 2
- Zeitschrift
- Bioorg Med Chem
- Schlüsselwörter
- CXCL10
- Fungal metabolites
- Inflammation
- Inhibitor
- Agaricales
- Anti-Inflammatory Agents, Non-Steroidal
- Cells, Cultured
- Chemokine CXCL10
- Diterpenes
- Dose-Response Relationship, Drug
- Humans
- Molecular Structure
- Structure-Activity Relationship
- Sprache
- eng
- Country
- England
- Paginierung
- 514 - 522
- PII
- S0968-0896(16)31178-6
- Datum der Veröffentlichung
- 2017
- Status
- Published
- Datum, an dem der Datensatz öffentlich gemacht wurde
- 2017
- Titel
- Anti-inflammatory tetraquinane diterpenoids from a Crinipellis species.
- Sub types
- Journal Article
- Research Support, Non-U.S. Gov't
- Ausgabe der Zeitschrift
- 25
Datenquelle: PubMed
- Beziehungen:
- Eigentum von