Next Article in Journal
pH-Dependent Solution Structure and Activity of a Reduced Form of the Host-Defense Peptide Myticin C (Myt C) from the Mussel Mytilus galloprovincialis
Next Article in Special Issue
Lithothamnion muelleri Controls Inflammatory Responses, Target Organ Injury and Lethality Associated with Graft-versus-Host Disease in Mice
Previous Article in Journal
Strategies for the Development of Conotoxins as New Therapeutic Leads
Previous Article in Special Issue
Perna canaliculus Lipid Complex PCSO-524™ Demonstrated Pain Relief for Osteoarthritis Patients Benchmarked against Fish Oil, a Randomized Trial, without Placebo Control
Mar. Drugs 2013, 11(7), 2314-2327; doi:10.3390/md11072314
Article

Oxygenated Polyketides from Plakinastrella mamillaris as a New Chemotype of PXR Agonists

1
,
2
,
2
,
3
,
1
,
1
,
3
,
1,*  and 2
1 Department of Pharmacy, University of Naples "Federico II", via D. Montesano 49, Naples 80131, Italy 2 Department of Clinical and Experimental Medicine, Faculty of Medicine, University of Perugia, via Gerardo Dottori 1, S. Andrea Delle Fratte, Perugia 06132, Italy 3 Department of Pharmacy, University of Salerno, via Ponte don Melillo, Fisciano (SA) 84084, Italy
* Author to whom correspondence should be addressed.
Received: 24 April 2013 / Revised: 27 May 2013 / Accepted: 28 May 2013 / Published: 2 July 2013
(This article belongs to the Special Issue Marine Compounds and Inflammation)
View Full-Text   |   Download PDF [2208 KB, uploaded 24 February 2015]   |  

Abstract

Further purification of the apolar extracts of the sponge Plakinastrella mamillaris, afforded a new oxygenated polyketide named gracilioether K, together with the previously isolated gracilioethers E–G and gracilioethers I and J. The structure of the new compound has been elucidated by extensive NMR (1H and 13C, COSY, HSQC, HMBC, and ROESY) and ESI-MS analysis. With the exception of gracilioether F, all compounds are endowed with potent pregnane-X-receptor (PXR) agonistic activity and therefore represent a new chemotype of potential anti-inflammatory leads. Docking calculations suggested theoretical binding modes of the identified compounds, compatible with an agonistic activity on hPXR, and clarified the molecular basis of their biological activities.
Keywords: marine sponge; Plakinastrella mamillaris; oxygenated polyketide; nuclear receptors; pregnane-X-receptor; anti-inflammatory activity marine sponge; Plakinastrella mamillaris; oxygenated polyketide; nuclear receptors; pregnane-X-receptor; anti-inflammatory activity
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

Supplementary materials

SciFeed

Share & Cite This Article

Further Mendeley | CiteULike
Export to BibTeX |
EndNote |
RIS
MDPI and ACS Style

Festa, C.; D'Amore, C.; Renga, B.; Lauro, G.; Marino, S.D.; D'Auria, M.V.; Bifulco, G.; Zampella, A.; Fiorucci, S. Oxygenated Polyketides from Plakinastrella mamillaris as a New Chemotype of PXR Agonists. Mar. Drugs 2013, 11, 2314-2327.

View more citation formats

Related Articles

Article Metrics

For more information on the journal, click here

Comments

[Return to top]
Mar. Drugs EISSN 1660-3397 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert