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Mar. Drugs 2013, 11(7), 2314-2327; doi:10.3390/md11072314
Article

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

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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)
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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 which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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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.

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