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Mar. Drugs 2012, 10(12), 2846-2860; doi:10.3390/md10122846
Article

Palyosulfonoceramides A and B: Unique Sulfonylated Ceramides from the Brazilian Zoanthids Palythoa caribaeorum and Protopalyhtoa variabilis

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Received: 11 September 2012; in revised form: 19 November 2012 / Accepted: 3 December 2012 / Published: 14 December 2012
(This article belongs to the Special Issue Marine Lipids)
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Abstract: The zoanthids Palythoa caribaeorum and Protopalythoa variabilis are among the most abundant marine species along the Brazilian coast. We now report the isolation and structure elucidation of two unprecedented sulfonylated ceramides, palyosulfonoceramide A (1) and palyosulfonoceramide B (2) from specimens collected off Brazil’s northeastern coast. The structures of 1 and 2 were established using a combination of NMR analyses, including: evaluation of 1H, 13C, 1H–1H COSY, 1H–13C HSQC, 1H–13C HMBC, and 1H–15N HMBC NMR spectra, high-resolution mass spectrometry and chemical degradation. In addition, we also isolated the corresponding known ceramides, N-((2S,3R,4E,8E)-1, 3-dihydroxyoctadeca-4,8-dien-2-yl)-hexadecanamide (3) and N-((2S,3R,4E)-1,3-dihydroxy octadeca-4-en-2-yl)-hexadecanamide (4), which provided further support for the assignments of 1 and 2.
Keywords: zoanthids; Palythoa caribaeorum; Protopalythoa variabilis; sulfonylated ceramides zoanthids; Palythoa caribaeorum; Protopalythoa variabilis; sulfonylated ceramides
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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MDPI and ACS Style

Almeida, J.G.L.; Maia, A.I.V.; Wilke, D.V.; Silveira, E.R.; Braz-Filho, R.; La Clair, J.J.; Costa-Lotufo, L.V.; Pessoa, O.D.L. Palyosulfonoceramides A and B: Unique Sulfonylated Ceramides from the Brazilian Zoanthids Palythoa caribaeorum and Protopalyhtoa variabilis. Mar. Drugs 2012, 10, 2846-2860.

AMA Style

Almeida JGL, Maia AIV, Wilke DV, Silveira ER, Braz-Filho R, La Clair JJ, Costa-Lotufo LV, Pessoa ODL. Palyosulfonoceramides A and B: Unique Sulfonylated Ceramides from the Brazilian Zoanthids Palythoa caribaeorum and Protopalyhtoa variabilis. Marine Drugs. 2012; 10(12):2846-2860.

Chicago/Turabian Style

Almeida, Jose G.L.; Maia, Ana I.V.; Wilke, Diego V.; Silveira, Edilberto R.; Braz-Filho, Raimundo; La Clair, James J.; Costa-Lotufo, Leticia V.; Pessoa, Otília D.L. 2012. "Palyosulfonoceramides A and B: Unique Sulfonylated Ceramides from the Brazilian Zoanthids Palythoa caribaeorum and Protopalyhtoa variabilis." Mar. Drugs 10, no. 12: 2846-2860.


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