Palyosulfonoceramides A and B: Unique Sulfonylated Ceramides from the Brazilian Zoanthids Palythoa caribaeorum and Protopalyhtoa variabilis |
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| Authors: | Jose Gustavo L Almeida Ana Isabel V Maia Diego V Wilke Edilberto R Silveira Raimundo Braz-Filho James J La Clair Leticia V Costa-Lotufo Otília Deusdenia L Pessoa |
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| Institution: | 1.Department of Organic and Inorganic Chemistry, Federal University of Ceara, Fortaleza, CE, 60021-970, Brazil; E-Mails: (J.G.L.A.); (A.I.V.M.); (E.R.S.); (R.B.-F.); (O.D.L.P.);2.Department of Physiology and Pharmacology, Federal University of Ceara, Fortaleza, CE, 60430-270, Brazil; E-Mail: ;3.Xenobe Research Institute, P.O. Box 3052, San Diego, CA 92163, USA; E-Mail: |
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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-dihydroxyoctadeca-4-en-2-yl)-hexadecanamide (4), which provided further support for the assignments of 1 and 2. |
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| Keywords: | zoanthids Palythoa caribaeorum Protopalythoa variabilis sulfonylated ceramides |
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