title: Palyosulfonoceramides A and B: unique sulfonylated ceramides from the Brazilian zoanthids Palythoa caribaeorum and Protopalythoa variabilis.
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.
authors.affiliation: Department of Organic and Inorganic Chemistry, Federal University of Ceara, Fortaleza, CE 60021-970, Brazil.
authors.forename: Jose Gustavo L
authors.initials: JG
authors.lastname: Almeida
authors.forename: Ana Isabel V
authors.initials: AI
authors.lastname: Maia
authors.forename: Diego V
authors.initials: DV
authors.lastname: Wilke
authors.forename: Edilberto R
authors.initials: ER
authors.lastname: Silveira
authors.forename: Raimundo
authors.initials: R
authors.lastname: Braz-Filho
authors.forename: James J
authors.initials: JJ
authors.lastname: La Clair
authors.forename: Leticia V
authors.initials: LV
authors.lastname: Costa-Lotufo
authors.forename: Otília Deusdenia L
authors.initials: OD
authors.lastname: Pessoa
mesh_terms: D000818:Animals; D037421:Anthozoa / Q000737:chemistry*; D001938:Brazil; D002518:Ceramides / Q000302:isolation & purification*; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry
chemical_list: D002518:Ceramides; C580987:palyosulfonoceramide A; C580988:palyosulfonoceramide B