title: Diacarperoxides, norterpene cyclic peroxides from the sponge Diacarnus megaspinorhabdosa.
abstract: Chemical investigation of the hexane extract of the sponge Diacarnus megaspinorhabdosa provided a series of new norterpene derivatives including three norditerpene cyclic peroxides, diacarperoxides A, B, and C (1 to 3), four norsesterterpene cyclic peroxides, diacarperoxides D to G (4 to 7), and the acyclic norsesterterpene diacardiol A (8). In addition, known norterpene peroxide congeners were also isolated, which included a known norsesterterpene cyclic peroxide (9), nuapapuin A methyl ester (10), epimuqubilin B (11), methyl-2-epinuapapuinoate (12), and methyl diacarnoate A (13). The structures of the new compounds were established on the basis of one- and two-dimensional NMR spectroscopic studies ((1)H, (13)C, COSY, HMQC, HMBC, and ROESY) as well as by mass spectrometric analyses. The relative configuration of chiral centers at C-2, C-3, and C-6 was assigned by established empirical rules. All compounds were evaluated for their cytotoxic properties in vitro using several human as well as murine cancer cell lines.
authors.affiliation: Institut für Pharmazeutische Biologie and Biotechnologie, Heinrich-Heine-Universität Düsseldorf, 40225 Düsseldorf, Germany.
authors.forename: Sabrin R M
authors.initials: SR
authors.lastname: Ibrahim
authors.forename: Rainer
authors.initials: R
authors.lastname: Ebel
authors.forename: Victor
authors.initials: V
authors.lastname: Wray
authors.forename: Werner E G
authors.initials: WE
authors.lastname: Müller
authors.forename: RuAngelie
authors.initials: R
authors.lastname: Edrada-Ebel
authors.forename: Peter
authors.initials: P
authors.lastname: Proksch
mesh_terms: D000818:Animals; D006865:Hydrogenation; D009682:Magnetic Resonance Spectroscopy; D010545:Peroxides / Q000737:chemistry / Q000302:isolation & purification*; D011161:Porifera / Q000737:chemistry*; D021241:Spectrometry, Mass, Electrospray Ionization
chemical_list: D010545:Peroxides