Diacarperoxides, norterpene cyclic peroxides from the sponge Diacarnus megaspinorhabdosa

Sabrin Ibraham, Rainer Ebel, Victor Wray, Werner E.G. Muller, RuAngelie Edrada-Ebel, Peter Proksch

Research output: Contribution to journalArticlepeer-review

28 Citations (Scopus)

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 (1H, 13C, 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.
Original languageEnglish
Pages (from-to)1358-1364
Number of pages6
JournalJournal of Natural Products
Volume71
Issue number8
DOIs
Publication statusPublished - Aug 2008

Keywords

  • diacarperoxides
  • norterpene cyclic peroxides
  • sponges
  • diacarnus megaspinorhabdosa
  • plants
  • pharmacology
  • drugs

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