Norlanostane triterpenoidal saponins from the marine sponge melophlussarassinorum

Hao-Fu Dai, Ru Angelie Edrada, Rainer Ebel, Manfred Nimtz, Victor Wray, Peter Proksch, Ruangelie Edrada-Ebel

Research output: Contribution to journalArticle

37 Citations (Scopus)

Abstract

Along with five known 30-norlanostane-type saponins, sarasinosides A(1) (5A), A3 (6A), I1 (7), I2 (8), and H2 (9), four new triterpenoidal saponin congeners, sarasinosides J (1), K (2), L (3), and M (4), were isolated from the Indonesian sponge Melophlus sarassinorum. Sarasinosides J (1) and K (2) are the 24,25-hydrogenated congeners of the previously described sarasinosides A1 and H2, respectively. The carbon skeleton of sarasinoside M (4) possesses a rearranged 8alpha,9alpha-epoxy-8,9-seconorlanosta-8(14),9(11),24-triene system, which is novel and unprecedented in nature. The structures of the new compounds were confirmed by spectral analyses, chemical derivatization, and GC analyses. Compounds 1 and 5A exhibited antimicrobial activity toward Bacillus subtilis and Saccharomyces cerevisiae.

Original languageEnglish
Pages (from-to)1231-1237
Number of pages7
JournalJournal of Natural Products
Volume68
Issue number8
DOIs
Publication statusPublished - Aug 2005

Keywords

  • anti-bacterial agents
  • antifungal agents
  • bacillus subtilis
  • chromatography
  • glycosides
  • lanosterol
  • microbial sensitivity tests
  • molecular structure
  • nuclear magnetic resonance
  • porifera
  • saccharomyces cerevisiae
  • stereoisomerism
  • triterpenes

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