Swinhoeiamide A, a new highly active calyculin derivative from the marine sponge Theonella swinhoei

Ruangelie Edrada-Ebel, Rainer Ebel, Agus Supriyono, Victor Wray, Peter Schupp, Klaus Steube, Rob van Soest, Peter Proksch

Research output: Contribution to journalArticle

32 Citations (Scopus)

Abstract

Analysis of the Papua New Guinean sponge Theonella swinhoei afforded a new calyculinamide-related congener for which we propose the name swinhoeiamide A (1). The structure of the new compound was unambiguously established on the basis of NMR spectroscopic ((1)H, (13)C, COSY, HMBC) and mass spectrometric (FABMS) data. Swinhoeiamide A exhibited insecticidal activity toward neonate larvae of the polyphagous pest insect Spodoptera littoralis when incorporated in an artificial diet offered to the larvae in a chronic feeding bioassay (ED(50) 2.11 ppm, LD(50) 2.98 ppm). Furthermore, it was found to be fungicidal against Candida albicans and Aspergillus fumigatus (MIC 1.2 and 1.0 microg/mL, respectively).

Original languageEnglish
Pages (from-to)1168-1172
Number of pages5
JournalJournal of Natural Products
Volume65
Issue number8
DOIs
Publication statusPublished - Aug 2002

Keywords

  • animals
  • antifungal agents
  • aspergillus fumigatus
  • candida albicans
  • chromatography, high pressure liquid
  • feeding behavior
  • insecticides
  • larva
  • molecular structure
  • organophosphates
  • oxazoles
  • Papua New Guinea
  • porifera
  • spectrophotometry, ultraviolet
  • spodoptera
  • fungal spores

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  • Cite this

    Edrada-Ebel, R., Ebel, R., Supriyono, A., Wray, V., Schupp, P., Steube, K., van Soest, R., & Proksch, P. (2002). Swinhoeiamide A, a new highly active calyculin derivative from the marine sponge Theonella swinhoei. Journal of Natural Products, 65(8), 1168-1172. https://doi.org/10.1021/np020049d