New steroidal saponins from the sponge Erylus lendenfeldi

Mostafa Fouad, Khaled Al-Trabeen, Mohammad Badran, Victor Wray, Ruangelie Edrada-Ebel, Peter Proksch, Rainer Ebel

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Abstract

Our search for biologically active marine natural products has led to the isolation of two new steroidal saponins, eryloside K (2) and eryloside L (3) together with the known antitumor and antifungal glycoside eryloside A (1) from the organic extract of the sponge Erylus lendenfeldi (Geodiidae) collected in the Red Sea. The structures of the new compounds were elucidated on the basis of comprehensive spectral analyses ( 1H, 13C, COSY, HMQC, HMBC and TOCSY NMR) as well as GC/MS analysis to infer the absolute stereochemistry of the sugar moieties. Eryloside K (2) is the 24,25-didehydro congener of 1, while eryloside L (3) features an unusual 8α,9α- epoxy-4α-methyl-8,9-secocholesta-7,9(11),14-triene skeleton which appears to be unprecedented in nature. Eryloside A (1) displayed antibacterial activity against Bacillus subtilis and Escherichia coli together with antifungal activity against Candida albicans.

Original languageEnglish
Pages (from-to)17-27
Number of pages11
JournalArkivoc
Volume2004
Issue number13
Publication statusPublished - 23 Aug 2004

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Keywords

  • antibacterial
  • antifungal
  • marine sponge
  • saponin
  • steroidal saponin

Cite this

Fouad, M., Al-Trabeen, K., Badran, M., Wray, V., Edrada-Ebel, R., Proksch, P., & Ebel, R. (2004). New steroidal saponins from the sponge Erylus lendenfeldi. Arkivoc, 2004(13), 17-27.