Malyngolide dimer, a bioactive symmetric cyclodepside from the panamanian marine cyanobacterium lyngbya majuscula

Marcelino Gutiérrez, Kevin Tidgewell, Todd L. Capson, Niclas Engene, Alejandro Almanza, Jörg Schemies, Manfred Jung, William H. Gerwick

Research output: Contribution to journalArticlepeer-review

49 Scopus citations

Abstract

Fractionation of the extract of the marine cyanobacterium Lyngbya majuscula collected from Panama led to the isolation of malyngolide dimer (1). The planar structure of 1 was determined using 1D and 2D NMR spectroscopy and HRESI-TOFMS. The absolute configuration was established by chemical degradation followed by chiral GC-MS analyses and comparisons with an authentic sample of malyngolide seco-acid (4). Compound 1 showed moderate in vitro antimalarial activity against chloroquine-resistant Plasmodium falciparum (W2) (IC50 = 19 μM) but roughly equivalent toxicity against H-460 human lung cell lines. Furthermore, because the closely related cyanobacterial natural product tanikolide dimer (5) was a potent SIRT2 inhibitor, compound 1 was evaluated in this assay but found to be essentially inactive.

Original languageEnglish
Pages (from-to)709-711
Number of pages3
JournalJournal of Natural Products
Volume73
Issue number4
DOIs
StatePublished - Apr 23 2010

ASJC Scopus subject areas

  • Analytical Chemistry
  • Molecular Medicine
  • Pharmacology
  • Pharmaceutical Science
  • Drug Discovery
  • Complementary and alternative medicine
  • Organic Chemistry

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