Malyngolide Dimer, a Bioactive Symmetric Cyclodepside from the Panamanian Marine Cyanobacterium Lyngbya majuscula

Journal of Natural Products
2010.0

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) (IC(50) = 19 microM) 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.

Knowledge Graph

Similar Paper

Malyngolide Dimer, a Bioactive Symmetric Cyclodepside from the Panamanian Marine Cyanobacterium <i>Lyngbya majuscula</i>
Journal of Natural Products 2010.0
Lagunamides A and B: Cytotoxic and Antimalarial Cyclodepsipeptides from the Marine Cyanobacterium <i>Lyngbya majuscula</i>
Journal of Natural Products 2010.0
Lagunamides A and B: Cytotoxic and Antimalarial Cyclodepsipeptides from the Marine Cyanobacterium <i>Lyngbya majuscula</i>
Journal of Natural Products 2010.0
Three New Malyngamides from a Papua New Guinea Collection of the Marine Cyanobacterium <i>Lyngbya</i> <i>m</i><i>ajuscula</i>
Journal of Natural Products 2003.0
Three New Malyngamides from a Papua New Guinea Collection of the Marine Cyanobacterium <i>Lyngbya</i> <i>m</i><i>ajuscula</i>
Journal of Natural Products 2003.0
Two cytotoxic stereoisomers of malyngamide C, 8-epi-malyngamide C and 8-O-acetyl-8-epi-malyngamide C, from the marine cyanobacterium Lyngbya majuscula
Phytochemistry 2010.0
Two cytotoxic stereoisomers of malyngamide C, 8-epi-malyngamide C and 8-O-acetyl-8-epi-malyngamide C, from the marine cyanobacterium Lyngbya majuscula
Phytochemistry 2010.0
Antimalarial Linear Lipopeptides from a Panamanian Strain of the Marine Cyanobacterium <i>Lyngbya </i><i>majuscula</i>
Journal of Natural Products 2007.0
Antimalarial Linear Lipopeptides from a Panamanian Strain of the Marine Cyanobacterium <i>Lyngbya </i><i>majuscula</i>
Journal of Natural Products 2007.0
Lagunamide C, a cytotoxic cyclodepsipeptide from the marine cyanobacterium Lyngbya majuscula
Phytochemistry 2011.0