Hantupeptin A, a cytotoxic cyclic depsipeptide from a Singapore collection of Lyngbya majuscula.

Abstract

Chemical investigation of the marine cyanobacterium Lyngbya majuscula from Pulau Hantu Besar, Singapore, has led to the isolation of a cyclodepsipeptide, hantupeptin A (1). The planar structure of 1 was assigned on the basis of extensive 1D and 2D NMR spectroscopic experiments. The absolute configuration of the amino and hydroxyl acid residues in the molecule was determined by application of the advanced Marfey method, chiral HPLC analysis, and Mosher's method. Hantupeptin A showed cytotoxicity to MOLT-4 leukemia cells and MCF-7 breast cancer cells with IC(50) values of 32 and 4.0 microM, respectively.

• Authors: Ashootosh Tripathi, Jonathan Puddick, Michele R Prinsep, Peter Peng Foo Lee, Lik Tong Tan
• Journal: Journal of natural products (J Nat Prod) Vol. 72 Issue 1 Pg. 29-32 (Jan 2009) ISSN: 1520-6025 [Electronic] United States
• PMID: 19093843 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't)

Chemical References

• Antineoplastic Agents
• Depsipeptides
• hantupeptin A

Topics

• Animals
• Antineoplastic Agents (chemistry, isolation & purification, pharmacology)
• Artemia (drug effects)
• Cyanobacteria (chemistry)
• Depsipeptides (chemistry, isolation & purification, pharmacology)
• Drug Screening Assays, Antitumor
• Female
• Humans
• Inhibitory Concentration 50
• Marine Biology
• Molecular Structure
• Nuclear Magnetic Resonance, Biomolecular
• Pollination
• Singapore