NF-kappaB-inhibiting naphthopyrones from the Fijian echinoderm Comanthus parvicirrus.

Abstract

The two naphthopyrones 6-methoxycomaparvin (1) and 6-methoxycomaparvin 5-methyl ether (2) were isolated from a bioactive methanol-soluble extract of the Fijian echinoderm Comanthus parvicirrus. Their structures were assigned on the basis of spectroscopic methods. X-ray diffraction analysis was used to confirm the structure of 1. Both compounds were tested for their potential to inhibit the activation of the transcription factor NF-kappaB, which plays an important role in cancer development and inflammation, and the mechanism of action of the two compounds was investigated. Both naphthopyrones 1 and 2 completely inhibit TNF-alpha-induced NF-kappaB activation at a concentration of 300 microM by inhibiting the enzymatic activity of the kinase IKKbeta.

• Authors: Florence Folmer, William T A Harrison, Jioji N Tabudravu, Marcel Jaspars, William Aalbersberg, Klaus Feussner, Anthony D Wright, Mario Dicato, Marc Diederich
• Journal: Journal of natural products (J Nat Prod) Vol. 71 Issue 1 Pg. 106-11 (Jan 2008) ISSN: 0163-3864 [Print] United States
• PMID: 18088098 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't)

Chemical References

• 6-methoxycomaparvin
• 6-methoxycomaparvin 5-methyl ether
• NF-kappa B
• Naphthalenes
• Pyrones
• Tumor Necrosis Factor-alpha
• I-kappa B Kinase

Topics

• Animals
• Base Sequence
• Crystallography, X-Ray
• Echinodermata (chemistry)
• Fiji
• Humans
• I-kappa B Kinase (antagonists & inhibitors)
• Molecular Conformation
• Molecular Structure
• NF-kappa B (antagonists & inhibitors)
• Naphthalenes (chemistry, isolation & purification, pharmacology)
• Pyrones (chemistry, isolation & purification, pharmacology)
• Tumor Necrosis Factor-alpha (pharmacology)