Xanthofulvin, a Novel Semaphorin Inhibitor Produced by a Strain of Penicillium

A new semaphorin inhibitor xanthofulvin was isolated from the cultured broth of a fungus Penicillium sp. SPF-3059 along with a known compound vinaxanthone by solvent extraction and bioassay-guided fractionation. The tautomeric structure of xanthofulvin was determined by spectroscopic analyses. The t...

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Veröffentlicht in:	Journal of antibiotics 2003/07/25, Vol.56(7), pp.610-616
Hauptverfasser:	KUMAGAI, KAZUO, HOSOTANI, NOBUO, KIKUCHI, KAORU, KIMURA, TORU, SAJI, IKUTARO
Format:	Artikel
Sprache:	eng
Schlagworte:	Animals Biological and medical sciences Chick Embryo Chromones Enzyme Inhibitors - chemistry Enzyme Inhibitors - isolation & purification Enzyme Inhibitors - pharmacology Fermentation Ganglia, Spinal - drug effects Ganglia, Spinal - enzymology Growth Cones - metabolism Medical sciences Microscopy, Electron, Scanning Miscellaneous Molecular Structure Neuropharmacology Nuclear Magnetic Resonance, Biomolecular Penicillium Penicillium - chemistry Penicillium - metabolism Pharmacology. Drug treatments Semaphorin-3A - antagonists & inhibitors Semaphorin-3A - metabolism Spectrometry, Mass, Fast Atom Bombardment Spectrophotometry, Infrared Spectrophotometry, Ultraviolet Xanthenes - chemistry Xanthenes - isolation & purification Xanthenes - pharmacology Xanthones
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Zusammenfassung:	A new semaphorin inhibitor xanthofulvin was isolated from the cultured broth of a fungus Penicillium sp. SPF-3059 along with a known compound vinaxanthone by solvent extraction and bioassay-guided fractionation. The tautomeric structure of xanthofulvin was determined by spectroscopic analyses. The two compounds exhibited significant semaphorin inhibitory activity with IC50 values of 0.09 and 0.1μg/ml, respectively, in semaphorin3A-induced growth cone collapse assay using cultured chick dorsal root ganglia neurons.
ISSN:	0021-8820 1881-1469
DOI:	10.7164/antibiotics.56.610