(+)-N-Deoxymilitarinone A, a Neuritogenic Pyridone Alkaloid from the Insect Pathogenic Fungus Paecilomyces farinosus

A new pyridone alkaloid, (+)-N-deoxymilitarinone A (1), was isolated from Paecilomyces farinosus RCEF 0097 along with the related metabolites, militarinone D and militarinone B. The sterol 22E,4R-ergosta-7,22-diene-3beta,5alpha,6beta,9alpha-tetraol was also identified. The structures were establishe...

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Bibliographic Details
Published in:Journal of natural products (Washington, D.C.) D.C.), 2006-03, Vol.69 (3), p.436-438
Main Authors: Cheng, Y, Schneider, B, Riese, U, Schubert, B, Li, Z, Hamburger, M
Format: Article
Language:English
Subjects:
alkaloids
Alkaloids - chemistry
Alkaloids - isolation & purification
Alkaloids - pharmacology
Animals
Antibiotics, microbial producers, chemotherapic agents, antiseptics, disinfecting agents
Applied microbiology
Biological and medical sciences
chemical structure
China
cultured cells
cytotoxicity
deoxymilitarinone
entomopathogenic fungi
Fundamental and applied biological sciences. Psychology
General aspects
Humans
Lepidoptera
medicinal properties
Microbiology
Molecular Structure
Nerve Growth Factors - chemistry
Nerve Growth Factors - isolation & purification
Nerve Growth Factors - pharmacology
neurites
neurons
Neurons - drug effects
Paecilomyces - chemistry
Paecilomyces farinosus
PC12 Cells
pyridines
pyridone alkaloid
Pyridones - chemistry
Pyridones - isolation & purification
Pyridones - pharmacology
Rats
spectral analysis
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Summary:A new pyridone alkaloid, (+)-N-deoxymilitarinone A (1), was isolated from Paecilomyces farinosus RCEF 0097 along with the related metabolites, militarinone D and militarinone B. The sterol 22E,4R-ergosta-7,22-diene-3beta,5alpha,6beta,9alpha-tetraol was also identified. The structures were established by spectroscopic methods, in particular with the aid of extensive NMR experiments. Compound 1 induced neurite sprouting in PC 12 cells when tested at 33 and 100 microM concentrations. A cytotoxic effect was observed in human neurons (IMR-32) at a concentration of 100 microM.
ISSN:0163-3864
1520-6025
DOI:10.1021/np050418g