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(+)-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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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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container_title	Journal of natural products (Washington, D.C.)
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creator	Cheng, Y Schneider, B Riese, U Schubert, B Li, Z Hamburger, M
description	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.
doi_str_mv	10.1021/np050418g
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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</subject><ispartof>Journal of natural products (Washington, D.C.), 2006-03, Vol.69 (3), p.436-438</ispartof><rights>2006 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=17664598$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/16562854$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Cheng, Y</creatorcontrib><creatorcontrib>Schneider, B</creatorcontrib><creatorcontrib>Riese, U</creatorcontrib><creatorcontrib>Schubert, B</creatorcontrib><creatorcontrib>Li, Z</creatorcontrib><creatorcontrib>Hamburger, M</creatorcontrib><title>(+)-N-Deoxymilitarinone A, a Neuritogenic Pyridone Alkaloid from the Insect Pathogenic Fungus Paecilomyces farinosus</title><title>Journal of natural products (Washington, D.C.)</title><addtitle>J. Nat. Prod</addtitle><description>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. 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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
title	(+)-N-Deoxymilitarinone A, a Neuritogenic Pyridone Alkaloid from the Insect Pathogenic Fungus Paecilomyces farinosus
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