(+)-N-deoxymillitarinone A, a neuritogenic pyridone alkaloid from the insect pathogenic fungus Paecilomyces farinosus

被引：53

作者：

Cheng, YX

Schneider, B

Riese, U

Schubert, B

Li, ZZ

Hamburger, M

机构：

[1] Univ Jena, Inst Pharm, D-07743 Jena, Germany

[2] Max Planck Inst Chem Ecol, Res Grp Biosynth NMR, D-07745 Jena, Germany

[3] Anhui Agr Univ, Res Ctr Entomogenous Fungi, Hefei 230036, Peoples R China

来源：

JOURNAL OF NATURAL PRODUCTS | 2006年 / 69卷 / 03期

关键词：

D O I：

10.1021/np050418g

中图分类号：

Q94 [植物学];

学科分类号：

071001 ;

摘要：

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-3 beta,5 alpha,6 beta,9 alpha-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 mu M concentrations. A cytotoxic effect was observed in human neurons (IMR-32) at a concentration of 100 mu M.

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收藏

页码：436 / 438

页数：3

相关论文

共 23 条

[1] APIOSPORAMIDE, A NEW ANTIFUNGAL AGENT FROM THE COPROPHILOUS FUNGUS APIOSPORA-MONTAGNEI [J].

ALFATAFTA, AA ;

GLOER, JB ;

SCOTT, JA ;

MALLOCH, D .

JOURNAL OF NATURAL PRODUCTS-LLOYDIA, 1994, 57 (12) :1696-1702

[2] Oxysporidinone: A novel, antifungal N-methyl-4-hydroxy-2-pyridone from Fusarium oxysporum [J].

Breinholt, J ;

Ludvigsen, S ;

Rassing, BR ;

Rosendahl, CN ;

Nielsen, SE ;

Olsen, CE .

JOURNAL OF NATURAL PRODUCTS, 1997, 60 (01) :33-35

[3] Farinosones A-C, neurotrophic alkaloidal metabolites from the entomogenous deuteromycete Paecilomyces farinosus [J].

Cheng, YX ;

Schneider, B ;

Riese, U ;

Schubert, B ;

Li, ZZ ;

Hamburger, M .

JOURNAL OF NATURAL PRODUCTS, 2004, 67 (11) :1854-1858

[4] Synthesis of the C9-C25 fragment of L-755,807. Evidence for the relative configuration of the side-chain. [J].

Clark, AJ ;

Ellard, JM .

TETRAHEDRON LETTERS, 1998, 39 (33) :6033-6036

[5] STRUCTURE OF FISCHERIN, A NEW TOXIC METABOLITE FROM AN ASCOMYCETE, NEOSARTORYA-FISCHERI VAR FISCHERI [J].

FUJIMOTO, H ;

IKEDA, M ;

YAMAMOTO, K ;

YAMAZAKI, M .

JOURNAL OF NATURAL PRODUCTS, 1993, 56 (08) :1268-1275

[6] Total synthesis and reassessment of the phosphatase-inhibitory activity of the antitumor agent TMC-69-6H [J].

Fürstner, A ;

Feyen, F ;

Prinz, H ;

Waldmann, H .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2003, 42 (43) :5361-5364

[7] Structures of cordypyridones A-D, antimalarial N-hydroxy- and N-methoxy-2-pyridones from the insect pathogenic fungus Cordyceps nipponica [J].

Isaka, M ;

Tanticharoen, M ;

Kongsaeree, P ;

Thebtaranonth, Y .

JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (14) :4803-4808

[8] Current drug targets for Alzheimer's disease treatment [J].

Lahiri, DK ;

Farlow, MR ;

Greig, NH ;

Sambamurti, K .

DRUG DEVELOPMENT RESEARCH, 2002, 56 (03) :267-281

[9] L-755,807, a new non-peptide bradykinin binding inhibitor from an endophytic Microsphaeropsis sp. [J].

Lam, YKT ;

Hensens, OD ;

Ransom, R ;

Giacobbe, RA ;

Polishook, J ;

Zink, D .

TETRAHEDRON, 1996, 52 (05) :1481-1486

[10] Paecilosetin, a new bioactive fungal metabolite from a New Zealand isolate of Paecilomyces farinosus [J].

Lang, G ;

Blunt, JW ;

Cummings, NJ ;

Cole, ALJ ;

Munro, MHG .

JOURNAL OF NATURAL PRODUCTS, 2005, 68 (05) :810-811