Fungal melanin inhibitor and related compounds from Penicillium decumbens

被引：45

作者：

Fujii, Y ^{[1
]}

Asahara, M

Ichinoe, M

Nakajima, H

机构：

[1] Yonago Natl Coll Technol, Dept Mat Sci, Yonago, Tottori 6838502, Japan

[2] Tottori Univ, Fac Engn, Dept Mat Sci, Tottori 6808552, Japan

[3] Tokyo Kasei Univ, Food Microbiol Lab, Tokyo 1730003, Japan

[4] Tottori Univ, Fac Agr, Dept Agr Chem, Tottori 6808553, Japan

来源：

PHYTOCHEMISTRY | 2002年 / 60卷 / 07期

关键词：

Penicillium decumbens; melanin; inhibitor; Magnaporthe grisea; fungal metabolite; decumbenone; polyketide;

D O I：

10.1016/S0031-9422(02)00196-6

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Two polyketides, decumbenones A and B, and versiol were isolated from the culture filtrate of the fungus, Penicillium decumbens. Their respective structures were 1-(2.8-dihydroxy-1,2,6-trimethyl-1,2,6,7.8,8a-hexahydronaphthalen-1-yl)-3-hydroxy-1-propanone and 1-(2,8-dihydroxy-1,2,6-trimethyl-1,2,4a.5,6,7,8,8a-octahydronaphthalen-1-yl)-3-hydroxy-1-propanone based on NMR spectroscopic data, chemical conversion, and X-ray analysis. Decumbenone A inhibited melanization in Magnaporthe grisea, the rice blast pathogen, whereas decumbenone B like versiol did not. (C) 2002 Elsevier Science Ltd. All rights reserved.

引用

页码：703 / 708

页数：6

共 11 条

[1] SIR92 - a program for automatic solution of crystal structures by direct methods [J].

ALTOMARE, A ;

CASCARANO, G ;

GIACOVAZZO, G ;

GUAGLIARDI, A ;

BURLA, MC ;

POLIDORI, G ;

CAMALLI, M .

JOURNAL OF APPLIED CRYSTALLOGRAPHY, 1994, 27 :435-435

[2] BIOSYNTHESIS AND FUNCTIONS OF FUNGAL MELANINS [J].

BELL, AA ;

WHEELER, MH .

ANNUAL REVIEW OF PHYTOPATHOLOGY, 1986, 24 :411-451

[3]

Beurskens P.T., 1999, DIRDIF99

[4]

DOMSCH KH, 1980, COMPENDIUM SOIL FUNG, V1, P561

[5] STRUCTURE AND ABSOLUTE-CONFIGURATION OF VERSIOL, A METABOLITE FROM ASPERGILLUS-VERSICOLOR [J].

FUKUYAMA, K ;

KATSUBE, Y ;

HAMASAKI, T ;

HATSUDA, Y .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1978, (07) :683-686

[6]

FUKUYAMA K, 1976, TETRAHEDRON LETT, V189, P190

[7] PENETRATION OF HARD SUBSTRATES BY A FUNGUS EMPLOYING ENORMOUS TURGOR PRESSURES [J].

HOWARD, RJ ;

FERRARI, MA ;

ROACH, DH ;

MONEY, NP .

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1991, 88 (24) :11281-11284

[8]

OKUNO T, 1983, J PESTIC SCI, V8, P357

[9] CONTROL OF FUNGAL DISEASES BY COMPOUNDS ACTING AS ANTIPENETRANTS [J].

SISLER, HD .

CROP PROTECTION, 1986, 5 (05) :306-313

[10] MELANIN BIOSYNTHESIS IN PYRICULARIA-ORYZAE - SITE OF TRICYCLAZOLE INHIBITION AND PATHOGENICITY OF MELANIN-DEFICIENT MUTANTS [J].

WOLOSHUK, CP ;

SISLER, HD ;

TOKOUSBALIDES, MC ;

DUTKY, SR .

PESTICIDE BIOCHEMISTRY AND PHYSIOLOGY, 1980, 14 (03) :256-264

← 1 2 →