Metabolites of the higher fungi.: Part 32.: Rosnecatrone, a phytotoxic bicyclo[4.1.0]hept-3-en-2-one from the fungus Rosellinia necatrix Prill

被引：14

作者：

Edwards, RL ^{[1
]}

Maitland, DJ

Scowen, IJ

De Sousa, AJT

Whalley, AJS

机构：

[1] Univ Bradford, Sch Life Sci, Dept Chem & Forens Sci, Bradford BD7 1DP, W Yorkshire, England

[2] Dept Biol & Nutr Fruteeiras, P-2460 Alcobaca, Portugal

[3] Liverpool John Moores Univ, Sch Biomol Sci, Liverpool L3 3AF, Merseyside, England

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 2001年 / 05期

关键词：

D O I：

10.1039/b008195g

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Rosnecatrone 7 is a phytotoxic metabolite isolated from cultures of a virulent strain of the fungus Rosellinia necatrix. The compound is identified as 5-hydroxy-4-hydroxymethyl-1-(1-hydroxy-3-methylbut-2-enyl)-3-[(E)-propenyl]-7-oxabicyclo[4.1.0]hept-3-en-2-one by chemical and physical methods. The absolute configuration is determined and the X-ray structure of its borohydride reduced derivative, rosnecatrol 10 as the tetra-acetate is described.

引用

页码：537 / 542

页数：6

共 22 条

[1] REVISED STRUCTURES FOR CYTOCHALASINS E AND F [J].

ALDRIDGE, DC ;

GREATBANKS, D ;

TURNER, WB .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1973, (15) :551-552

[2] STRUCTURES OF FUNGAL METABOLITES CYTOCHALASINS E AND F [J].

ALDRIDGE, DC ;

BURROWS, BF ;

TURNER, WB .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1972, (03) :148-&

[3]

BULOCKJD, 1967, J CHEM SOC CHEM COMM, P814

[4] STUDIES ON THE METABOLIC PRODUCTS OF ROSELLINIA-NECATRIX BERLESE .1. ISOLATION AND CHARACTERIZATION OF SEVERAL PHYSIOLOGICALLY ACTIVE NEUTRAL SUBSTANCES [J].

CHEN, YS .

BULLETIN OF THE AGRICULTURAL CHEMICAL SOCIETY OF JAPAN, 1960, 24 (04) :372-381

[5]

CHEN YU-SHIH, 1964, AGR BIOL CHEM, V28, P431

[6] DIE KONSTITUTION VON EPOXYDON [J].

CLOSSE, A ;

MAULI, R ;

SIGG, HP .

HELVETICA CHIMICA ACTA, 1966, 49 :204-+

[7] ROTATORY DISPERSION CURVES OF CYCLOPROPYL-KETONES AND EPOXY-KETONES [J].

DJERASSI, C ;

KLYNE, W ;

NORIN, T ;

OHLOFF, G ;

KLEIN, E .

TETRAHEDRON, 1965, 21 (01) :163-&

[8] Metabolites of the higher fungi.: Part 31.: Longianone, a C7H6O4 spiro bicyclic lactone from the fungus Xylaria longiana (Rehm.) [J].

Edwards, RL ;

Maitland, DJ ;

Oliver, CL ;

Pacey, MS ;

Shields, L ;

Whalley, AJS .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1999, (06) :715-719

[9] STRUCTURE OF CHALOXONE, ISOLATED FROM A CHALARA SP [J].

FEX, T ;

WICKBERG, B .

ACTA CHEMICA SCANDINAVICA SERIES B-ORGANIC CHEMISTRY AND BIOCHEMISTRY, 1981, 35 (02) :97-98

[10] The United Kingdom Chemical Database Service [J].

Fletcher, DA ;

McMeeking, RF ;

Parkin, D .

JOURNAL OF CHEMICAL INFORMATION AND COMPUTER SCIENCES, 1996, 36 (04) :746-749

← 1 2 3 →