Phytotoxicity of three lactones from Nigrospora sacchari

被引:62
作者
Fukushima, T [1 ]
Tanaka, M [1 ]
Gohbara, M [1 ]
Fujimori, T [1 ]
机构
[1] Japan Tobacco Inc, Plant Protect Res Lab, Aoba Ku, Yokohama, Kanagawa 227, Japan
关键词
Nigrospora sacchari; metabolite; phytotoxin; (+)-phomalactone; electrolyte leakage;
D O I
10.1016/S0031-9422(97)01023-6
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
A culture broth of Nigrospora sacchari showed strong herbicidal activity in treatment of intact greenhouse-grown plants. Three lactones were isolated from the culture broth. The. major compound, which exhibited the most significant effect of the fungal metabolites in the assay procedures, was identified as (+)-phomalactone, 6-(1-propenyl)-5,6-dihydro-5-hydroxy-2H pyran-2-one. Others were 5-[1-(1-hydroxybut-2-enyl)]-furan-2-one and 5-[1-(1-hydroxybut-2-enyl)l-dihydrofuran These fungal metabolites were investigated for their herbicidal effects in an electrolyte leakage assay and the results obtained appeared to indicate that the herbicidal damage was caused by cellular disruption. Phomalactone caused remarkable and rapid electrolyte leakage on cucumber cotyledon discs at concentrations higher than 50 ppm. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:625 / 630
页数:6
相关论文
共 18 条
[1]  
Argoudelis A. D., 1965, ANTIMICROB AGENTS CH, P801
[2]   MODE OF ACTION OF BIPYRIDYLIUM HERBICIDES, PARAQUAT AND DIQUAT [J].
DODGE, AD .
ENDEAVOUR, 1971, 30 (111) :130-&
[3]   MITOCHONDRIAL INVOLVEMENT IN THE MODE OF ACTION OF ACIFLUORFEN [J].
DUKE, SO ;
VAUGHN, KC ;
MEEUSEN, RL .
PESTICIDE BIOCHEMISTRY AND PHYSIOLOGY, 1984, 21 (03) :368-376
[4]  
DUKE SO, 1991, TARGET ASSAYS MODERN, P61
[5]  
EVANS R H JR, 1969, Tetrahedron Letters, V22, P1791
[6]   THE GENERATION OF SINGLET OXYGEN (O-1(2)) BY THE NITRODIPHENYL ETHER HERBICIDE OXYFLUORFEN IS INDEPENDENT OF PHOTOSYNTHESIS [J].
HAWORTH, P ;
HESS, FD .
PLANT PHYSIOLOGY, 1988, 86 (03) :672-676
[7]   (+)-(5S)-DELTA-LACTONE OF 5-HYDROXY-7-PHENYLHEPTA-2,6-DIENOIC ACID A NATURAL PRODUCT FROM CRYPTOCARYA CALONEURA (SCHEFF) KOSTERMANS [J].
HLUBUCEK, JR ;
ROBERTSON, AV .
AUSTRALIAN JOURNAL OF CHEMISTRY, 1967, 20 (10) :2199-+
[8]   THE CARBONYL STRETCHING BANDS IN THE INFRARED SPECTRA OF UNSATURATED LACTONES [J].
JONES, RN ;
ANGELL, CL ;
ITO, T ;
SMITH, RJD .
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1959, 37 (12) :2007-2022
[9]   IDENTIFICATION OF THE ANTIBIOTIC PHOMALACTONE FROM THE ENTOMOPATHOGENIC FUNGUS HIRSUTELLA-THOMPSONII VAR SYNNEMATOSA [J].
KRASNOFF, SB ;
GUPTA, S .
JOURNAL OF CHEMICAL ECOLOGY, 1994, 20 (02) :293-302
[10]  
Kunert K. J., 1989, Target sites of herbicide action., P45