Highly oxidized cuparene-type sesquiterpenes from a mycelial culture of Flammulina velutipes

被引:113
作者
Ishikawa, NK
Yamaji, K
Tahara, S
Fukushi, Y
Takahashi, K [1 ]
机构
[1] Hokkaido Univ, Grad Sch Agr, Div Environm Resources, Kita Ku, Sapporo, Hokkaido 0608589, Japan
[2] Hokkaido Univ, Grad Sch Agr, Div Appl Biosci, Kita Ku, Sapporo, Hokkaido 0608589, Japan
关键词
Flammulina velutipes; tricolomataceae; basidiomycota; enokitake; antimicrobial activity; sesquiterpenoid; cuparene-type; enokipodin A; enokipodin B;
D O I
10.1016/S0031-9422(00)00189-8
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 [生物化学与分子生物学]; 081704 [应用化学];
摘要
Cuparene-type sesquiterpenes were isolated from a culture broth of Flammulina velutipes (Curt.:Fr.) Sing. Using spectroscopic methods (HR-MS,H-1 and C-13 NMR, and 2D NMR, spectroscopy), their structures were determined to be 2,3,4,5-tetrahydro-2,7-dihydroxy-5,8,10,10-tetramethyl-2,5-methano-1-benzoxepin and 5-methyl-2-(3-oxo-1,2,2-trimethylcyclopentyl)benzoquinone. Both showed antimicrobial activity against Cladosporium herbarum and Bacillus subtilis. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:777 / 782
页数:6
相关论文
共 17 条
[1]
HYDROXYLAGOPODIN-B - SESQUITERPENOID QUINONE FROM A MUTANT STRAIN OF COPRINUS-MACRORHIZUS VAR MICROSPORUS [J].
BOTTOM, CB ;
SIEHR, DJ .
PHYTOCHEMISTRY, 1975, 14 (5-6) :1433-1433
[2]
LAGOPODIN METABOLITES AND ARTIFACTS IN CULTURES OF COPRINUS [J].
BULOCK, JD ;
DARBYSHIRE, J .
PHYTOCHEMISTRY, 1976, 15 (12) :2004-2004
[3]
CHETTY GL, 1964, TETRAHEDRON LETT, V2, P73
[4]
SESQUITERPENOIDS FROM ROSA-RUGOSA LEAVES [J].
HASHIDOKO, Y ;
TAHARA, S ;
MIZUTANI, J .
PHYTOCHEMISTRY, 1993, 32 (02) :387-390
[5]
New monoterpentriols from the fruiting body of Flammulina velutipes [J].
Hirai, Y ;
Ikeda, M ;
Murayama, T ;
Ohata, T .
BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY, 1998, 62 (07) :1364-1368
[6]
DIRECT BIOAUTOGRAPHY ON THIN-LAYER CHROMATOGRAMS AS A METHOD FOR DETECTING FUNGITOXIC SUBSTANCES [J].
HOMANS, AL ;
FUCHS, A .
JOURNAL OF CHROMATOGRAPHY, 1970, 51 (02) :327-&
[7]
ANTIBIOTICS OF FLAMMULINA VELUTIPES CULTIVATED IN SUBMERGED CULTURE [J].
KOZOVA, J ;
REHACEK, Z .
FOLIA MICROBIOLOGICA, 1967, 12 (06) :567-&
[8]
CHEMICAL CONSTITUENTS OF HEPATICAE .20. ENANTIOMERIC CUPARENE-TYPE SESQUITERPENOIDS FROM BAZZANIA-POMPEANA [J].
MATSUO, A ;
NAKAYAMA, M ;
MAEDA, T ;
NODA, Y ;
HAYASHI, S .
PHYTOCHEMISTRY, 1975, 14 (04) :1037-1040
[9]
NATORI S, 1964, CHEM PHARM BULL, V12, P236
[10]
NATORI S, 1967, CHEM PHARM BULL, V15, P380