BIOTRANSFORMATION OF GERMACRANE EPOXIDES BY CICHORIUM-INTYBUS

被引:40
作者
PIET, DP [1 ]
SCHRIJVERS, R [1 ]
FRANSSEN, MCR [1 ]
DEGROOT, A [1 ]
机构
[1] AGR UNIV WAGENINGEN,DEPT ORGAN CHEM,6703 HB WAGENINGEN,NETHERLANDS
关键词
D O I
10.1016/0040-4020(95)00272-A
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The biotransformation of germacrone-4,5-epoxide (2), germacrone-1,10-epoxide (3), isogermacrone-4,5-epoxide (5), germacrene B-4,5-epoxide (6) and germacrene B-I,10-epoxide (7) by a suspension of fresh chicory root (Cichorium intybus) was investigated. Enzyme catalysed cyclisations towards substituted guaianes and eudesmanes were observed.
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页码:6303 / 6314
页数:12
相关论文
共 33 条
[1]   BIOTRANSFORMATION OF GERMACRANE-TYPE SESQUITERPENOIDS BY ASPERGILLUS-NIGER [J].
ASAKAWA, Y ;
TAKAHASHI, H ;
TOYOTA, M .
PHYTOCHEMISTRY, 1991, 30 (12) :3993-3997
[2]   MEDIUM-RING 1,5-DIENES .3. CYCLIZATION OF GERMACRA-1(10),4,7-(11)-TRIENE OXIDES [J].
BROWN, ED ;
SUTHERLAND, JK ;
SAM, TW .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1975, (22) :2332-2336
[3]  
BUNTEL CJ, 1994, ACS SYM SER, V562, P52
[4]   HPLC ISOLATION OF THE SESQUITERPENE HYDROCARBON GERMACRENE-B FROM LIME PEEL OIL AND ITS CHARACTERIZATION AS AN IMPORTANT FLAVOR IMPACT CONSTITUENT [J].
CLARK, BC ;
CHAMBLEE, TS ;
IACOBUCCI, GA .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 1987, 35 (04) :514-518
[5]   BIOMIMETIC CYCLIZATION OF 4-BETA, 5-ALPHA-EPOXY-6-BETA-ACETOXY-TRANS-GERMACR-1(10)-ENE TO FORM CIS-(1-BETA-H-5-BETA-H)-GUAIANES [J].
GARCIAGRANADOS, A ;
MOLINA, A ;
CABRERA, E .
TETRAHEDRON, 1986, 42 (01) :81-87
[6]  
HIKINO H, 1977, CHEM PHARM BULL, V25, P6
[7]   CONVENIENT METHOD FOR THE PREPARATION OF REACTIVE OXIRANES BY DIRECT EPOXIDATION [J].
IMUTA, M ;
ZIFFER, H .
JOURNAL OF ORGANIC CHEMISTRY, 1979, 44 (08) :1351-1352
[8]  
Johnson W. S., 1991, TETRAHEDRON, V47, pxi
[9]  
KUROYANAGI M, 1987, CHEM PHARM BULL, V35, P53
[10]  
KUROYANAGI M, 1990, CHEM PHARM BULL, V38, P55, DOI 10.1248/cpb.38.55