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

来源：

TETRAHEDRON | 1995年 / 51卷 / 22期

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.

引用

页码：6303 / 6314

页数：12

共 33 条

[21] STEREOCONTROLLED TOTAL SYNTHESIS OF AN ALPHA-METHYLENE GUAIANOLIDE IN THE 4,5-EPOXYOSMITOPSIN FAMILY [J].

POSNER, GH ;

BABIAK, KA ;

LOOMIS, GL ;

FRAZEE, WJ ;

MITTAL, RD ;

KARLE, IL .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1980, 102 (25) :7498-7505

[22]

Pyrek J. S., 1985, Phytochemistry, V24, P186, DOI 10.1016/S0031-9422(00)80838-9

[23]

REES SB, 1985, PHYTOCHEMISTRY, V24, P2225, DOI 10.1016/S0031-9422(00)83015-0

[24] BIOTRANSFORMATION OF SESQUITERPENES BY CULTURED-CELLS .2. BIOTRANSFORMATION OF GERMACRONE BY SUSPENSION-CULTURED CELLS [J].

SAKAMOTO, S ;

TSUCHIYA, N ;

KUROYANAGI, M ;

UENO, A .

PHYTOCHEMISTRY, 1994, 35 (05) :1215-1219

[25] BIOTRANSFORMATION OF SESQUITERPENES BY CULTURED-CELLS OF CURCUMA-ZEDOARIA [J].

SAKUI, N ;

KUROYANAGI, M ;

ISHITOBI, Y ;

SATO, M ;

UENO, A .

PHYTOCHEMISTRY, 1992, 31 (01) :143-147

[26]

SETO M, 1988, CHEM PHARM BULL, V36, P2423, DOI 10.1248/cpb.36.2423

[27] CURCUMENONE, CURCUMANOLIDE-A AND CURCUMANOLIDE-B, 3 SESQUITERPENOIDS FROM CURCUMA-ZEDOARIA [J].

SHIOBARA, Y ;

ASAKAWA, Y ;

KODAMA, M ;

YASUDA, K ;

TAKEMOTO, T .

PHYTOCHEMISTRY, 1985, 24 (11) :2629-2633

[28] H-1 AND C-13 NMR-STUDIES OF SOME GERMACRONES AND ISOGERMACRONES [J].

SIMOVA, SD ;

BOZHKOVA, NV ;

ORAHOVATS, AS .

ORGANIC MAGNETIC RESONANCE, 1984, 22 (07) :431-433

[29] OPTIMIZATION OF PARAMETERS FOR SEMIEMPIRICAL METHODS .1. METHOD [J].

STEWART, JJP .

JOURNAL OF COMPUTATIONAL CHEMISTRY, 1989, 10 (02) :209-220

[30] TRANS-ANNULAR CYCLIZATION OF ISOGERMACRONE-EPOXIDES [J].

TSANKOVA, E ;

CERRINI, S ;

LAMBA, D .

TETRAHEDRON, 1983, 39 (20) :3397-3403

← 1 2 3 4 →