(1S,2R,8AS)-1,2-DIHYDROXYINDOLIZIDINE FORMATION BY RHIZOCTONIA-LEGUMINICOLA, THE FUNGUS THAT PRODUCES SLAFRAMINE AND SWAINSONINE

被引:51
作者
HARRIS, TM [1 ]
HARRIS, CM [1 ]
HILL, JE [1 ]
UNGEMACH, FS [1 ]
BROQUIST, HP [1 ]
WICKWIRE, BM [1 ]
机构
[1] VANDERBILT UNIV, SCH MED, DEPT BIOCHEM, NASHVILLE, TN 37240 USA
关键词
D O I
10.1021/jo00390a024
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
引用
收藏
页码:3094 / 3098
页数:5
相关论文
共 31 条
[1]   ENANTIOSELECTIVE SYNTHESIS OF SWAINSONINE, A TRIHYDROXYLATED INDOLIZIDINE ALKALOID [J].
ADAMS, CE ;
WALKER, FJ ;
SHARPLESS, KB .
JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (03) :420-422
[2]   A CHIRAL SYNTHESIS OF SWAINSONINE FROM D-GLUCOSE [J].
ALI, MH ;
HOUGH, L ;
RICHARDSON, AC .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1984, (07) :447-448
[3]  
ARMANDE JC, 1977, TETRAHEDRON LETT, P897
[4]  
ARMANDE JCL, 1980, RECL TRAV CHIM PAY B, V45, P87
[5]   NEW METHOD FOR DEOXYGENATION OF SECONDARY ALCOHOLS [J].
BARTON, DHR ;
MCCOMBIE, SW .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1975, (16) :1574-1585
[6]  
BROQUIST HB, 1984, MAY P AUSTR US POIS
[7]   BIOSYNTHESIS OF SLAFRAMINE, (1S,6S,8AS)-1-ACETOXY-6-AMINOOCTAHYDROINDOLIZINE, A PARASYMPATHOMIMETIC ALKALOID OF FUNGAL ORIGIN .4. METABOLIC-FATE OF ETHYL PIPECOLYLACETATE, 1,3-DIOXOOCTAHYDROINDOLIZINE, AND 1-HYDROXYOCTAHYDROINDOLIZINE IN RHIZOCTONIA-LEGUMINICOLA [J].
CLEVENSTINE, EC ;
WALTER, P ;
HARRIS, TM ;
BROQUIST, HP .
BIOCHEMISTRY, 1979, 18 (17) :3663-3667
[8]   BIOSYNTHESIS OF SLAFRAMINE, (1S,6S,8AS)-1-ACETOXY-6-AMINOOCTAHYDROINDOLIZINE, A PARASYMPATHOMIMETIC ALKALOID OF FUNGAL ORIGIN .3. ORIGIN OF THE PYRROLIDINE RING [J].
CLEVENSTINE, EC ;
BROQUIST, HP ;
HARRIS, TM .
BIOCHEMISTRY, 1979, 18 (17) :3658-3663
[9]   SPECTROSCOPIC INVESTIGATION OF SWAINSONINE - ALPHA-MANNOSIDASE INHIBITOR ISOLATED FROM SWAINSONA-CANESCENS [J].
COLEGATE, SM ;
DORLING, PR ;
HUXTABLE, CR .
AUSTRALIAN JOURNAL OF CHEMISTRY, 1979, 32 (10) :2257-2264
[10]   THE SYNTHESIS AND BIOLOGICAL-ACTIVITY OF (+/-)-(1-ALPHA,2-ALPHA,8A-ALPHA)-INDOLIZIDINE-1,2-DIOL [J].
COLEGATE, SM ;
DORLING, PR ;
HUXTABLE, CR .
AUSTRALIAN JOURNAL OF CHEMISTRY, 1984, 37 (07) :1503-1509