SYNTHESES OF SWEET TASTING DITERPENE GLYCOSIDES, BAIYUNOSIDE AND ANALOGS

被引:25
作者
YAMADA, H [1 ]
NISHIZAWA, M [1 ]
机构
[1] TOKUSHIMA BUNRI UNIV,FAC PHARMACEUT SCI,YAMASHIROCHO 770,JAPAN
关键词
TOTAL SYNTHESIS; SWEET TASTE; DITERPENE GLYCOSIDES; GLYCOSYLATION; SYNTHETIC ANALOG;
D O I
10.1016/S0040-4020(01)92246-X
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Total syntheses of sweet tasting diterpene glycosides, baiyunoside, phlomisosides I and II, as well as a variety of analogs have accomplished by means of 2'-discriminated glycosylation followed by Noyori's glycosylation from racemic baiyunol. Sweet tastes of these synthetic glycosides have evaluated qualitatively.
引用
收藏
页码:3021 / 3044
页数:24
相关论文
共 22 条
[1]  
ARIYOSHI Y, 1976, KAGAKUSOUSETSU, V14, P85
[2]  
BRIGL P, 1921, Z PHYSIOL CHEM, V116, P1
[3]  
BRIGL PZ, 1922, Z PHYSL CHEM, V122, P245
[4]  
Farnsworth N. R., 1973, Cosmetics and Perfumery, V88, P27
[5]   CHEMISTRY OF GLYCOSIDIC LINKAGE - EFFICIENT SYNTHESIS OF 1,2-TRANS-DISACCHARIDES [J].
HANESSIAN, S ;
BANOUB, J .
CARBOHYDRATE RESEARCH, 1977, 53 (01) :C13-C16
[6]   GLYCOSYLATION USING GLUCOPYRANOSYL FLUORIDES AND SILICON-BASED CATALYSTS - SOLVENT DEPENDENCY OF THE STEREOSELECTION [J].
HASHIMOTO, S ;
HAYASHI, M ;
NOYORI, R .
TETRAHEDRON LETTERS, 1984, 25 (13) :1379-1382
[7]   SIMPLE SYNTHESIS OF GLYCOSYL FLUORIDES [J].
HAYASHI, M ;
HASHIMOTO, S ;
NOYORI, R .
CHEMISTRY LETTERS, 1984, (10) :1747-1750
[8]   C-13 NMR-STUDY OF ALPHA-ANOMERIC AND BETA-ANOMERIC PAIRS OF D-MANNOPYRANOSIDES AND L-RHAMNOPYRANOSIDES [J].
KASAI, R ;
OKIHARA, M ;
ASAKAWA, J ;
MIZUTANI, K ;
TANAKA, O .
TETRAHEDRON, 1979, 35 (11) :1427-1432
[9]   INTENSELY SWEET COMPOUNDS OF NATURAL ORIGIN [J].
KINGHORN, AD ;
SOEJARTO, DD .
MEDICINAL RESEARCH REVIEWS, 1989, 9 (01) :91-115
[10]   BIOLOGICALLY-ACTIVE COMPOUNDS FROM PLANTS WITH REPUTED MEDICINAL AND SWEETENING PROPERTIES [J].
KINGHORN, AD .
JOURNAL OF NATURAL PRODUCTS, 1987, 50 (06) :1009-1024