SYNTHESIS OF THE ALPHA-MANNOSIDASE INHIBITORS SWAINSONINE [(1S, 2R, 8R, 8AR)-1,2,8-TRIHYDROXYOCTAHYDROINDOLIZINE] AND 1,4-DIDEOXY-1,4-IMINO-D-MANNITOL FROM MANNOSE

被引：93
作者：
BASHYAL, BP
FLEET, GWJ
GOUGH, MJ
SMITH, PW
机构：
来源：
TETRAHEDRON | 1987年 / 43卷 / 13期
关键词：
D O I：
10.1016/S0040-4020(01)86850-2
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：3083 / 3093
页数：11
相关论文
共 27 条
[11]   THE BIOLOGICAL-ACTIVITY OF POLYHYDROXYALKALOIDS FROM PLANTS [J].
FELLOWS, LE .
PESTICIDE SCIENCE, 1986, 17 (05) :602-606
[12]   ENANTIOSPECIFIC SYNTHESIS OF SWAINSONINE, (1S, 2R, 8R, 8AR)-1,2,8-TRIHYDROXYOCTAHYDROINDOLIZINE, FROM D-MANNOSE [J].
FLEET, GWJ ;
GOUGH, MJ ;
SMITH, PW .
TETRAHEDRON LETTERS, 1984, 25 (17) :1853-1856
[13]   THE SYNTHESIS FROM D-XYLOSE OF THE POTENT AND SPECIFIC ENANTIOMERIC GLUCOSIDASE INHIBITORS, 1,4-DIDEOXY-1,4-IMINO-D-ARABINITOL AND 1,4-DIDEOXY-1,4-IMINO-L-ARABINITOL [J].
FLEET, GWJ ;
SMITH, PW .
TETRAHEDRON, 1986, 42 (20) :5685-5692
[14]   DESIGN SYNTHESIS AND PRELIMINARY EVALUATION OF A POTENT ALPHA-MANNOSIDASE INHIBITOR - 1,4-DIDEOXY-1,4-IMINO-D-MANNITOL [J].
FLEET, GWJ ;
SMITH, PW ;
EVANS, SV ;
FELLOWS, LE .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1984, (18) :1240-1241
[15]   POTENT COMPETITIVE-INHIBITION OF ALPHA-GALACTOSIDASE AND ALPHA-GLUCOSIDASE ACTIVITY BY 1,4-DIDEOXY-1,4-IMINOPENTITOLS - SYNTHESES OF 1,4-DIDEOXY-1,4-IMINO-D-LYXITOL AND OF BOTH ENANTIOMERS OF 1,4-DIDEOXY-1,4-IMINOARABINITOL [J].
FLEET, GWJ ;
NICHOLAS, SJ ;
SMITH, PW ;
EVANS, SV ;
FELLOWS, LE ;
NASH, RJ .
TETRAHEDRON LETTERS, 1985, 26 (26) :3127-3130
[16]   CONFIGURATION OF GLYCOSIDIC LINKAGES IN OLIGOSACCHARIDES .9. SYNTHESIS OF ALPHA- AND BETA-D-MANNOPYRANOSYL DISACCHARIDES [J].
GORIN, PA ;
PERLIN, AS .
CANADIAN JOURNAL OF CHEMISTRY, 1961, 39 (12) :2474-+
[17]   MOLECULAR SIEVE-ASSISTED OXIDATIONS - NEW METHODS FOR CARBOHYDRATE DERIVATIVE OXIDATIONS [J].
HERSCOVICI, J ;
ANTONAKIS, K .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1980, (12) :561-562
[18]   STUDIES OF AN IMMUNOMODULATOR, SWAINSONINE .1. ENHANCEMENT OF IMMUNE-RESPONSE BY SWAINSONINE INVITRO [J].
HINO, M ;
NAKAYAMA, O ;
TSURUMI, Y ;
ADACHI, K ;
SHIBATA, T ;
TERANO, H ;
KOHSAKA, M ;
AOKI, H ;
IMANAKA, H .
JOURNAL OF ANTIBIOTICS, 1985, 38 (07) :926-935
[19]   STUDIES OF AN IMMUNOMODULATOR, SWAINSONINE .2. EFFECT OF SWAINSONINE ON MOUSE IMMUNODEFICIENT SYSTEM AND EXPERIMENTAL MURINE TUMOR [J].
KINO, T ;
INAMURA, N ;
NAKAHARA, K ;
KIYOTO, S ;
GOTO, T ;
TERANO, H ;
KOHSAKA, M ;
AOKI, H ;
IMANAKA, H .
JOURNAL OF ANTIBIOTICS, 1985, 38 (07) :936-940
[20]   1,4-DIDEOXY-1,4-IMINO-D-MANNITOL INHIBITS GLYCOPROTEIN PROCESSING AND MANNOSIDASE [J].
PALAMARCZYK, G ;
MITCHELL, M ;
SMITH, PW ;
FLEET, GWJ ;
ELBEIN, AD .
ARCHIVES OF BIOCHEMISTRY AND BIOPHYSICS, 1985, 243 (01) :35-45
123