(1R,2S,4S,7AR)-1,2-DIHYDROXY-7-THIA-3A-THIONIAPERHYDROPENTALENE CHLORIDE - A NEW, BIOLOGICALLY-ACTIVE PYRROLIZIDINE ALKALOID ANALOG

被引：39

作者：

SIRIWARDENA, AH

CHIARONI, A

RICHE, C

ELDAHER, S

WINCHESTER, B

GRIERSON, DS

机构：

[1] CNRS,INST CHIM SUBSTANCES NAT,F-91198 GIF SUR YVETTE,FRANCE

[2] UNIV LONDON,INST CHILD HLTH,DIV BIOCHEM & METAB,LONDON WC1N 1EH,ENGLAND

来源：

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS | 1992年 / 20期

关键词：

D O I：

10.1039/c39920001531

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The cis-fused bicyclic sulfonium salt 8 has been synthesized in two steps from D-erythrose and shown selectively to inhibit human liver alpha-mannosidases.

引用

页码：1531 / 1533

页数：3

共 31 条

[1] C-13 CHEMICAL-SHIFTS AND CONFORMATIONAL-ANALYSIS OF S-METHYLTHIOLANIUM CATIONS [J].

BARBARELLA, G ;

DEMBECH, P .

ORGANIC MAGNETIC RESONANCE, 1981, 15 (01) :72-77

[2] INTRA-MOLECULAR CYCLIZATION OF PENTOSE AND HEXOSE DITHIO-ACETALS [J].

BLUMBERG, K ;

FUCCELLO, A ;

VANES, T .

CARBOHYDRATE RESEARCH, 1979, 70 (02) :217-232

[3] STANNYLENE DIRECTED SELECTIVE ACYLATION OF SOME OPEN-CHAIN L-ARABINOSE DERIVATIVES [J].

BREDENKAMP, MW ;

HOLZAPFEL, CW ;

SWANEPOEL, AD .

TETRAHEDRON LETTERS, 1990, 31 (19) :2759-2762

[4] A NEW APPROACH TO SWAINSONINE AND CASTANOSPERMINE ANALOGS [J].

BURGESS, K ;

HENDERSON, I .

TETRAHEDRON LETTERS, 1990, 31 (48) :6949-6952

[5] SYNTHESIS OF THE MANNOSIDASE INHIBITORS SWAINSONINE AND 1,4-DIDEOXY-1,4-IMINO-D-MANNITOL AND OF THE RING CONTRACTED SWAINSONINES, (1S, 2R, 7R, 7AR)-1,2,7-TRIHYDROXYPYRROLIZIDINE AND (1S, 2R, 7S, 7AR)-1,2,7-TRIHYDROXYPYRROLIZIDINE [J].

CARPENTER, NM ;

FLEET, GWJ ;

DIBELLO, IC ;

WINCHESTER, B ;

FELLOWS, LE ;

NASH, RJ .

TETRAHEDRON LETTERS, 1989, 30 (51) :7261-7264

[6] NOVEL ROUTE TO 4-THIOFURANOSIDES - SYNTHESIS OF METHYL 4-THIO-ALPHA-D-TALOFURANOSIDE [J].

CLASSON, B ;

GAREGG, PJ ;

SAMUELSSON, B ;

LIU, ZC .

JOURNAL OF CARBOHYDRATE CHEMISTRY, 1987, 6 (04) :593-597

[7]

DIBELLO IC, 1989, BIOCHEM J, V259, P855

[8] INHIBITION OF LYSOSOMAL ALPHA-MANNOSIDASE BY SWAINSONINE, AN INDOLIZIDINE ALKALOID ISOLATED FROM SWAINSONA-CANESCENS [J].

DORLING, PR ;

HUXTABLE, CR ;

COLEGATE, SM .

BIOCHEMICAL JOURNAL, 1980, 191 (02) :649-651

[9]

DYSON MR, 1991, CARBOHYD RES, V216, P237

[10] ENDOCYCLIC VS EXOCYCLIC ATTACK IN NUCLEOPHILIC DISPLACEMENT-REACTIONS ON 5-MEMBERED AND 6-MEMBERED CYCLIC ONIUM SALTS [J].

ELIEL, EL ;

HUTCHINS, RO ;

MEBANE, R ;

WILLER, RL .

JOURNAL OF ORGANIC CHEMISTRY, 1976, 41 (06) :1052-1057

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