IMIDAZOLE-ANALOGS OF 6-EPICASTANOSPERMINE AND OF 3,7A-DIEPIALEXINE

被引：42

作者：

FRANKOWSKI, A

SELIGA, C

BUR, D

STREITH, J

机构：

[1] UNIV HAUTE ALSACE,ECOLE NATL SUPER CHIM,3 RUE ALFRED WERNER,F-68093 MULHOUSE,FRANCE

[2] TECH UNIV LODZ,INST ORGAN CHEM,PL-90924 LODZ,POLAND

[3] UNIV BASEL,INST ANORGAN CHEM,CH-4056 BASEL,SWITZERLAND

来源：

HELVETICA CHIMICA ACTA | 1991年 / 74卷 / 05期

关键词：

D O I：

10.1002/hlca.19910740503

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The chiral bicyclic imidazole derivatives 7 and 8 were obtained from D-glucose derivative 9 by a sequence of selective protection/deprotection and intramolecular S(N)2 reactions. Triols 7 and 8 are analogues of 6-epicastanospermine (4) and of 3,7a-diepialexine (6), respectively, and are potential glycosidase inhibitors. However, their anti-HIV activity proved to be only marginal.

引用

页码：934 / 940

页数：7

共 11 条

[1]

BREUNEN AM, 1987, SPECTRUM-J STATE GOV, V211, P8

[2]

CZERNECKI S, 1976, TETRAHEDRON LETT, P3535

[3]

ELBEIN AD, 1987, ANNU REV BIOCHEM, V56, P497, DOI 10.1146/annurev.biochem.56.1.497

[4] GLYCOSIDASE INHIBITION BY PLANT ALKALOIDS WHICH ARE STRUCTURAL ANALOGS OF MONOSACCHARIDES [J].

EVANS, SV ;

FELLOWS, LE ;

SHING, TKM ;

FLEET, GWJ .

PHYTOCHEMISTRY, 1985, 24 (09) :1953-1955

[5] THE BIOLOGICAL-ACTIVITY OF POLYHYDROXYALKALOIDS FROM PLANTS [J].

FELLOWS, LE .

PESTICIDE SCIENCE, 1986, 17 (05) :602-606

[6]

FLEET GWJ, 1989, CHEM BRIT, V25, P287

[7]

JAGER J, 1990, ANGEW CHEM INT EDIT, V29, P1771

[8]

JAGER V, 1990, ANGEW CHEM, V102, P1182, DOI DOI 10.1002/ANGE.19901021022

[9]

Parrod J, 1931, CR HEBD ACAD SCI, V193, P890

[10]

PARROD J, 1931, CR HEBD ACAD SCI, V192, P1136

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