PREPARATION OF A DEOXYNOJIRIMYCIN ANALOG CONTAINING AN IMIDAZOLE RING

被引：14

作者：

BURGESS, K ^{[1
]}

CHAPLIN, DA ^{[1
]}

ELBEIN, AD ^{[1
]}

ZENG, YC ^{[1
]}

机构：

[1] UNIV ARKANSAS MED SCI HOSP,DEPT BIOCHEM,LITTLE ROCK,AR 72205

来源：

HETEROCYCLES | 1994年 / 37卷 / 02期

关键词：

D O I：

10.3987/COM-93-S45

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The deoxynojirimycin analogs (4 ) and (5) were prepared via addition of a metallated imidazole to an aldehyde; these compounds were screened for inhibition of glycosidase enzymes and anti-HIV activities.

引用

页码：673 / 677

页数：5

共 15 条

[1] 2,5-DILITHIATION OF N-PROTECTED IMIDAZOLES - SYNTHESES OF 2,5-DISUBSTITUTED DERIVATIVES OF 1-METHOXYMETHYL-IMIDAZOLE, 1-TRIPHENYLMETHYL-IMIDAZOLE, AND 1-(N,N-DIMETHYLSULPHONAMIDO)-IMIDAZOLE [J].

CHADWICK, DJ ;

NGOCHINDO, RI .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1984, (03) :481-486

[2] AN EASILY INTRODUCED AND REMOVED PROTECTING GROUP FOR IMIDAZOLE NITROGEN - A CONVENIENT ROUTE TO 2-SUBSTITUTED IMIDAZOLES [J].

CURTIS, NJ ;

BROWN, RS .

JOURNAL OF ORGANIC CHEMISTRY, 1980, 45 (20) :4038-4040

[3]

CURTIS NJ, 1984, J ORG CHEM, P481

[4] INHIBITION OF HIV REPLICATION BY AMINO-SUGAR DERIVATIVES [J].

FLEET, GWJ ;

KARPAS, A ;

DWEK, RA ;

FELLOWS, LE ;

TYMS, AS ;

PETURSSON, S ;

NAMGOONG, SK ;

RAMSDEN, NG ;

SMITH, PW ;

SON, JC ;

WILSON, F ;

WITTY, DR ;

JACOB, GS ;

RADEMACHER, TW .

FEBS LETTERS, 1988, 237 (1-2) :128-132

[5] MIMICKING THE GLUCOSIDASE TRANSITION-STATE - SHAPE CHARGE CONSIDERATIONS [J].

GANEM, B ;

PAPANDREOU, G .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (23) :8984-8985

[6] ENZYME-CATALYZED ALDOL CONDENSATION FOR ASYMMETRIC-SYNTHESIS OF AZASUGARS - SYNTHESIS, EVALUATION, AND MODELING OF GLYCOSIDASE INHIBITORS [J].

KAJIMOTO, T ;

LIU, KKC ;

PEDERSON, RL ;

ZHONG, ZY ;

ICHIKAWA, Y ;

PORCO, JA ;

WONG, CH .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (16) :6187-6196

[7] SYNTHESIS OF PYRROLO-CASTANOSPERMINE ANALOGS - A NOVEL FLUORIDE-ION INDUCED REARRANGEMENT OF A 3-TRIALKYLSILYL SUBSTITUTED DIHYDRO-2H-1,2-OXAZINE TO A PYRROLE [J].

KEFALAS, P ;

GRIERSON, DS .

TETRAHEDRON LETTERS, 1993, 34 (22) :3555-3558

[8] FACILE SYNTHESIS OF 2-SUBSTITUTED IMIDAZOLES [J].

KIRK, KL .

JOURNAL OF ORGANIC CHEMISTRY, 1978, 43 (22) :4381-4383

[9] USE OF DIHYDROXYACETONE PHOSPHATE DEPENDENT ALDOLASES IN THE SYNTHESIS OF DEOXYAZASUGARS [J].

LIU, KKC ;

KAJIMOTO, T ;

CHEN, LR ;

ZHONG, ZY ;

ICHIKAWA, Y ;

WONG, CH .

JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (22) :6280-6289

[10] EVALUATION OF ANTIVIRAL DRUGS AND NEUTRALIZING ANTIBODIES TO HUMAN IMMUNODEFICIENCY VIRUS BY A RAPID AND SENSITIVE MICROTITER INFECTION ASSAY [J].

MONTEFIORI, DC ;

ROBINSON, WE ;

SCHUFFMAN, SS ;

MITCHELL, WM .

JOURNAL OF CLINICAL MICROBIOLOGY, 1988, 26 (02) :231-235

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