Synthesis and antiviral activity of some imidazo[1,2-b] [1,3,4]thiadiazole carbohydrate derivatives

被引：24

作者：

Fascio, Mirta L. ^{[1
,3
]}

Sepulveda, Claudia S. ^{[4
]}

Damonte, Elsa B. ^{[2
,4
]}

D'Accorso, Norma B. ^{[1
,3
]}

机构：

[1] Univ Buenos Aires, Fac Ciencias Exactas & Nat, Dept Quim Organ, Buenos Aires, DF, Argentina

[2] Univ Buenos Aires, Fac Ciencias Exactas & Nat, Dept Quim Biol, Buenos Aires, DF, Argentina

[3] Univ Buenos Aires, CONICET, Ctr Invest Hidratos Carbono CIHIDECAR, Buenos Aires, DF, Argentina

[4] Univ Buenos Aires, CONICET, Inst Quim Biol, Fac Ciencias Exactas & Nat IQUIBICEN, Buenos Aires, DF, Argentina

来源：

CARBOHYDRATE RESEARCH | 2019年 / 480卷

关键词：

Imidazo[2,1-b][1,3,4]thiadiazole; D-Xilo derivatives; D-Ribo derivatives; Junin virus; Antiviral activity; DESIGN; FEVER; ACID;

D O I：

10.1016/j.carres.2019.05.003

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Herein we describe the synthesis of imidazo [2,1-b][1,3,4]thiadiazoles from carbohydrates with D-ribo and D-xylo configuration. The antiviral activity of these compounds was tested against Junin virus (the etiological agent of Argentine hemorrhagic fever). The p-chlorophenyl derivatives showed antiviral activity in a range of micromolar concentration.

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收藏

页码：61 / 66

页数：6

相关论文

共 21 条

[1] Synthesis of Mycinose from 1,2:5,6-Di-O-Isopropylidene-α-D-glucofuranose [J].

Bao, Kai ;

Gao, Hao ;

Zhu, Zhibin ;

Wang, Jinhong ;

Zhang, Guoning ;

Sun, Jun ;

Zhang, Weige ;

Yao, Xinsheng .

LETTERS IN ORGANIC CHEMISTRY, 2011, 8 (08) :592-595

[2] 2,6-Disubstituted imidazo[2,1-b][1,3,4]thiadiazole derivatives as potent staphylococcal biofilm inhibitors [J].

Cascioferro, Stella ;

Parrino, Barbara ;

Petri, Giovanna Li ;

Cusimano, Maria Grazia ;

Schillaci, Domenico ;

Di Sarno, Veronica ;

Musella, Simona ;

Giovannetti, Elisa ;

Cirrincione, Girolamo ;

Diana, Patrizia .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2019, 167 :200-210

[3]

CONTIGIANI MS, 1977, MEDICINA-BUENOS AIRE, V37, P244

[4] Heterocycles 48. Synthesis, Characterization and Biological Evaluation of Imidazo[2,1-b][1,3,4]Thiadiazole Derivatives as Anti-Inflammatory Agents [J].

Cristina, Anamaria ;

Leonte, Denisa ;

Vlase, Laurian ;

Bencze, Laszlo Csaba ;

Imre, Silvia ;

Marc, Gabriel ;

Apan, Bogdan ;

Mogosan, Cristina ;

Zaharia, Valentin .

MOLECULES, 2018, 23 (10)

[5] ANTIVIRAL TREATMENT OF ARGENTINE HEMORRHAGIC-FEVER [J].

ENRIA, DA ;

MAIZTEGUI, JI .

ANTIVIRAL RESEARCH, 1994, 23 (01) :23-31

[6] Treatment of Argentine hemorrhagic fever [J].

Enria, Delia A. ;

Briggiler, Ana M. ;

Sanchez, Zaida .

ANTIVIRAL RESEARCH, 2008, 78 (01) :132-139

[7] Imidazothiazole and related heterocyclic systems. Synthesis, chemical and biological properties [J].

Fascio, Mirta L. ;

Ines Errea, Maria ;

Beatriz D'Accorso, Norma .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2015, 90 :666-683

[8] UNEXPECTED ADVERSE REACTIONS DURING A CLINICAL-TRIAL IN RURAL WEST AFRICA [J].

FISHERHOCH, SP ;

GBORIE, S ;

PARKER, L ;

HUGGINS, J .

ANTIVIRAL RESEARCH, 1992, 19 (02) :139-147

[9] Treatment of Bolivian hemorrhagic fever with intravenous ribavirin [J].

Kilgore, PE ;

Ksiazek, TG ;

Rollin, PE ;

Mills, JN ;

Villagra, MR ;

Montenegro, MJ ;

Costales, MA ;

Paredes, LC ;

Peters, CJ .

CLINICAL INFECTIOUS DISEASES, 1997, 24 (04) :718-722

[10]

Kumar P, 2006, INDIAN J HETEROCY CH, V16, P139