Toward a novel series of furanopyrimidine nucleoside analogues

被引：9

作者：

Valdivia, V

Hernandez, A

Rivera, A

Sartillo, F

Loukaci, A

Fourrey, JL ^{[1
]}

Quintero, L

机构：

[1] CNRS, Inst Chim Subst Nat, F-91190 Gif Sur Yvette, France

[2] Univ Autonoma Puebla, Ctr Invest, Fac Ciencias Quim Benemerita, Puebla 72570, Mexico

来源：

TETRAHEDRON LETTERS | 2005年 / 46卷 / 38期

关键词：

nucleoside analogues; furanose acetolysis; furanopyrimidine;

D O I：

10.1016/j.tetlet.2005.07.085

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Based on an unusual furanose ring opening of 1,2-O-isopropylidene pentofuranoside derivatives, a preparation scheme of a new series of furanopyrimidine nucleoside analogues has been devised. (c) 2005 Elsevier Ltd. All rights reserved.

引用

页码：6511 / 6514

页数：4

共 12 条

[1] Synthesis and antiviral activity of novel acyclic nucleosides in the 5-alkynyl- and 6-alkylfuro[2,3-d]pyrimidine series [J].

Amblard, F ;

Aucagne, V ;

Guenot, P ;

Schinazi, RF ;

Agrofoglio, LA .

BIOORGANIC & MEDICINAL CHEMISTRY, 2005, 13 (04) :1239-1248

[2] MECHANISM IN CARBOHYDRATE CHEMISTRY [J].

CAPON, B .

CHEMICAL REVIEWS, 1969, 69 (04) :407-+

[3] The role of 2′,3′-unsaturation on the antiviral activity of anti-HIV nucleosides against 3TC-resistant mutant (M184V) [J].

Choo, H ;

Chong, YH ;

Chu, CK .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2003, 13 (12) :1993-1996

[4] STEREOELECTRONIC EFFECTS IN THE RING CLEAVAGE OF METHYL GLYCOPYRANOSIDES USING DIMETHYLBORON BROMIDE [J].

GUINDON, Y ;

ANDERSON, PC .

TETRAHEDRON LETTERS, 1987, 28 (22) :2485-2488

[5] AIDS-DRIVEN NUCLEOSIDE CHEMISTRY [J].

HURYN, DM ;

OKABE, M .

CHEMICAL REVIEWS, 1992, 92 (08) :1745-1768

[6] Practical syntheses of antiviral nucleosides [J].

Izawa, K ;

Shiragami, H .

PURE AND APPLIED CHEMISTRY, 1998, 70 (02) :313-318

[7] 9-ALPHA-D-XYLOFURANOSYLADENINE - ACETOLYSIS OF 3,5-DI-O-ACETYL-1,2-O-ISOPROPYLIDENE ALPHA D-XYLOFURANOSE [J].

MAGNANI, A ;

MIKURIYA, Y .

CARBOHYDRATE RESEARCH, 1973, 28 (01) :158-164

[8] Synthesis and antiviral evaluation of some 3'-fluoro bicyclic nucleoside analogues [J].

McGuigan, C ;

Carangio, A ;

Snoeck, R ;

Andrei, G ;

De Clercq, E ;

Balzarini, J .

NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS, 2004, 23 (1-2) :1-5

[9] Discovery of a new family of inhibitors of human cytomegalovirus (HCMV) based upon lipophilic alkyl furano pyrimidine dideoxy nucleosides: Action via a novel non-nucleosidic mechanism [J].

McGuigan, C ;

Pathirana, RN ;

Snoeck, R ;

Andrei, G ;

De Clercq, E ;

Balzarini, J .

JOURNAL OF MEDICINAL CHEMISTRY, 2004, 47 (07) :1847-1851

[10] Potent and selective inhibition of varicella-zoster virus (VZV) by nucleoside analogues with an unusual bicyclic base [J].

McGuigan, C ;

Yarnold, CJ ;

Jones, G ;

Velázquez, S ;

Barucki, H ;

Brancale, A ;

Andrei, G ;

Snoeck, R ;

De Clercq, E ;

Balzarini, J .

JOURNAL OF MEDICINAL CHEMISTRY, 1999, 42 (22) :4479-4484

← 1 2 →