Novel Peptide Mimetic Inhibitors of Hepatitis C Serine Protease Derived from Isomannide

被引：17

作者：

Barros, Thalita G. ^{[1
,2
]}

Pinheiro, Sergio ^{[2
]}

Williamson, John S. ^{[3
]}

Tanuri, Amilcar ^{[4
]}

Pereira, Helena S. ^{[3
,4
,5
]}

Brindeiro, Rodrigo M. ^{[4
]}

Neto, Jose B. A. ^{[4
]}

Antunes, Octavio A. C. ^{[6
]}

Muri, Estela M. F. ^{[1
]}

机构：

[1] Univ Fed Fluminense, Fac Farm, BR-24241000 Niteroi, RJ, Brazil

[2] Univ Fed Fluminense, Inst Quim, BR-24020150 Niteroi, RJ, Brazil

[3] Univ Mississippi, Sch Pharm, Dept Med Chem, University, MS 38677 USA

[4] Univ Fed Rio de Janeiro, ICB, Mol Virol Lab, BR-21941570 Rio de Janeiro, Brazil

[5] Univ Fed Fluminense, Fac Odontol Nova Friburgo, BR-28625650 Nova Friburgo, RJ, Brazil

[6] Univ Fed Rio de Janeiro, Lab Catalise, Inst Quim, BR-21941909 Rio de Janeiro, Brazil

来源：

SYNTHESIS-STUTTGART | 2009年 / 04期

关键词：

peptides; antiviral agent; fused-ring systems; isomannide; hepatitis C; IONIC LIQUIDS; POTENTIAL INHIBITORS; ACID; FLAVIVIRUSES; RESISTANT; CATALYSTS; EFFICIENT;

D O I：

10.1055/s-0028-1083332

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Hepatitis C (HCV) infection is a cause of chronic liver disease such as cirrhosis, carcinoma, or liver failure, and the current therapy is effective in only 50% of patients. Serine proteases, which are present in HCV, are the Most Studied class of proteolytic enzymes, and are a primary target in the drug development field. In this paper, we describe the synthesis and biological studies of a novel class of peptide mimetic compounds as potential HCV serine protease inhibitors.

引用

页码：620 / 626

页数：7

共 38 条

[1] Study on dry-media microwave azalactone synthesis on different supported KF catalysts:: influence of textural and acid-base properties of supports [J].

Bautista, FM ;

Campelo, JM ;

García, A ;

Luna, D ;

Marinas, JM ;

Romero, AA .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 2002, 2 (02) :227-234

[2]

Bazan J.F., 1990, Seminars in Virology, V1, P311

[3] DETECTION OF A TRYPSIN-LIKE SERINE PROTEASE DOMAIN IN FLAVIVIRUSES AND PESTIVIRUSES [J].

BAZAN, JF ;

FLETTERICK, RJ .

VIROLOGY, 1989, 171 (02) :637-639

[4] Efficient, stereoselective synthesis of oxazolo[3,2-a]pyrazin-5-ones:: Novel bicyclic lactam scaffolds from the bicyclocondensation of 3-aza-1,5-ketoacids and amino alcohols [J].

Bencsik, JR ;

Kercher, T ;

O'Sullivan, M ;

Josey, JA .

ORGANIC LETTERS, 2003, 5 (15) :2727-2730

[5] CRYSTAL STRUCTURE OF STABLE ISOMER OF ALPHA-BENZAMIDOCINNAMIC ACID - INFLUENCE OF CIS-TRANS-ISOMERISM ON KINETICS OF HYDROLYSIS OF PRODUCTS OF INTERACTION OF ALPHA-CHYMOTRYPSIN WITH ISOMERIC 4-BENZYLIDENE-2-PHENYL DELTA2-OXAZOLIN-5-ONES [J].

BROCKLEH.K ;

BYWATER, RP ;

PALMER, RA ;

PATRICK, R .

JOURNAL OF THE CHEMICAL SOCIETY D-CHEMICAL COMMUNICATIONS, 1971, (12) :632-&

[6]

CATIVIELA C, 1985, AN QUIM C-ORG BIOQ, V81, P56

[7] Nucleophilic displacement reactions in ionic liquids:: Substrate and solvent effect in the reaction of NaN3 and KCN with alkyl halides and tosylates [J].

Chiappe, C ;

Pieraccini, D ;

Saullo, P .

JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (17) :6710-6715

[8] The scientific challenge of hepatitis C [J].

Cohen, J .

SCIENCE, 1999, 285 (5424) :26-30

[9] Efficient synthesis of enantiopure pyrrolizidinone amino acid [J].

Dietrich, E ;

Lubell, WD .

JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (18) :6988-6996

[10] Ionic liquids. Green solvents for the future [J].

Earle, MJ ;

Seddon, KR .

PURE AND APPLIED CHEMISTRY, 2000, 72 (07) :1391-1398

← 1 2 3 4 →