SYNTHESIS, MOLECULAR CONFORMATION AND ACTIVITY AGAINST HERPES SIMPLEX VIRUS OF (E)-5-(2-BROMOVINYL)-2′-DEOXYCYTIDINE ANALOGS

被引：0

作者：

Zoghaib, Wajdi Michel ^{[1
]}

Mannala, Shajan ^{[3
]}

Gupta, V. Sagar ^{[3
]}

Tourigny, Guy ^{[2
]}

机构：

[1] Sultan Qaboos Univ, Dept Chem, Al Khoud 123, Oman

[2] Univ Saskatchewan, Dept Chem, Saskatoon, SK S7N 0W0, Canada

[3] Univ Saskatchewan, Dept Biomed Sci, Saskatoon, SK S7N 0W0, Canada

来源：

NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS | 2012年 / 31卷 / 04期

基金：

英国医学研究理事会;

关键词：

Herpes simplex virus; (E)-5-(2-bromovinyl)-2 '-deoxycytidine; conformational analysis; CRYSTAL-STRUCTURES; THYMIDINE KINASE; 5-METHOXYMETHYL-2'-DEOXYCYTIDINE; NUCLEOSIDES; DNA;

D O I：

10.1080/15257770.2012.661214

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：

Analogs of (E)-5-(2-bromovinyl)-2'-deoxycytidine (BrVdCyd) (1) by substitution at N-4 were synthesized to impart resistance against deamination. The anti-HSV-1 activity and solution conformation of these analogs were determined. N-4-Acetyl-BrVdCyd (2) was a potent inhibitor of HSV-1 replication whereas N-4-propanoyl-BrVdCyd (3) had good activity and N-4-Butanoyl-BrVdCyd (4) had only low activity against HSV-1 replication. N-4-Methyl-BrVdCyd (5) was devoid of activity against HSV-1.

引用

页码：364 / 376

页数：13

共 50 条

[21] METHOTREXATE POTENTIATES ANTI-HERPES SIMPLEX VIRUS TYPE-1 ACTIVITY OF E-5-(2-BROMOVINYL)-2'-DEOXYURIDINE
PANCHEVA, SN
ACTA VIROLOGICA, 1995, 39 (02) : 117 - 119
[22] COMPARATIVE METABOLISM OF E-5-(2-BROMOVINYL)-2'-DEOXYURIDINE AND 1-BETA-D-ARABINOFURANOSYL-E-5-(2-BROMOVINYL)URACIL IN HERPES-SIMPLEX VIRUS-INFECTED CELLS
AYISI, NK
WALL, RA
WANKLIN, RJ
MACHIDA, H
DECLERCQ, E
SACKS, SL
MOLECULAR PHARMACOLOGY, 1987, 31 (04) : 422 - 429
[23] PRECLINICAL ASSESSMENT OF TOPICAL TREATMENTS OF HERPES-SIMPLEX VIRUS-INFECTION - 5-PERCENT (E)-5-(2-BROMOVINYL)-2'-DEOXYURIDINE CREAM
FREEMAN, DJ
SACKS, SL
DECLERCQ, E
SPRUANCE, SL
ANTIVIRAL RESEARCH, 1985, 5 (03) : 169 - 177
[24] METABOLIC-FATE OF (E)-5-(2-BROMOVINYL)-2'-DEOXYURIDINE IN HERPES-SIMPLEX VIRUS-INFECTED AND MOCK-INFECTED CELLS
AYISI, NK
DECLERCQ, E
WALL, RA
HUGHES, H
SACKS, SL
ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, 1984, 26 (05) : 762 - 765
[25] (E)-5-(2-Bromovinyl)-2′-deoxyuridine potentiates ganciclovir-mediated cytotoxicity on herpes simplex virus-thymidine kinase–expressing cells
Wolfgang Hamel
Dorothea Zirkel
H. Maximilian Mehdorn
Manfred Westphal
Mark A Israel
Cancer Gene Therapy, 2001, 8 : 388 - 396
[26] (E)-5-(2-BROMOVINYL)-2'-DEOXYURIDINE - POTENT AND SELECTIVE ANTI-HERPES AGENT
DECLERCQ, E
DESCAMPS, J
DESOMER, P
BARR, PJ
JONES, AS
WALKER, RT
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1979, 76 (06) : 2947 - 2951
[27] ANALYSIS OF THE THYMIDINE KINASE OF A HERPES-SIMPLEX VIRUS TYPE-1 ISOLATE THAT EXHIBITS RESISTANCE TO (E)-5-(2-BROMOVINYL)-2'-DEOXYURIDINE
WILBER, BAJ
DOCHERTY, JJ
JOURNAL OF GENERAL VIROLOGY, 1994, 75 : 1743 - 1747
[28] ACTIVITY OF 5-BROMOVINYL-2'-DEOXYCYTIDINE IN COMBINATION WITH DEAMINASE INHIBITORS AGAINST HERPES-SIMPLEX VIRUS TYPE-1
ADUMA, PJ
GUPTA, SV
DECLERCQ, E
ANTIVIRAL RESEARCH, 1988, 9 (1-2) : 83 - 83
[29] THE ANTIVIRAL SPECTRUM OF (E)-5-(2-BROMOVINYL)-2'-DEOXYURIDINE
DECLERCQ, E
JOURNAL OF ANTIMICROBIAL CHEMOTHERAPY, 1984, 14 : 85 - 95
[30] MICROBIOLOGICAL SYNTHESIS OF 5-ETHYL-2'-DEOXYURIDINE AND (E)-5-(2-BROMOVINYL)-2'-DEOXYURIDINE
KALINICHENKO, EN
BARAI, VN
BOKUT, SB
ROMANOVA, VV
ZINCHENKO, AI
HERRMANN, G
MIKHAILOPULO, IA
BIOTECHNOLOGY LETTERS, 1989, 11 (09) : 621 - 626

← 1 2 3 4 5 →