Synthesis and biological evaluation of 2-methoxy- and 2-methylthio-6-[(2 '-alkylamino)ethyl]-4(3H)-pyrimidinones with anti-rubella virus activity

被引:45
作者
Botta, M
Occhionero, F
Nicoletti, R
Mastromarino, P
Conti, C
Magrini, M
Saladino, R
机构
[1] Univ Siena, Dipartimento Farm Chim Tecnol, I-53100 Siena, Italy
[2] Univ Rome La Sapienza, Dipartimento Chim, I-00185 Rome, Italy
[3] Univ Rome La Sapienza, Ist Microbiol, Fac Med, I-00185 Rome, Italy
[4] Univ Tuscia, Dipartimento Agrochim Agrobiol, I-01100 Viterbo, Italy
关键词
D O I
10.1016/S0968-0896(99)00111-X
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
The synthesis of a new family of antiviral compounds, 2-methoxy-, and 2-methylthio-6-[(2'-alkylamino)ethyl]-4(3H)-pyrimidinones, has been accomplished. The activity of these agents against positive strand (rubella virus and sindbis virus) and negative strand (vesicular stomatitis virus) RNA viruses is reported. Some of these compounds are efficient and selective inhibitors of rubella virus. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:1925 / 1931
页数:7
相关论文
共 15 条
[1]  
BABA M, 1991, MOL PHARMACOL, V39, P805
[2]   HEPT DERIVATIVES - 6-BENZYL-1-ETHOXYMETHYL-5-ISOPROPYLURACIL (MKC-442) [J].
BABA, M ;
TANAKA, H ;
MIYASAKA, T ;
YUASA, S ;
UBASAWA, M ;
WALKER, RT ;
DECLERCQ, E .
NUCLEOSIDES & NUCLEOTIDES, 1995, 14 (3-5) :575-583
[3]  
BALZARINI J, 1993, MOL PHARMACOL, V44, P694
[4]   An unexpected and efficient direct nucleophilic C-4 hydroxy substitution on 2-methoxy- and 2-methylthio-4(3H)-pyrimidinones bearing a diethylamino moiety on the C-6 side chain [J].
Botta, M ;
Occhionero, F ;
Saladino, R ;
Crestini, C ;
Nicoletti, R .
TETRAHEDRON LETTERS, 1997, 38 (47) :8249-8252
[5]   RESEARCHES ON ANTIVIRAL AGENTS .31. SYNTHESIS AND TRANSFORMATIONS OF RACEMIC AND CHIRAL 6-OXIRANYL PYRIMIDINONES [J].
BOTTA, M ;
SALADINO, R ;
LAMBA, D ;
NICOLETTI, R .
TETRAHEDRON, 1993, 49 (27) :6053-6070
[6]   RESEARCHES ON ANTIVIRAL AGENTS .2. ENANTIOSPECIFIC SYNTHESIS OF 1,3-DIMETHYL-6-OXIRANYLPYRIMIDIN-2,4-DIONE WITH ANTI-ASFV ACTIVITY [J].
BOTTA, M ;
SALADINO, R ;
GAMBACORTA, A ;
NICOLETTI, R .
TETRAHEDRON-ASYMMETRY, 1990, 1 (07) :441-444
[7]  
BOTTA M, 1995, TRENDS ORGANIC CHEM, V5, P57
[8]   Palladium-catalysed synthesis of some biologically active 5,6-disubstituted uracils [J].
Das, P ;
Spears, CP ;
Shahinian, AH ;
Dasgupta, SK ;
Kundu, NG .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1996, 6 (20) :2477-2480
[9]   O-ALLYL PROTECTION OF GUANINE AND THYMINE RESIDUES IN OLIGODEOXYRIBONUCLEOTIDES [J].
HAYAKAWA, Y ;
HIROSE, M ;
NOYORI, R .
JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (20) :5551-5555
[10]   Synthesis and anti-HIV-1 activity of a series of 1-alkoxy-5-alkyl-6-(arylthio)uracils [J].
Kim, DK ;
Gam, J ;
Kim, YW ;
Lim, J ;
Kim, HT ;
Kim, KH .
JOURNAL OF MEDICINAL CHEMISTRY, 1997, 40 (15) :2363-2373