Microwave-assisted three-component synthesis and in vitro antifungal evaluation of 6-cyano-5,8-dihydropyrido[2,3-d]pyrimidin-4(3H)-ones

被引:42
作者
Quiroga, J [1 ]
Cisneros, C
Insuasty, B
Abonía, R
Cruz, S
Nogueras, M
de la Torre, JM
Sortino, M
Zacchino, S
机构
[1] Univ Valle, Dept Chem, Grp Invest Comp Heterocicl, Cali 25360 AA, Colombia
[2] Univ Narino, Dept Chem, Pasto 1175 AA, Colombia
[3] Univ Jaen, Dept Inorgan & Organ Chem, Jaen 23071, Spain
[4] Univ Nacl Rosario, Fac Ciencias Bioquim & Farmaceut, RA-2000 Rosario, Argentina
关键词
D O I
10.1002/jhet.5570430208
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The reaction of 6-aminopyrimidin-4-ones 1 with benzaldehydes 2 and beta-aminocrotononitrile 3 or benzoylacetonitrile 4 under microwave irradiation in dry media yields the 6-eyano-5,8-dihydropyrido[2,3-d]pyrimidinones 5a-t. The structure of the synthesized compounds was determined on the basis of nmr measurements, especially by H-1, H-1-, H-1, C-13 COSY, DEPT and NOESY experiments. In contrast with other pyrido[2,3-d]pyrimidine derivatives, these compounds did not show any antifungal in vitro activity up to 250 mu g/mL.
引用
收藏
页码:299 / 306
页数:8
相关论文
共 44 条
[1]   Microwave chemistry: Out of the kitchen [J].
Adam, D .
NATURE, 2003, 421 (6923) :571-572
[2]  
AHLUWALIA VK, 1990, INDIAN J CHEM B, V29, P1141
[3]  
[Anonymous], 1976, US Patent, Patent No. 3947416
[4]  
BYSTRYAKOVA ID, 1991, KHIM FARM ZH+, V25, P31
[5]  
Cossy J, 2002, SYNTHESIS-STUTTGART, P951
[6]   Microwaves in organic synthesis.: Thermal and non-thermal microwave effects [J].
de la Hoz, A ;
Díaz-Ortiz, A ;
Moreno, A .
CHEMICAL SOCIETY REVIEWS, 2005, 34 (02) :164-178
[7]   Microwave activation in phase transfer catalysis [J].
Deshayes, S ;
Liagre, M ;
Loupy, A ;
Luche, JL ;
Petit, A .
TETRAHEDRON, 1999, 55 (36) :10851-10870
[8]  
DEYANOV AB, 1991, KHIM FARM ZH+, V25, P26
[9]   Recent advances in isocyanide-based multicomponent chemistry [J].
Dömling, A .
CURRENT OPINION IN CHEMICAL BIOLOGY, 2002, 6 (03) :306-313
[10]  
Dömling A, 2000, ANGEW CHEM INT EDIT, V39, P3168, DOI 10.1002/1521-3773(20000915)39:18<3168::AID-ANIE3168>3.0.CO