Microwave-assisted synthesis of O′-adamantylated uracil-derived nucleosides

被引:5
作者
Górska, A
Andrzejewska, M
Kaminski, J
Kazimierczuk, Z
机构
[1] Univ Agr, Inst Chem, PL-02787 Warsaw, Poland
[2] Polish Acad Sci, Med Res Ctr, Lab Expt Pharmacol, PL-02106 Warsaw, Poland
关键词
microwave irradiation; O '-adamantylation; solvent-free reactions; AZT; thymidine; 2 '-deoxyuridine;
D O I
10.1081/NCN-120018620
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
Microwave-induced synthesis of O'-adamantyl derivatives of AZT, thymidine, 2'-deoxyuridine and uridine was investigated. Contrary to heterocyclus adamantylation of uracil and uridine in trifluoroacetic acid, the microwave-induced reaction provided sugar-substituted compounds.
引用
收藏
页码:13 / 19
页数:7
相关论文
共 11 条
[1]   Microwave induced synthesis of ribonucleosides on solid support [J].
Andrzejewska, M ;
Kaminski, J ;
Kazimierczuk, Z .
NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS, 2002, 21 (01) :73-78
[2]   Microwave activation in phase transfer catalysis [J].
Deshayes, S ;
Liagre, M ;
Loupy, A ;
Luche, JL ;
Petit, A .
TETRAHEDRON, 1999, 55 (36) :10851-10870
[3]  
Kazimierczuk Z, 1999, HELV CHIM ACTA, V82, P2020, DOI 10.1002/(SICI)1522-2675(19991110)82:11<2020::AID-HLCA2020>3.3.CO
[4]  
2-G
[5]   Adamantylaminopyrimidines and -pyridines are potent inducers of tumor necrosis factor-α [J].
Kazimierczuk, Z ;
Górska, A ;
Switaj, T ;
Lasek, W .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2001, 11 (09) :1197-1200
[6]  
Kazimierczuk Z., 2000, PERSPECTIVES NUCLEOS, P87
[7]   Microwave assisted synthesis of S-trityl and S-acylmercaptoalkanols, nucleosides and their deprotection [J].
Kumar, P ;
Gupta, KC .
CHEMISTRY LETTERS, 1996, (08) :635-636
[8]   Microwave assisted rapid deprotection of oligodeoxyribonucleotides [J].
Kumar, P ;
Gupta, KC .
NUCLEIC ACIDS RESEARCH, 1997, 25 (24) :5127-5129
[9]   New solvent free organic synthesis using focused microwaves [J].
Loupy, A ;
Petit, A ;
Hamelin, J ;
Texier-Boullet, F ;
Jacquault, P ;
Mathé, D .
SYNTHESIS-STUTTGART, 1998, (09) :1213-1234
[10]  
Maurin JK, 2001, ANTI-CANCER DRUG DES, V16, P73