Synthesis of new bis-alkylated phosphono alkenyl acyclonucleosides: (Z) and (E)-diethyl-2-(3-alkyl pyrimidin-1-yl)ethylen-1-yl phosphonate

Molecules

Volumn 5, Issue 10, 2000, Pages 1139-1145

  Rochdi, A ^a   Taourirte, M ^b   Lazrek, H B ^a   Barascut, J L ^c   Imbach, J L ^c  

^a FACULTÉ DES SCIENCES SEMLALIA   (Morocco)

^b FACULTÉ DES SCIENCES ET TECHNIQUES GUÉLIZ   (Morocco)

^c UNIV MONTPELLIER   (France)

Author keywords

Acyclonucleoside; Michael addition; N 3 alkylation; Phophonoalkenyl

Indexed keywords

ALKENYL GROUP; ALKYL GROUP; ALKYNYL GROUP; ANTIVIRUS AGENT; DIETHYL 2 (3 ALLYLTHYMIN 1 YL)ETHYLEN 1 YLPHOSPHONATE; DIETHYL 2 (3 ALLYLURACIL 1 YL)ETHYLEN 1 YLPHOSPHONATE; DIETHYL 2 (3 ETHOXYCARBONYLMETHYLTHYMIN 1 YL)ETHYLEN 1 YLPHOSPHONATE; DIETHYL 2 (3 ETHOXYCARBONYLMETHYLURACIL 1 YL)ETHYLEN 1 YLPHOSPHONATE; DIETHYL 2 (3 PROPARGYLTHYMIN 1 YL)ETHYLEN 1 YLPHOSPHONATE; DIETHYL 2 (3 PROPARGYLURACIL 1 YL)ETHYLEN 1 YLPHOSPHONATE; N,N DIMETHYLFORMAMIDE; POTASSIUM CARBONATE; PYRIMIDINE; THYMINE DERIVATIVE; UNCLASSIFIED DRUG; URACIL DERIVATIVE;

ALKYLATION; ANTIVIRAL ACTIVITY; ARTICLE; CONTROLLED STUDY; COXSACKIE VIRUS; DNA VIRUS; DRUG ISOLATION; DRUG STRUCTURE; DRUG SYNTHESIS; HERPES SIMPLEX VIRUS 1; HERPES SIMPLEX VIRUS 2; IN VITRO STUDY; MICHAEL ADDITION; NONHUMAN; POLIOMYELITIS VIRUS; RNA VIRUS; SINDBIS VIRUS; VACCINIA VIRUS;

EID: 3843111453     PISSN: 14203049     EISSN: None     Source Type: Journal    
DOI: 10.3390/51001139     Document Type: Article

References (4)

1. Votruba, I.; Bernaerts, R.; sakuma, T.; DeClercq, E.; Merta, A.; Rosenberg, I.; Holy, A., Intracellular phosphorylation of broad-spectrum anti-DNA virus agent (S)-9-(3-hydroxy-2-phosphonylmethoxypropyl)adenine and inhibition of viral DNA synthesis Mol. Pharmacol. 1987, 32, 524-529.
2. Harnden, M. R.; Parkin, A.; Parratt, M.J.; Perkins, R. M. Novel Acyclonucleosides: synthesis and antiviral activity of alkenylphosphonic acid derivatives of purines and a pyrimidine. J. Med. Chem. 1993, 36, 1343-1355.
3. Velasquez, S.; Tunon, V.; Jimeno, M.L.; Chamorro, C.; De Clercq, E.; Balzarini, J. and Camarasa, M.J. Potential multifunctional inhibitors of HIV-1 reverse trascriptase. Novel [AZT]-[TSAO-T] and [d4T]-[TSAO-T] heterodimers modified in the linker and in the dideoxynucleosides region J. Med. Chem. 1999, 42, 5188-5196 and references cited therein.
4. Lazrek, H. B.; Rochdi, A.; Khaider, H.; Barascut, J. L.; Imbach, J. L.; Panncouque, C.; Witrouw, M. and De Clercq E., Synthesis of (Z) and (E) α-alkenyl phosphonic acid derivatives of purines and pyrimidines, Tetrahedron 1998, 54, 3807-3816 and references cited therein.