Synthesis and biological activity of 4'-thio-2'-deoxy purine nucleosides

Nucleosides and Nucleotides

Volumn 18, Issue 4-5, 1999, Pages 683-685

  Messini, Lea ^a   Tiwari, Kamal N ^a   Montgomery, John A ^a   Secrist III, John A ^a  

^a SOUTHERN RESEARCH INSTITUTE   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

2 CHLOROADENOSINE; ADENOSINE DERIVATIVE; INOSINE DERIVATIVE; PURINE NUCLEOSIDE;

ANIMAL CELL; CONFERENCE PAPER; CYTOTOXICITY; DRUG ACTIVITY; DRUG EFFECT; DRUG SCREENING; DRUG STRUCTURE; DRUG SYNTHESIS; HUMAN; HUMAN CELL; NONHUMAN;

ANIMALIA;

EID: 0033059907     PISSN: 07328311     EISSN: None     Source Type: Journal    
DOI: 10.1080/15257779908041540     Document Type: Conference Paper

References (4)

1. Secrist III, J. A.; Parker, W. B.; Tiwari, K. N.; Messini, L.; Shaddix, S. C.; Rose, L. M.; Bennett Jr., L. L.; Montgomery, J. A. The Synthesis and Biological Activity of Certain 4′-Thio Nucleosides. Nucleosides Nucleotides, 1995, 14(3-5), 675-686.
2. We wish to thank Prof. Grahame Mackenzie of the University of Hull for sharing with us several years ago a procedure from his laboratory those resulted in a β/α ratio comparable to that reported herein. His procedure employed a carbohydrate similar to 1 (with benzoyl groups at O-3 and O-5), used an excess of trimethylsilyl triflate, and was successful with 6-chloropurine. We were forced to search for an alternate method when that procedure did not work satisfactorily with 2,6-dichloropurine.
3. Tiwari, K. N.; Secrist III, J. A.; Montgomery, J. A. Synthesis and Biological Activity of 4′-Thio Nucleosides of 2-Chloro Adenine. Nucleosides Nucleotides, 1994, 13, 1819-1828.
4. Van Draanen, N.A.; Freeman, G. A.; Short, S. A.; Harvey, R.; Jansen, R.; Szczech, G.; Koszalka, G. W. Synthesis and Antiviral Activity of 2′-Deoxy-4′-thio Purine Nucleosides. J. Med. Chem. 1996, 39(2), 538-542.