Synthesis and antiviral activity of novel isodideoxy nucleosides with exocyclic methylene

Bioorganic and Medicinal Chemistry Letters

Volumn 8, Issue 7, 1998, Pages 847-852

  Jeong, Lak Shin ^a   Yoo, Su Jeong ^a  

^a Ewha Womans University   (South Korea)

Author keywords

[No Author keywords available]

Indexed keywords

ACICLOVIR; ANTIVIRUS AGENT; GANCICLOVIR; NUCLEOSIDE DERIVATIVE; ZIDOVUDINE;

ANTIVIRAL ACTIVITY; ARTICLE; CHEMICAL MODIFICATION; CYTOTOXICITY; DRUG SYNTHESIS; HERPES SIMPLEX VIRUS; HUMAN IMMUNODEFICIENCY VIRUS 1; NONHUMAN; REACTION ANALYSIS; STEREOCHEMISTRY;

ACYCLOVIR; ANTIVIRAL AGENTS; CELL SURVIVAL; CYTOMEGALOVIRUS; DIDEOXYNUCLEOSIDES; DRUG DESIGN; GANCICLOVIR; HERPESVIRUS 1, HUMAN; HERPESVIRUS 2, HUMAN; HIV-1; HUMANS; HYDROCARBONS; INDICATORS AND REAGENTS; METHANE; MICROBIAL SENSITIVITY TESTS; STRUCTURE-ACTIVITY RELATIONSHIP; XYLOSE; ZIDOVUDINE;

HERPES; HUMAN IMMUNODEFICIENCY VIRUS; HUMAN IMMUNODEFICIENCY VIRUS 1; SIMPLEXVIRUS;

EID: 0032492654     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0960-894X(98)00122-X     Document Type: Article

References (19)

1. 1. (a) Belleau, B.; Dixit, D.; Nguyen-Ga, N.; Kraus, J. L. 5th International Conference on AIDS, Montreal, Canada, June 4-9, 1990, paper no. T.C.O.I.
2. (b) Soudeyns, H.; Yao, Q.; Gao, Q.; Belleau, B.; Kraus, J.-L.; Nguyen-Ga, N.; Spira, B.; Wainberg, M. A. Antimicrob. Agents Chemother. 1991, 35, 1386.
3. 2. Norbeck, D. W.; Spanton, S.; Broder, S.; Mitsuya, H. Tetrahedron Lett. 1989, 33, 6263.
4. 3. (a) Beach, J. W.; Jeong, L. S.; Alves, A. J.; Pohl, D.; Kim, H. O.; Chang, C.-N.; Doong, S.-L.; Schinazi, R. F.; Cheng, Y.-C.; Chu, C. K. J. Org. Chem. 1992, 57, 2217.
5. (b) Jeong, L.S.; Schinazi, R. F.; Beach, J. W.; Kim, H. O.; Nampalli, S.; Shanmuganathan, K.; Alves, A. J.; McMillan, A.; Chu, C. K. J. Med. Chem. 1993, 36, 181 and references cited therein.
6. 4. Kim, H. O.; Shanmuganathan, K.; Alves, A. J.; Jeong, L. S.; Beach, J. W.; Schinazi, R. F.; Chang, C.-N.; Cheng, Y.-C.; Chu, C. K. Tetrahedron Lett. 1992, 33, 6899 and references cited therein.
7. 5. Bisacchi, G. S.; Chao, S. T.; Bachard, C.; Daris, J. P.; Innaimo, S.; Jacobs, G. A.; Kocy, O.; Lapointe, P.; Martel, A.; Merchant, Z.; Slusarchyk, W. A.; Sundeen, J. E.; Young, M. G.; Colonno, R.; Zahler, R. Bioorg. & Med. Chem. Lett. 1997, 7, 127.
8. 6. El Khadem, H. S. Nucleic Acid Chemistry, Part 1, Townsend, L. B.; Tipson, R. S. (Editors), 1978, pp169-182.
9. 7. David, S.; Hanessian, S. Tetrahedron 1985, 41, 643.
10. 8. Jeffery, A.; Nair, V. Tetrahedron Lett. 1995, 36, 3627.
11. 9. Bennek, J. A.; Gray, G. R. J. Org. Chem. 1987, 52, 892.
12. 10. Yoshimura, Y.; Kitano, K.; Satoh, H.; Watanabe, M.; Miura, S.; Sakata, S.; Sasaki, T.; Matsuda, A. J. Org. Chem. 1996, 61, 822.
13. 3Si: C, 71.74; H, 7.61. Found: C, 71.75; H, 7.66.
14. 12. (a) Bannal, C.; Chavis, C.; Lucas, M. J. Chem. Soc. Perkin Trans I 1994, 1401.
15. (b) Jenny, T. F.; Horlacher, J.; Previsani, N.; Benner, S. A. Helv. Chim. Acta 1992, 75, 1944.
16. 5: C, 53.44; H, 5.30; N, 28.34. Found: C, 53.75; H, 5.60; N, 28.02.
17. 14. Albert, A. in Synthetic Procedures in Nucleic Acid Chemistry, eds. Zorbach, W. W. And Tipson, R. S. 1973, vol.2, pp. 47-123.
18. 2: C, 53.57; H, 5.39; N, 12.49. Found: C, 53.65; H, 5.66; N, 12.29.
19. 16. Shull, B. K.; Sakai, T.; Nichols, J. B.; Koreeda, M. J. Org. Chem. 1997, 62, 8294.