Synthesis of a new carbohydrate mimetics: "Carbopeptoid" containing a C-1 carboxylate and C-2 amino group

Tetrahedron Letters

Volumn 37, Issue 10, 1996, Pages 1575-1578

  Sahara, Yoshitomo ^a   Hildreth, James E K ^a   Ichikawa, Yoshitaka ^a  

^a JOHNS HOPKINS UNIVERSITY SCHOOL OF MEDICINE   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ANTIVIRUS AGENT; CARBOHYDRATE DERIVATIVE; OLIGOPEPTIDE; OLIGOSACCHARIDE;

ANTIVIRAL ACTIVITY; ARTICLE; CARBOHYDRATE SYNTHESIS; CONTROLLED STUDY; DRUG STABILITY; DRUG SYNTHESIS; HUMAN; HUMAN CELL; HUMAN IMMUNODEFICIENCY VIRUS; REACTION ANALYSIS; STEREOCHEMISTRY;

EID: 0029872650     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)00094-9     Document Type: Article

References (13)

1. Fuchs, E.-F.; Lehmann, J. Chem. Ber. 1975, 108, 2254.
2. Nicolaou, K.C.; Florke, H.; Egan, M.G.; Bath, T.; Estevez, V.A. Tetrahedron Lett. 1995, 36, 1775.
3. von Roedern, E.G.; Kassler, H. Angew. Chem. Int. Ed. Engl. 1994, 33, 687.
4. Kent, S.B.H. Ann. Rev. Biochem. 1988, 57, 957.
5. Myers, R.W.; Lee, Y.C. Carbohydr. Res. 1984, 132, 61 and references therein.
6. Myers, R.W.; Lee, Y.C. Carbohydr. Res. 1986, 152, 143.
7. Itoh, M.; Hasegawa, D.; Kamiya, T. Bull. Chem. Soc. Jpn. 1977, 50, 718.
8. 3CO).
9. Hayashi, K.; Hamada, Y.; Shioiri, T. Tetrahedron Lett., 1992, 33, 5075.
10. Anisfeld, S. T.; Lansbury, P. Jr. J. Org. Chem. 1990, 55, 5560.
11. Biological activity and synthesis of other carbopeptoids will be published elsewhere. Suhara, Y.; Hildreth, J.E.K.; Ichikawa, Y. manuscript in preparation.
12. Nakashima, H.; Inazawa, K.; Ichiyama, K.; Ito, M.; Ikushima, N.; Shoji, T.; Katsuyama, K.; Uryu, T.; Yamamoto, N.; Juodawlkis, A.S.; Schinazi, R.F. Antiviral Chem. Chemther. 1995, 6, 271, and references therein.
13. Pauwels, R.; Balzarini, J.; Baba, M.; Snoeck, R.; Schols, D.; Herdewijn, P.; Desmyter, J.; De Clercq, E. J. Virol. Methods 1988, 20, 309.