Evidence for a heparin derivative containing an N-sulfated aziridine ring that retains high anti-factor Xa activity

Carbohydrate Research

Volumn 298, Issue 4, 1997, Pages 335-340

  Yates, Edwin A ^a   Santini, Francesco ^a   Bisio, Antonella ^a   Cosentino, Cesare ^a  

^a Istituto di Ricerche Chimiche e Biochimiche G Ronzoni   (Italy)

Author keywords

Anti factor Xa activity; Aziridine; Heparin; N sulfated aziridine

Indexed keywords

BLOOD CLOTTING FACTOR 10A; HEPARIN; HEPARIN DERIVATIVE;

ARTICLE; BLOOD CLOTTING; DRUG STRUCTURE; DRUG SYNTHESIS; IN VITRO STUDY; INFRARED SPECTROPHOTOMETRY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PRIORITY JOURNAL;

EID: 0031566321     PISSN: 00086215     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0008-6215(96)00327-8     Document Type: Article

References (23)

1. [1] C.A.A. Van Boeckel and M. Petitou, Angew. Chem. Int. Ed. Engl., 32 (1993) 1671-1818.
2. [2] A. Naggi, G. Torri, J. Pangrazzi, M. Abbadini, M. Zametta, M.B. Donati, J. Lansen, and J.P. Maffrand, Biochem. Pharmacol., 36 (1987) 1895-1900.
3. [3] B. Casu, G, Grazioli, N. Razi, M. Guerrini, A. Naggi, G. Torri, P. Oreste, F. Tursi, G. Zoppetti, and U. Lindahl, Carbohydr. Res., 263 (1994) 271-284.
4. [4] R.N. Rej, K.G. Ludwig-B axter, and A.S. Perlin, Carbohydr. Res., 219 (1991) 299-310.
5. [5] M. Jaseja, R.N. Rej, F. Sauriol, and A.S. Perlin, Can. J. Chem., 67 (1989) 1449-1456; U.R. Desai, H.-M. Wang, T.R. Kelly, and R.J. Lindart, Carbohydr. Res., 241 (1993) 249-259.
6. [5] M. Jaseja, R.N. Rej, F. Sauriol, and A.S. Perlin, Can. J. Chem., 67 (1989) 1449-1456; U.R. Desai, H.-M. Wang, T.R. Kelly, and R.J. Lindart, Carbohydr. Res., 241 (1993) 249-259.
7. [6] S. Piani, B. Casu, E.G. Marchi, G. Torri, and F. Ungarelli, J. Carbohydr. Chem., 12 (1993) 507-521.
8. [7] U.K. Nadir, R.L. Sharma, and C.K. Koul, J. Chem. Soc. Perkin. Trans. I, (1991) 2015-2019.
9. [8] A. Saurato, F. Angelucci, and A. Barciotti, Chim. Oggi., April (1990) 9-19.
10. [9] E.L. Strogyn and S.J. Brois, J. Am. Chem. Soc., 89 (1967) 605-609.
11. [10] K. Nakanashi and P.H. Solomon, in Infrared Adsorption Spectroscopy, Holden-Day Inc., San Francisco, 1977.
12. [11] S. Pinchas and I. Laulicht, in Infra-Red Spectra of Labelled Compounds, Academic Press, London, 1971, pp 235.
13. [12] W. Wiegraebe, H. Bock, and W. Luettke, Chem. Ber., 99 (1966) 3737.
14. [13] F.D. Snell and C.T. Snell, in Colorimetric Methods of Analysis, 3rd Ed., Vol. IV, Van Nostrand, New York, 1954, pp 107-108.
15. [14] A.G. Lloyd, G. Embrey, and L.J. Fowler, Biochem. Pharmacol., 20 (1971) 637-648.
16. [15] M.M. Abdel-Malik and A.S. Perlin, Carbohydr. Res., 189 (1989) 123-133.
17. [16] J.D. Andose, J-M. Lehn, K. Mislow, and J. Wagner, J. Am. Chem. Soc., 92 (1970) 4050-4056.
18. [17] D. Tanner, Angew. Chem. Int. Ed. Engl., 33 (1994) 599-619.
19. [18] A. Tzikas, C. Tamm, A. Boller, and A. Fürst, Helv. Chim. Acta., 59 (1976) 1850-1866.
20. [19] A. Ogamo, A. Metori, H. Uchiyama, and K. Nagasawa, Carbohydr. Res., 193 (1989) 165-172.
21. [20] A.G. Palmer, III, J. Cavanagh, P.E. Wright, and M. Rance, J. Magn. Reson., 93 (1991) 151-170.
22. [21] L.E. Key, P. Keifer, and T. Saaringen, J. Am. Chem. Soc., 114 (1992) 10663-10665.
23. [22] A.N. Teien and M. Lie, Throm. Res., 10 (1977) 399-410.