An efficient protocol for solution- and solid-phase end-group differentiation of spermidine

Bioorganic and Medicinal Chemistry Letters

Volumn 12, Issue 21, 2002, Pages 3207-3208

  Silva, Emerson T ^a   Cunha, Andréa S ^a   Lima, Edson L S ^a  

^a FEDERAL UNIVERSITY OF RIO DE JANEIRO   (Brazil)

Author keywords

[No Author keywords available]

Indexed keywords

SPERMIDINE;

ABSORPTION; ARTICLE; DRUG PURIFICATION; DRUG SYNTHESIS; IMMOBILIZATION; INFRARED SPECTROSCOPY; ROOM TEMPERATURE; SOLID;

EID: 0037020752     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0960-894X(02)00519-X     Document Type: Article

References (21)

1. (a) For leading references see: Antitumor: Casero, R. A.; Woster, P. M. J. Med. Chem. 2001, 44, 1. (b)Neurotoxin: Hone, N. D.; Payne, L. J. Tetrahedron Lett. 2000, 41, 6149. (c) Immunossupressant: Lebreton, L.; Annat, J.; Derrepas, P.; Dutartre, P.; Renaut, P. J. Med. Chem. 1999, 42, 27. (d) Antiparasitic: Chen, S.; Coward, J. K. J. Org. Chem. 1998, 63, 502. (e)Antiangiogenic: Zhang, X.; Rao, M. N.; Jones, S. R.; Shao, B.; Feibush, P.; McGuigan, M.; Tzodikov, N.; Feibush, B.; Sharkansky, I.; Snyder, B.; Mallis, L. M.; Sarkahian, A.; Wilder, S.; Joshua, E. T.; Kinney, W. A. J. Org. Chem. 1998, 63, 8599.
2. (a) For leading references see: Antitumor: Casero, R. A.; Woster, P. M. J. Med. Chem. 2001, 44, 1. (b)Neurotoxin: Hone, N. D.; Payne, L. J. Tetrahedron Lett. 2000, 41, 6149. (c) Immunossupressant: Lebreton, L.; Annat, J.; Derrepas, P.; Dutartre, P.; Renaut, P. J. Med. Chem. 1999, 42, 27. (d) Antiparasitic: Chen, S.; Coward, J. K. J. Org. Chem. 1998, 63, 502. (e)Antiangiogenic: Zhang, X.; Rao, M. N.; Jones, S. R.; Shao, B.; Feibush, P.; McGuigan, M.; Tzodikov, N.; Feibush, B.; Sharkansky, I.; Snyder, B.; Mallis, L. M.; Sarkahian, A.; Wilder, S.; Joshua, E. T.; Kinney, W. A. J. Org. Chem. 1998, 63, 8599.
3. (a) For leading references see: Antitumor: Casero, R. A.; Woster, P. M. J. Med. Chem. 2001, 44, 1. (b)Neurotoxin: Hone, N. D.; Payne, L. J. Tetrahedron Lett. 2000, 41, 6149. (c) Immunossupressant: Lebreton, L.; Annat, J.; Derrepas, P.; Dutartre, P.; Renaut, P. J. Med. Chem. 1999, 42, 27. (d) Antiparasitic: Chen, S.; Coward, J. K. J. Org. Chem. 1998, 63, 502. (e)Antiangiogenic: Zhang, X.; Rao, M. N.; Jones, S. R.; Shao, B.; Feibush, P.; McGuigan, M.; Tzodikov, N.; Feibush, B.; Sharkansky, I.; Snyder, B.; Mallis, L. M.; Sarkahian, A.; Wilder, S.; Joshua, E. T.; Kinney, W. A. J. Org. Chem. 1998, 63, 8599.
4. (a) For leading references see: Antitumor: Casero, R. A.; Woster, P. M. J. Med. Chem. 2001, 44, 1. (b)Neurotoxin: Hone, N. D.; Payne, L. J. Tetrahedron Lett. 2000, 41, 6149. (c) Immunossupressant: Lebreton, L.; Annat, J.; Derrepas, P.; Dutartre, P.; Renaut, P. J. Med. Chem. 1999, 42, 27. (d) Antiparasitic: Chen, S.; Coward, J. K. J. Org. Chem. 1998, 63, 502. (e)Antiangiogenic: Zhang, X.; Rao, M. N.; Jones, S. R.; Shao, B.; Feibush, P.; McGuigan, M.; Tzodikov, N.; Feibush, B.; Sharkansky, I.; Snyder, B.; Mallis, L. M.; Sarkahian, A.; Wilder, S.; Joshua, E. T.; Kinney, W. A. J. Org. Chem. 1998, 63, 8599.
5. (a) For leading references see: Antitumor: Casero, R. A.; Woster, P. M. J. Med. Chem. 2001, 44, 1. (b)Neurotoxin: Hone, N. D.; Payne, L. J. Tetrahedron Lett. 2000, 41, 6149. (c) Immunossupressant: Lebreton, L.; Annat, J.; Derrepas, P.; Dutartre, P.; Renaut, P. J. Med. Chem. 1999, 42, 27. (d) Antiparasitic: Chen, S.; Coward, J. K. J. Org. Chem. 1998, 63, 502. (e)Antiangiogenic: Zhang, X.; Rao, M. N.; Jones, S. R.; Shao, B.; Feibush, P.; McGuigan, M.; Tzodikov, N.; Feibush, B.; Sharkansky, I.; Snyder, B.; Mallis, L. M.; Sarkahian, A.; Wilder, S.; Joshua, E. T.; Kinney, W. A. J. Org. Chem. 1998, 63, 8599.
6. (a)Reviews: Kuksa, V.; Buchan, R.; Lin, P. K. T. Synthesis 2000, 1189.
7. (b)Bradshaw, J. S.; Krakowiak, K. E.; Izatt, R. M. Tetrahedron 1992, 48, 4475.
8. (c)Bergeron, R. J. Acc. Chem. Res. 1986, 19, 105.
9. (a)Araújo, M. J. S. M. P.; Ragnarsson, U.; Almeida, M. L. S.; Trigo, M. J. S. A. J. Chem. Res.(S) 1992, 120.
10. (b)Levchine, I.; Rajan, P.; Borloo, M.; Bollaert, W.; Haemers, A. Synthesis 1994, 37.
11. (c)Lemaire-Audoire, S.; Savignac, M.; Genet, J. P. Synlett 1996, 75.
12. (d)Araújo, M. J. S. M. P.; Ragnarsson, U.; Trigo, M. J. S. A.; Almeida, M. L. S. J. Chem. Res.(S) 1996, 366.
13. (e)Li, Z.; Fennie, M. W.; Ganem, B.; Hancock, M. T.; Kobaslija, M.; Rattendi, D.; Bacchi, C. J.; O'Sullivan, M. C. Bioorg. Med. Chem. Lett. 2001, 11, 251.
14. (f)Zou, Y.; Wu, Z.; Sirisoma, N.; Woster, P. M.; Casero, R. A., Jr.; Weiss, L. M.; Rattendi, D.; Lane, S.; Bacchi, C. J. Bioorg. Med. Chem. Lett. 2001, 11, 1613.
15. (g)Amssoms, K.; Augustyns, K.; Yamani, A.; Zhang, M.; Haemers, A. Synth. Commun. 2002, 32, 319.
16. Boturyn D., Boudali A., Constant J.-F., Defrancq E., Lhomme J. Tetrahedron. 53:1997;5485.
17. Almeida M.V., César E.T., Felício E.C.A., Fontes A.P.S., Robert-Gero M. J. Braz. Chem. Soc. 11:2000;154.
18. Saab N.H., West E.E., Bieszk N.C., Preuss C.V., Mank A.R., Casero R.A. Jr., Woster P.M. J. Med. Chem. 36:1993;2998.
19. 4: 465.2627, found: 465.2624.
20. Martin B., Possémé F., Barbier C.L., Carreaux F., Carboni B., Seiler N., Moulinoux J.-P., Delcros J.-G. J. Med. Chem. 44:2001;3653.
21. Hauske R.J., Dorff P. Tetrahedron Lett. 36:1995;1589.