Discovery of orally available integrin α5β1 antagonists

Bioorganic and Medicinal Chemistry Letters

Volumn 20, Issue 1, 2010, Pages 380-382

  Zischinsky, Gunther ^a   Osterkamp, Frank ^a   Vossmeyer, Doerte ^a   Zahn, Grit ^a   Scharn, Dirk ^a   Zwintscher, Ariane ^a   Stragies, Roland ^a  

^a Jerini AG   (Germany)

Author keywords

Antagonist; Integrin 5 1; Oral bioavailability; Pharmacokinetic profile

Indexed keywords

3 HYDROXYPYRROLIDINE; ALPHAVBETA5 INTEGRIN; PROTEIN INHIBITOR; PYRROLIDINE DERIVATIVE; UNCLASSIFIED DRUG; VERY LATE ACTIVATION ANTIGEN 5; VITRONECTIN RECEPTOR;

ANIMAL EXPERIMENT; ARTICLE; BINDING AFFINITY; DRUG HALF LIFE; DRUG STRUCTURE; DRUG SYNTHESIS; MALE; MOLECULAR WEIGHT; NONHUMAN; RAT; STRUCTURE ACTIVITY RELATION;

ADMINISTRATION, ORAL; ANIMALS; DRUG DESIGN; HALF-LIFE; INTEGRIN ALPHA5BETA1; MALE; PYRROLIDINES; RATS; RATS, WISTAR; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 72049100381     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2009.10.073     Document Type: Article

References (21)

1. Hynes R.O. Cell 69 (1992) 11
2. Hynes R.O. Cell 110 (2002) 673
3. Dietrich T., Onderka J., Bock F., Kruse F.E., Vossmeyer D., Stragies R., Zahn G., and Cursiefen C. Am. J. Pathol. 171 (2007) 361
4. Umeda N., Kachi S., Akiyama H., Zahn G., Vossmeyer D., Stragies R., and Campochiaro P.A. Mol. Pharmacol. 696 (2006) 1820
5. Avraamides C.J., Garmy-Susini B., and Varner J.A. Nat. Rev. Cancer 8 (2008) 604
6. Kim S., Bell K., Mousa S.A., and Varner J.A. Am. J. Pathol. 1564 (2000) 1345
7. Yang T.J., Rayburn H., and Hynes R.O. Development 119 (1993) 1093
8. Ishikawa H., Hirata S., Andoh Y., Kubo H., Nakagawa N., Nishibayashi Y., and Mizuno K. Rheumatol. Int. 15 (1996) 53
9. Rinaldi N., and Scharz-Eywill M. Z. Rheumatol. 58 (1999) 333
10. Thannickal V.J., Lee D.Y., White E.S., Zongbin C., Larios J.M., Chacon R., Horowitz J.C., Day R.M., and Thomas P.E. J. Biol. Chem. 27814 (2003) 12384
11. Zhou X., Zhang Y., Zhang J., Zhu H., Zhou X., Du W., Zhang X., and Chen Q. Chin. Med. J. 113 3 (2000) 272
12. Stragies R., Osterkamp F., Zischinsky G., Vossmeyer D., Kalkhof H., Reimer U., and Zahn G. J. Med. Chem. 50 (2007) 3786
13. Heckmann D., Meyer A., Marinelli L., Zahn G., Stragies R., and Kessler H. Angew. Chem. 119 (2007) 3641
14. Heckmann D., Meyer A., Laufer B., Zahn G., Stragies R., and Kessler H. ChemBioChem 9 (2008) 1
15. Heckmann D., Laufer B., Marinelli L., Limongelli V., Novellino E., Zahn G., Stragies R., and Kessler H. Angew. Chem. 121 (2009) 4501
16. Lipinski C.A., Lombardo F., Dominy B.W., and Feeney P.J. Adv. Drug Delivery Rev. 23 (1997) 3
17. Miyaura N., and Suzuki A. Chem. Rev. 95 (1995) 2457
18. Racane L., Tralic-Kulenovic V., Karminski-Zamola G., and Fiser-Jakic L. Monatsh. Chem. 126 12 (1995) 1375
19. Felluga F., Pitacco G., Prodan M., Pricl S., Visintin M., and Valentin E. Tetrahedron: Asymmetry 12 23 (2001) 3241
20. Hartwig J.F., Kawatsura M., Hauck S.I., Shaughnessy K.H., and Alcazar-Roman L.M. J. Org. Chem. 64 (1999) 5575
21. Zhang H., Cai Q., and Ma D. J. Org. Chem. 70 (2005) 5164