Novel tumor-targeted RGD peptide-camptothecin conjugates: Synthesis and biological evaluation

Bioorganic and Medicinal Chemistry

Volumn 18, Issue 1, 2010, Pages 64-72

  Dal Pozzo, Alma ^a   Ni, Ming Hong ^a   Esposito, Emiliano ^a   Dallavalle, Sabrina ^b   Musso, Loana ^b   Bargiotti, Alberto ^b   Pisano, Claudio ^c   Vesci, Loredana ^c   Bucci, Federica ^c   Castorina, Massimo ^c   Foderà, Rosanna ^c   Giannini, Giuseppe ^c   Aulicino, Concetta ^c   Penco, Sergio ^c  

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

^b UNIVERSITY OF MILAN   (Italy)

^c Sigma Tau SpA   (Italy)

Author keywords

Camptothecin conjugates; Integrins; RGD cyclopeptides; Tumor targeting

Indexed keywords

ARGINYLGLYCYLASPARTIC ACID; CAMPTOTHECIN DERIVATIVE; NAMITECAN; ST 1968; UNCLASSIFIED DRUG;

ANIMAL EXPERIMENT; ANIMAL MODEL; ANTINEOPLASTIC ACTIVITY; AREA UNDER THE CURVE; ARTICLE; CANCER INHIBITION; CONTROLLED STUDY; DRUG CONJUGATION; DRUG HALF LIFE; DRUG STABILITY; DRUG STRUCTURE; HUMAN; HUMAN CELL; IN VITRO STUDY; IN VIVO STUDY; MOUSE; NONHUMAN; OVARY CARCINOMA; TUMOR CELL;

ANIMALS; ANTINEOPLASTIC AGENTS, PHYTOGENIC; CAMPTOTHECIN; CARCINOMA; CELL LINE, TUMOR; CELL SURVIVAL; DRUG DELIVERY SYSTEMS; FEMALE; HUMANS; MICE; MICE, NUDE; MOLECULAR STRUCTURE; OLIGOPEPTIDES; OVARIAN NEOPLASMS;

EID: 72049083697     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2009.11.019     Document Type: Article

References (27)

1. Jaracz S., Chen J., Kuznetsova L.V., and Ojima I. Bioorg. Med. Chem. 13 (2005) 5043
2. Chari R.V.J. Acc. Chem. Res. 41 (2008) 98
3. Hamann P.R., Hinman L.M., Hollander I., Beyer C.F., Lindh D., Holcomb R., Hallett W., Tsou H., Upeslacis J., Shochat D., Mountain A., Flowers D.A., and Bernstein I. Bioconjugate Chem. 13 (2002) 47-58
4. Nagy A., Schally A.V., Armatis P., Szepeshazi K., Halmos G., Kovacs M., Zarandi M., Groot K., Miyazaki M., Jungwirth A., and Horvath J. Proc. Natl. Acad. Sci. U.S.A. 93 (1996) 7269
5. Nagy A., Schally A.V., Halmos G., Armatis P., Cai R.Z., Csernus V., Kovacs M., Koppan M., Szepeshazi K., and Kahan Z. Proc. Natl. Acad. Sci. U.S.A. 95 (1998) 1794
6. Safavy A., Raisch K.P., Khazaeli M.B., Buchsbaum D.J., and Bonner J.A. J. Med. Chem. 42 (1999) 4919
7. Fuselier J.A., Sun L., Woltering S.N., Murphy W.A., Vasilevich N., and Coy D.H. Bioorg. Med. Chem. Lett. 13 (2003) 799
8. Moody T.W., Mantey S.A., Pradhan T.K., Schumann M., Nakagawa T., Martinez A., Fuselier J.A., Coy D.H., and Jensen R.T. J. Biol. Chem. 279 (2004) 23580
9. Pierschbacher M.D., and Ruoslathi E. Nature 309 (1984) 30
10. Brooks P.C., Clarks R.A., and Cheresh D.A. Science 264 (1994) 569
11. Molema G. Pharm. Res. 19 (2002) 1251
12. Cristofanilli M., Charnsangavey C., and Hortobagyi G.N. Nat. Rev. Drug Disc. 1 (2002) 415
13. Arap W., Pasqualini R., and Ruoslathi E. Science 279 (1998) 377
14. de Groot F.M.H., Broxterman H.J., Hans P.H.M., Adams H.P., van Vliet A., Tesser G.I., Elderkamp Y.W., Schraa A.J., Kok R.J., Grietje Molema G., Pinedo H.M., and Scheeren H.W. Mol. Cancer Ther. 1 (2002) 901
15. Curnis F., Gasparri A., Sacchi A., Longhi R., and Corti A. Cancer Res. 64 (2004) 565
16. Chen X., Plasencia C., Hou Y., and Neamati N. J. Med. Chem. 48 (2005) 1098
17. Temming K., Meyer D.L., Zabinski R., Dijkers E.C., Poelstra K., Molema G., and Kok R.J. Bioconjugate Chem. 17 (2006) 385
18. Ryppa C., Mann-Steinberg H., Fichtner I., Weber H., Satchi-Fainaro R., Biniossek M.L., and Kratz F. Bioconjugate Chem. 19 (2008) 1414
19. Dallavalle S., and Merlini L. In: Fattorusso E., and Taglialatela O. (Eds). Modern Alkaloids (2008), Wiley-VCH, Weinheim 503-520
20. Dallavalle S., Delsoldato T., Ferrari A., Merlini L., Penco S., Carenini N., Perego P., De Cesare M., Pratesi G., and Zunino F. J. Med. Chem. 43 (2000) 3963
21. Dallavalle S., Ferrari A., Merlini L., Penco S., Carenini N., Perego P., De Cesare M., Pratesi G., and Zunino F. Bioorg. Med. Chem. Lett. 11 (2001) 291
22. Dallavalle S., Ferrari A., Biasotti B., Merlini L., Penco S., Gallo G., Marzi M., Tinti M.O., Martinelli R., Pisano C., Carminati P., Carenini N., Beretta G., Perego P., De Cesare M., Pratesi G., and Zunino F. J. Med. Chem. 44 (2001) 3264
23. Haubner R., Finsinger D., and Kessler H. Angew. Chem., Int. Ed. 36 (1997) 1374
24. Dal Pozzo, A.; Penco, S.; Giannini, G.; Tinti, O.; Pisano, C.; Vesci, L.; Ni, M.H. PCT WO 2005/111064 A1, 2005.
25. Langer M., Kratz F., Rothen-Rutishauser B., Wunderli-Allenspach H., and Beck-Sinckinger A.G. J. Med. Chem. 44 (2001) 1341
26. Kale A.A., and Torchilin V.P. Bioconjugate Chem. 18 (2007) 363
27. Eilers J.D., Horton A.L., and Grissom R.A. J. Org. Chem. 69 (2004) 8987