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DOI: 10.1055/s-2002-35995
Synthesis and Characterisation of a Doxorubicin-CNGRC Peptide Conjugate that Targets Tumour Vasculature [1]
Publication History
Publication Date:
06 December 2002 (online)
Abstract
A conjugate between the cyclic peptide CNGRC and doxorubcin, previously reported as a ligand of aminopeptidase N (CD13), has been synthesised and characterised.
Key words
solid-phase synthesis - CNGRC - peptides - doxorubicin - angiogenesis - macrocycles - anti-tumour agents
Abbreviations: Acm, acetamidomethyl; DIPEA, N,N-diisopropylethylamine; Fmoc, 9-fluorenylmethoxycarbonyl; HOBt, 1-hydroxybenzotriazole; Pbf, 2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl; PyBOP, benzotriazole-1-yloxytrispyrrolidinophosphonium hexafluorophosphate.
- 3
Risau W. Nature (London) 1997, 386: 671 - 4
Zetter BR. Ann. Rev. Med. 1998, 49: 407 - 5
Ruoslahti E. Ann. Rev. Cell Dev. Biol. 1996, 12: 697 - 6
Pasqualini R.Koivunen E.Ruoslahti E. Nature Biotechnol. 1997, 15: 542 - 7
Haubner R.Finsinger D.Kessler H. Angew. Chem., Int. Ed. Engl. 1997, 36: 1375 - 8
Arap W.Pasqualini R.Ruoslahti E. Science 1998, 279: 377 - 9
Koivunen E.Gay DA.Ruoslahti E. J. Biol. Chem. 1993, 268: 20205 - 10
Koivunen E.Wang BC.Ruoslahti E. J. Cell Biol. 1994, 124: 373 - 11
Healy JM.Murayama O.Maeda T.Yoshino K.Sekiguchi K.Kikuchi M. Biochemistry 1995, 34: 3948 - 12
Pasqualini R.Koivunen E.Kain R.Lahdenranta J.Sakamoto M.Stryhn A.Ashmun RA.Shapiro LH.Arap W.Ruoslahti E. Cancer Res. 2000, 60: 722 - 13
Ellerby HM.Arap W.Ellerby LM.Kain R.Andrusiak R.DelRio G.Krajewski S.Lombardo CR.Rao R.Ruoslahti E.Bredesen DE.Pasqualini R. Nature Medicine 1999, 5: 1032 - 14
Pons M.Albericio F.Royo M.Giralt E. Synlett 2000, 172 - 15
Veber DF.Milkowski JD.Varga SL.Denkewalter RG.Hirschmann R. J. Am. Chem. Soc. 1972, 94: 5456 - 16
Carpino LA.Shroff HN.Triolo SA.Mansour EMA.Wenschuh H.Albericio F. Tetrahedron Lett. 1993, 34: 7829
References
Abbreviations: Acm, acetamidomethyl; DIPEA, N,N-diisopropylethylamine; Fmoc, 9-fluorenylmethoxycarbonyl; HOBt, 1-hydroxybenzotriazole; Pbf, 2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl; PyBOP, benzotriazole-1-yloxytrispyrrolidinophosphonium hexafluorophosphate.
2Present address: Synthèse et Etude de Systèmes à Intéret Biologique, Université Blaise Pascal, UMR 6504, 63177 Aubière, France.