Efficient and chemoselective N-acylation of 10-amino-7-ethyl camptothecin with poly(ethylene glycol)

Bioorganic and Medicinal Chemistry Letters

Volumn 14, Issue 7, 2004, Pages 1803-1805

  Guiotto, Andrea ^a,d   Canevari, Mirta ^a   Orsolini, Piero ^b   Lavanchy, Olivier ^b   Deuschel, Christine ^b   Kaneda, Norimasa ^c   Kurita, Akinobu ^c   Matsuzaki, Takeshi ^c   Yaegashi, Takeshi ^c   Sawada, Seigo ^c   Veronese, Francesco M ^a  

^a UNIVERSITY OF PADOVA   (Italy)

^b DEBIOPHARM SA   (Switzerland)

^c Yakult Ctrl Inst M   (Japan)

^d CNR   (Italy)

Author keywords

Camptothecin; Conjugation; PEG; Phenyl dichlorophosphate

Indexed keywords

10 AMINO 7 ETHYLCAMPTOTHECIN; ALCOHOL; ANTINEOPLASTIC AGENT; CAMPTOTHECIN DERIVATIVE; IRINOTECAN; MACROGOL; PHENYL DICHLOROPHOSPHATE; PHOSPHATE; REAGENT; UNCLASSIFIED DRUG;

ACYLATION; ANIMAL CELL; ARTICLE; CONTROLLED STUDY; DRUG CONJUGATION; DRUG POTENCY; DRUG SCREENING; DRUG SELECTIVITY; DRUG SYNTHESIS; ESTERIFICATION; IN VIVO STUDY; LEUKEMIA CELL LINE; NONHUMAN;

ACYLATION; CAMPTOTHECIN; POLYETHYLENE GLYCOLS; STEREOISOMERISM;

MURINAE;

EID: 12144291701     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2003.12.098     Document Type: Article

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10. + centered at 10765 Da. UV (methanol): maxima at 382, 368, 265 nm (10-amino-7-ethylcamptothecin maxima at 400, 320, 260 nm; PEG-Gly-Leu-Phe-Gly-OH maxima at 265 nm). The amount of 10-amino-7-ethylcamptothecin (2) determined in the obtained derivative was 16.7 mg, corresponding to a w/w% of 3.71% (the theoretical 100% of loading is, for this conjugate, 3.72% according to UV absorption).