Synthetic communications

Efficient one-pot synthesis of doxorubicin conjugates through its amino group to melanotransferrin p97

…, DA Sowa, J Cai, R Gabathuler

Index: Chen, Qingqi; Sowa, Damian A.; Cai, Jianlin; Gabathuler, Reinhard Synthetic Communications, 2003 , vol. 33, # 14 p. 2401 - 2421

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Citation Number: 14

Abstract

Abstract The amino group of doxorubicin 1 is reacted with bis-NHS-ester linkers 6, or anhydrides 13 to offer in high yield modified doxorubicins 7–12 and 14–16, respectively. Compounds 7–12 are mono-NHS-esters, and can be directly coupled with melanotransferrin (p97), a useful vector with the ability to cross the blood-brain barrier, to yield the expected doxorubicin-p97 conjugates. Upon activating the carboxylic group with BTTU, compound ...