Synthesis of poly (vinyl alcohol)-doxorubicin conjugates containing cis-aconityl acid-cleavable bond and its isomer dependent doxorubicin release

A Kakinoki, Y Kaneo, Y Ikeda, T Tanaka…

Index: Kakinoki, Atsufumi; Kaneo, Yoshiharu; Ikeda, Yuka; Tanaka, Tetsuro; Fujita, Kahee Biological and Pharmaceutical Bulletin, 2008 , vol. 31, # 1 p. 103 - 110

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Citation Number: 46

Abstract

Aconityl-doxorubicin (ADOX) was synthesized by the modified method of Shen and Ryser. Two isomers of cis-ADOX (cis-configuration) and trans-ADOX (trans-configuration) were generated in the reaction of DOX and cis-aconitic anhydride. These products were separated completely by using HPLC and analyzed by TOF-MS spectroscopy and 1 H-and 13 C-NMR experiments. The yields of cis-ADOX and trans-ADOX were 36.3 and 44.8%, ...