A micellar prodrug of paclitaxel conjugated to cyclotriphosphazene

  • Bioorg Med Chem Lett. 2008 Dec 15;18(24):6410-3. doi: 10.1016/j.bmcl.2008.10.077.
Yong Joo Jun  1 ,  Jee Hyon Min ,  Da Eun Ji ,  Jin Hee Yoo ,  Ji Hyeon Kim ,  Hwa Jeong Lee ,  Byeongmoon Jeong ,  Youn Soo Sohn
Affiliations
  • 1. Department of Chemistry and Nano Science, Ewha Womans University, 11-1 Daehyun-Dong, Seodaemun-Gu, Seoul 120-750, Republic of Korea.
PMID: 18990574 DOI: 10.1016/j.bmcl.2008.10.077
Abstract

A novel water soluble and biodegradable cyclotriphosphazene-paclitaxel conjugate was prepared by reacting 2'-succinyl paclitaxel with cyclotriphosphazenes bearing equimolar glycyl-L-lysine and methoxy poly(ethylene glycol) as side groups. The macromolecular conjugate was found to self-assemble in aqueous solution to form stable micelles with a mean hydrodynamic diameter of 24.7 nm and a low critical micelle concentration of 10 mg/L. The present conjugate exhibited lower than free paclitaxel but reasonably high in vitro cytotoxicity against selected human tumor cells due to their hydrolytic degradation in PBS solution.