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Synthesis and characterization of a well‐defined amphiphilic block copolymer and its paclitaxel prodrug from methoxy poly(ethylene glycol) and oligomer of glycolic acid
Author(s) -
Zhang Li,
Fu Jinyan,
Xia Zhixiang,
Wu Ping,
Zhang Xuefei
Publication year - 2011
Publication title -
journal of applied polymer science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.575
H-Index - 166
eISSN - 1097-4628
pISSN - 0021-8995
DOI - 10.1002/app.33871
Subject(s) - amphiphile , ethylene glycol , copolymer , oligomer , prodrug , micelle , glycolic acid , paclitaxel , chemistry , dispersity , materials science , polymer chemistry , combinatorial chemistry , organic chemistry , polymer , aqueous solution , biochemistry , medicine , lactic acid , surgery , chemotherapy , biology , bacteria , genetics
Abstract A well‐defined amphiphilic block copolymer was synthesized by the coupling of carboxyl‐terminated methoxy poly(ethylene glycol) (MPEG) with a hydroxyl‐terminated octamer of glycolic acid, which was obtained by a stepwise synthetic procedure with the end‐group protection and deprotection. The block copolymer had a polydispersity index (PDI) of 1.01, as determined by gel permeation chromatography. It was further coupled to paclitaxel to form a prodrug of paclitaxel. The paclitaxel content in the prodrug was about 10%, and its PDI was 1.02. The antitumor activity of the conjugate against human lung carcinoma A549 cells was evaluated by mitochondrial dehydrogenase (MTT) assay. The results show that paclitaxel could be released from the conjugate without losing cytotoxicity. Therefore, the well‐defined amphiphilic block copolymer from MPEG and oligomer of glycolic acid could potentially provide novel opportunities to obtain reproducible pharmacokinetic behavior in the design of a drug‐delivery system. © 2011 Wiley Periodicals, Inc. J Appl Polym Sci, 2011