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Synthesis and Characterization of Novel Biodegradable Poly(carbonate Ester)s With Photolabile Protecting Groups

Zhigang Xie, Xiuli Hu, Xuesi Chen, Jing Sun, Quan Shi, Xiabin Jing

Biomacromolecules. 2008 Jan;9(1):376-80.

PMID: 18067260

Abstract:

Novel biodegradable poly(carbonate ester)s with photolabile protecting groups were synthesized by ring-opening copolymerization of L-lactide (LA) with 5-methyl-5-(2-nitro-benzoxycarbonyl)-1,3-dioxan-2-one (MNC) with diethyl zinc (Et2Zn) as catalyst. The poly(L-lactide-co-5-methyl-5-carboxyl-1,3-dioxan-2-one) (P(LA-co-MCC)) was obtained by UV irradiation of poly(L-lactide acid-co-5-methyl-5-(2-nitro-benzoxycarbonyl)-1,3-dioxan-2-one) (P(LA-co-MNC)) to remove the protective 2-nitrobenzyl group. The free carboxyl groups on the copolymers P(LA-co-MCC) were reacted with paclitaxel, a common antitumor drug. Gel permeation chromatography and NMR studies confirmed the copolymer structures and successful attachment of paclitaxel to the copolymer.

Chemicals Related in the Paper:

Catalog Number Product Name Structure CAS Number Price
LS74313 Poly(L-lactide-co-5-methyl-5-allyloxycarbonyl-1,3-dioxan- 2-one) Poly(L-lactide-co-5-methyl-5-allyloxycarbonyl-1,3-dioxan- 2-one) Price
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