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Ring-opening polymerization of prodrugs: a versatile approach to prepare well-defined drug-loaded nanoparticles.

Publication ,  Journal Article
Liu, J; Liu, W; Weitzhandler, I; Bhattacharyya, J; Li, X; Wang, J; Qi, Y; Bhattacharjee, S; Chilkoti, A
Published in: Angewandte Chemie (International ed. in English)
January 2015

The synthesis of polymer-drug conjugates from prodrug monomers consisting of a cyclic polymerizable group that is appended to a drug through a cleavable linker is achieved by organocatalyzed ring-opening polymerization. The monomers polymerize into well-defined polymer prodrugs that are designed to self-assemble into nanoparticles and release the drug in response to a physiologically relevant stimulus. This method is compatible with structurally diverse drugs and allows different drugs to be copolymerized with quantitative conversion of the monomers. The drug loading can be controlled by adjusting the monomer(s)/initiator feed ratio and drug release can be encoded into the polymer by the choice of linker. Initiating these monomers from a poly(ethylene glycol) macroinitiator results in amphiphilic diblock copolymers that spontaneously self-assemble into micelles with a long plasma circulation, which is useful for systemic therapy.

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Published In

Angewandte Chemie (International ed. in English)

DOI

EISSN

1521-3773

ISSN

1433-7851

Publication Date

January 2015

Volume

54

Issue

3

Start / End Page

1002 / 1006

Related Subject Headings

  • Prodrugs
  • Polymerization
  • Polyethylene Glycols
  • Organic Chemistry
  • Nanoparticles
  • Micelles
  • Humans
  • Drug Carriers
  • Chlorambucil
  • Cell Survival
 

Citation

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Liu, J., Liu, W., Weitzhandler, I., Bhattacharyya, J., Li, X., Wang, J., … Chilkoti, A. (2015). Ring-opening polymerization of prodrugs: a versatile approach to prepare well-defined drug-loaded nanoparticles. Angewandte Chemie (International Ed. in English), 54(3), 1002–1006. https://doi.org/10.1002/anie.201409293
Liu, Jinyao, Wenge Liu, Isaac Weitzhandler, Jayanta Bhattacharyya, Xinghai Li, Jing Wang, Yizhi Qi, Somnath Bhattacharjee, and Ashutosh Chilkoti. “Ring-opening polymerization of prodrugs: a versatile approach to prepare well-defined drug-loaded nanoparticles.Angewandte Chemie (International Ed. in English) 54, no. 3 (January 2015): 1002–6. https://doi.org/10.1002/anie.201409293.
Liu J, Liu W, Weitzhandler I, Bhattacharyya J, Li X, Wang J, et al. Ring-opening polymerization of prodrugs: a versatile approach to prepare well-defined drug-loaded nanoparticles. Angewandte Chemie (International ed in English). 2015 Jan;54(3):1002–6.
Liu, Jinyao, et al. “Ring-opening polymerization of prodrugs: a versatile approach to prepare well-defined drug-loaded nanoparticles.Angewandte Chemie (International Ed. in English), vol. 54, no. 3, Jan. 2015, pp. 1002–06. Epmc, doi:10.1002/anie.201409293.
Liu J, Liu W, Weitzhandler I, Bhattacharyya J, Li X, Wang J, Qi Y, Bhattacharjee S, Chilkoti A. Ring-opening polymerization of prodrugs: a versatile approach to prepare well-defined drug-loaded nanoparticles. Angewandte Chemie (International ed in English). 2015 Jan;54(3):1002–1006.
Journal cover image

Published In

Angewandte Chemie (International ed. in English)

DOI

EISSN

1521-3773

ISSN

1433-7851

Publication Date

January 2015

Volume

54

Issue

3

Start / End Page

1002 / 1006

Related Subject Headings

  • Prodrugs
  • Polymerization
  • Polyethylene Glycols
  • Organic Chemistry
  • Nanoparticles
  • Micelles
  • Humans
  • Drug Carriers
  • Chlorambucil
  • Cell Survival