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Redox-Driven Disassembly of Polymer–Chlorambucil Polyprodrug: Delivery of Anticancer Nitrogen Mustard and DNA Alkylation

B. Saha,S. Bhattacharyya,Sourav Mete,Arindam Mukherjee,P. De

Published 2019 in ACS Applied Polymer Materials

ABSTRACT

Utilization of nitrogen mustards as anticancer drugs opened the way for precise cancer chemotherapy owing to their ability to cross-link deoxyribonucleic acid (DNA). However, the non-specificity and lower water solubility limit their aptitude to behave as effective anticancer drugs. Herein we embed the clinically approved nitrogen mustard, chlorambucil (CBL), into a redox-responsive polymeric vector to overcome those bottlenecks as well as to achieve better efficacy. We have synthesized amphiphilic diblock copolymers (BCPs) consisting of polymerized segments of a pendent disulfide-labeled CBL prodrug monomer and hydrophilic 2-(dimethylamino)ethyl methacrylate monomer via reversible addition–fragmentation chain transfer polymerization. The well-defined polyprodrug amphiphiles with CBL loading content >40 wt% could form uniform micelles with an average diameter of 45–110 nm through a macromolecular self-assembly strategy. For the release of caged CBL, disassembly of the self-assembled micelles was attained ...

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