Tamoxifen was physically encapsulated during the copolymer self-assembly into micelles (31 nm). Both vorinostat and tamoxifen release were shown to be dependent on GSH concentration (vorinostat: > 70 % release after 12 h; tamoxifen: 40 % of release after 48 h using 10 mM GSH). This proved that the reducing environment was capable of inducing the release of vorinostat by cleavage of the disulfide bonds leading to micelle disassembly and release of tamoxifen. Importantly, cell viability experiments on TNBC cells showed a synergistic effect of the two drugs. The combination of redox-and pH-sensitivities into a single drug delivery system (referred to as dual stimuli-sensitive nanomedicines), The combination of acidic medium (pH 5) and intracellular reductive GSH (10 mM) led to a 10fold higher Cpt release compared to physiological conditions after 96 h (less than < 5 %). This dual-sensitive nanocarrier also led to a quicker drug release (45 % after 24 h) compared to previously reported Cpt-polymer conjugates based on a very similar structure and topology but lacking pH-sensitivity. In vitro evaluations showed significant cytotoxicity of the polymer prodrugs on HeLa cells even if the obtained IC 50 was higher than that of the free drug, probably due to a slower internalization mechanism (endocytosis) and to the time required to release the drug. copolymer prodrug with a drug loading of 8.8 wt %. The obtained micelles exhibited a mean diameter of 53 nm, which rapidly increased at pH 5 (which was attributed to hydrophobic-tohydrophilic change of the PDEAEMA block in addition to protonation of tertiary amino groups in the PMPC block), whereas it stayed constant at pH 6 and physiological pH thanks to effective stabilization by the zwitterionic PMPC shell. Importantly, acidic (pH 5) and GSH-concentrated (10 mM) conditions resulted in high Gem release (~95 % after 48 h), compared with only 10 % at pH 7.4, highlighting the benefits of combining two stimuli to enhance drug release efficiency.