Recent advances in development of imine-based acid-degradable polymeric nanoassemblies for intracellular drug delivery

Synthesis of multiple stimuli-responsive degradable block copolymers via facile carbonyl imidazole-induced postpolymerization modification

“…S1 † shows the characteristic peak (e) for the acetal methyl group and peak (g) for the methylene group adjacent to disulfides. Their integral ratio was quantitative as 6/4, confirming the successful synthesis of A2, along with 13 C-NMR analysis (Fig. S2 †).…”

“…[5][6][7] Acid-labile and disulfide linkages are the most studied cleavable linkages in the construction of SRD-exhibiting nanoassemblies. [8][9][10][11][12][13][14][15][16] High redox potentials caused by the higher concentration of glutathione (GSH) in cancer cells, [17][18][19] as well as acidic pH of tumor tissue and endosomes/lysosomes, 20,21 have been exploited as endogenous triggers to destabilize ABP-based nanoassemblies and thus enhance the release of therapeutic agents. In addition, lightcleavable linkages such as o-nitrobenzyl and coumarin groups allow for the spatial and temporal control of release kinetics.…”

Targeted Delivery Methods for Anticancer Drugs

“…Hydrazone [310,311] Oxime [312] Imine [313,314] [ 310,311] Oxime pH is more acidic [307]. This difference in pH means that a cellular transmembrane gradient is formed between normal tissue and tumor tissue.…”

“…Hydrazone [310,311] Oxime [312] Imine [313,314] [ 313,314] Acetal/ketal Cancers 2022, 14, x FOR PEER REVIEW 13 of 30…”

Tumor Targeting and pH-Sensitive Inclusion Complex Based on HP-β-CD as a Potential Carrier for Paclitaxel: Fabrication, Molecular Docking, and Characterization

“…11,12 To enhance the therapeutic efficiency and minimize the side effects of anticancer drugs, pH-sensitive drug delivery systems would be superior candidates. 13,14 It is well known that the microenvironment of tumor is mildly acidic with a pH of about 6.0 due to the inefficient consumption of glucose in cancer cells, 15,16 while the pH of blood and normal tissues is about 7.4. Taking advantage of the distinct pH difference between physiological and pathological tissues, the pH-responsive carriers are stable during blood circulation but dissociate to release the drug in the acidic environment of the tumor.…”