pH-tailored delivery of a multitarget anticancer benzimidazole derivative using a PEGylated β-cyclodextrin-curcumin functionalized nanocomplex

Biomater Adv. 2024 Oct:163:213964. doi: 10.1016/j.bioadv.2024.213964. Epub 2024 Jul 22.

Abstract

In this study, we aimed to enhance the bioavailability of a benzimidazole derivative with potent anticancer potential through a nano-based approach. Benzimidazole-loaded polyethylene glycol-β-cyclodextrin-functionalized curcumin nanocomplex (BMPE-Cur) was prepared and characterized for its physicochemical properties and drug release profiles under different pH conditions. In addition, the biological activities of the nanocomplex including antioxidant potentials and pro-apoptogenic properties, against HepG2, PC3, and the chemo-resistant MCF-7-ADR cell lines relative to the normal Wi-38 cell line were in vitro assessed and compared with those of the free benzimidazole compound. In addition to FTIR, XRD, and NMR spectral studies, a polymeric nanocomplex with an average particle size of 467.7 nm and high stability was successfully developed, as indicated by the negative zeta potential (-28.24 mV). The nanocomplex also showed prolonged pH-sensitive sustained drug release under conditions that replicated the tumor's extra/intracellular pH. The formulated nanocomplex also demonstrated potent radical scavenging capacity owing to the inclusion of curcumin, a known radical quencher. In addition, compared with the free compound, BMPE-Cur induced DNA fragmentation-driven cell cycle arrest in HepG2, PC3, and MCF-7-ADR cells at the G1/S, G1 & S phases; respectively, with remarkable selectivity. In conclusion, the newly formulated BMPE-Cur nanocomplex represents an attractive multitarget anticancer candidate.

Keywords: Benzimidazole; Curcumin; Drug delivery; Multitarget-anticancer; Polymeric nanocomplex; β-Cyclodextrin.

MeSH terms

  • Antineoplastic Agents* / chemistry
  • Antineoplastic Agents* / pharmacology
  • Antioxidants / chemistry
  • Antioxidants / pharmacology
  • Apoptosis / drug effects
  • Benzimidazoles* / chemistry
  • Benzimidazoles* / pharmacology
  • Cell Line, Tumor
  • Curcumin* / administration & dosage
  • Curcumin* / chemistry
  • Curcumin* / pharmacology
  • Drug Carriers / chemistry
  • Drug Liberation
  • Hep G2 Cells
  • Humans
  • Hydrogen-Ion Concentration
  • MCF-7 Cells
  • Nanoparticles / chemistry
  • Polyethylene Glycols* / chemistry
  • beta-Cyclodextrins* / chemistry

Substances

  • Curcumin
  • beta-Cyclodextrins
  • Benzimidazoles
  • Antineoplastic Agents
  • Polyethylene Glycols
  • Antioxidants
  • Drug Carriers
  • benzimidazole