Bis-demethoxy curcumin analog nanoparticles: synthesis, characterization, and anticancer activity in vitro

J Nanosci Nanotechnol. 2014 Jul;14(7):4865-73. doi: 10.1166/jnn.2014.9219.

Abstract

We have optimized a protocol for the preparation of bisdemethoxy curcumin analog nanoparticles (BDMCA-NP) by the solvent assisted process. The structural similarities between bulk and nano BDMCA were determined by Co-TLC, NMR and F-TIR. This shows that our synthesis protocol enhanced the dispersibility and reduce the size of BDMCA without altering the integrity of functional moieties and structure, which is crucial for anticancer and antioxidant activities. The morphology and size of BDMCA-NP as determined by SEM, HRTEM and DLS was found to be around 80 nm. BDMCA-NP treated breast cancer cell lines (MCF 7) showed cell death as characterized by MTT assay. Flow cytometric analysis of BDMCA-NP treated MCF 7 cell lines showed an increase of cell count in G2/M phase indicates the cell cycle arrest. Western blot analysis revealed the presence of caspase 3, caspase 9, cleaved fragments of PARP and Bax proteins in the BDMCA-NP treated MCF 7 cell lines, but not in untreated cell lines. To recap, we have prepared BDMCA-NP by solvent assisted process, which exerted anticancer activity against breast cancer cells, which may be due to (i) enhanced dispersibility and surface: volume ratio, (ii) apoptosis (iii) mitochondrial pathway induced cell death, (iv) G2/M phase cell cycle arrest and (v) disassembly of mitotic spindle of the cancer cells. Thus, nano BDMCA can be used as a potent anticancer agent.

MeSH terms

  • Animals
  • Antineoplastic Agents / administration & dosage
  • Antineoplastic Agents / chemistry
  • Apoptosis / drug effects
  • Chlorocebus aethiops
  • Crystallization / methods
  • Curcumin / administration & dosage
  • Curcumin / analogs & derivatives*
  • Curcumin / chemical synthesis
  • Diarylheptanoids
  • Diffusion
  • Drug Compounding / methods*
  • Humans
  • MCF-7 Cells
  • Nanoparticles / administration & dosage*
  • Nanoparticles / chemistry*
  • Nanoparticles / ultrastructure
  • Neoplasms, Experimental / drug therapy*
  • Neoplasms, Experimental / pathology
  • Particle Size
  • Surface Properties
  • Treatment Outcome
  • Vero Cells

Substances

  • Antineoplastic Agents
  • Diarylheptanoids
  • bisdemethoxycurcumin
  • Curcumin