Inclusion complex of clausenidin with hydroxypropyl-β-cyclodextrin: Improved physicochemical properties and anti-colon cancer activity

Abstract

The long-term objective of the present study was to prepare, physicochemically characterize and determine the anticancer of clausenidin/hydroxypropyl-β-cyclodextrin (Clu/HPβCD) inclusion complex. We used differential scanning calorimetry, X-ray diffractometer, fourier transform infrared spectroscopy, ultraviolet–visible spectrophotometer and 13 C and 1 H nuclear magnetic resonance followed by in vitro anticancer assays. The orientation and intermolecular interactions of Clausenidin within cyclodextrin cavity were also ascertained by molecular docking simulation accomplished by AutoDock Vina. The guest molecule was welcomed by the hydrophobic cavity of the host molecule and sustained by hydrogen bond between host/guest molecules. The constant drug release with time, and increased solubility were found after successful complexation with HPβCD as confirmed by physicochemical characterizations. Clausenidin had greater cytotoxic effect on colon cancer HT29 cells when incorporated into HPβCD cavity than dissolved in DMSO. Also, from a comparison of cell viability between normal and cancer cells, a reduced side effect was observed. The Clu/HPβCD inclusion complex triggered reactive oxygen species-mediated cytotoxicity in HT29 cells. The inclusion complex-treated HT29 cells showed cell cycle arrest and death by apoptosis associated with caspases activation. The presence of HPβCD seems to aid the anticancer activity of clausenidin.

Preparation, characterization, in vitro drug release and anti-inflammatory of thymoquinone-loaded chitosan nanocomposite

“…The sustained-release feature of TQ-NC nanoparticles at pH 6.8 has important biological implications. The intracellular pH of normal cells is approximately 7.2 ( Al-Abboodi et al, 2021 ). Thus, in the intracellular environment, the TQ-NC nanoparticles will release TQ slowly with prolonged biological effects.…”

Cyclodextrin based nanoparticles for smart drug delivery in colorectal cancer

“…The nanoparticles at room temperature have no residual magnetism once the magnetic field is removed (Anik et al, 2021). They do not form aggregations, which prevents them from being taken up by phagocytes and prevents them from unwarrantedly obstructing blood vessels or causing thrombosis (Al-Abboodi et al, 2021). To attain a sufficient drug targeting efficiency, the magnetic nanoparticle's size, shape, and surface characteristics must be carefully controlled.…”

Synthesis, Optimization, and Evaluation of the Inclusion Complex of Ibuprofen‐Hydroxypropyl‐beta‐cyclodextrin: An in Vitro and in Silico Study“

“…Moreover, it is postulated that complexation with cyclodextrins can directly inhibit interaction of ibuprofen with mucosal cells through enclosing the drug or attenuating its physicochemical effects and thus less mucosal irritation and gastrointestinal toxicity [9] . HPβCD (Figure 1B) as commonly‐used β‐cyclodextrin derivate, has been applied to complex various drugs such as lidocaine, [10] spironolactone, [11] and clausenidin [12] …”