Formation of amygdalin/β-cyclodextrin derivatives inclusion complexes for anticancer activity assessment in human cervical carcinoma HeLa cell line

• Published in: International journal of pharmaceutics 2024-09, Vol.662, p.124293, Article 124293
• Main Authors: Meenatchi, Venkatasamy, Narayanan, Kannan Badri, Sood, Ankur, Han, Sung Soo
• Format: Article
• Language: English
• Subjects: 2-Hydroxypropyl-beta-cyclodextrin - chemistry; Amygdalin; Amygdalin - administration & dosage; Amygdalin - chemistry; Amygdalin - pharmacology; Antineoplastic Agents - administration & dosage; Antineoplastic Agents - chemistry; Antineoplastic Agents - pharmacology; beta-Cyclodextrins - chemistry; Cell Survival - drug effects; Drug Liberation; Drug Stability; Female; HeLa Cells; Humans; In vitro drug release; In-vitro cytotoxicity; Inclusion complex; Uterine Cervical Neoplasms - drug therapy; X-Ray Diffraction - methods; β-cyclodextrin derivatives
• ISSN: 0378-5173; 1873-3476; 1873-3476
• DOI: 10.1016/j.ijpharm.2024.124293

[Display omitted] •Inclusion complexes (ICs) of AMY/CDs were fabricated using ultrasonication.•AMY formed inclusion complexes with CDs at 1:1 M ratio.•Physicochemical properties of AMY/CD-ICs were significantly modified.•AMY/CD-ICs displayed burst drug release profiles.•AMY/CD-ICs exhibited excellent inhibitory capacity with HeLa cancer cells. Nanoencapsulation has gained considerable attention because of its unique features and advantages in anticancer drug delivery. Amygdalin (AMY) is an anticancer compound, showing limitations in its applications by low stability. Herein, the inclusion complexes (ICs) of AMY with β-cyclodextrin (βCD), and its derivatives such as 2-hydroxypropyl-βCD (HPβCD) and methyl-βCD (MβCD) were fabricated. The fabricated AMY/CD-ICs were thoroughly evaluated using Fourier-transform infrared spectroscopy, powder X-ray diffraction, thermogravimetric/differential thermal analysis, proton nuclear magnetic resonance, ultraviolet–visible diffuse reflectance spectroscopy, and photoluminescence techniques. Double reciprocal profile study of the absorption and fluorescence spectra revealed that the AMY formed the ICs with βCD derivatives at a guest/host stoichiometric ratio of 1/1. The thermal stability of AMY was enhanced as the IC formation aid observed by the shift of thermal degradation temperature of AMY from the range of ∼ 220–250 °C to > 295 °C. Theoretical analyses of the energetic, electronic, and global reactivity parameters of the AMY/CD-ICs were evaluated using the PM3 method. Further assessment of the dissolution diagrams of AMY/CD-ICs revealed a burst release profile. In addition, cell toxicity was evaluated using the MTT assay, and the results showed that AMY/CD-ICs had significantly more efficacious in inhibiting HeLa cancer cells than AMY. These results proved that the IC formations with CDs significantly enhanced the anticancer activity of AMY.