Inclusion complex of fatty acids of pomegranate seed oil with betacyclodextrin: preparation, characterization and bioactivity

Punicic acid has been shown to exhibit anti-cardiovascular, anti-osteoporosis, antidiabetic, anti-infammatory, and anticancer\r\nactivities in both in vitro and in vivo studies. In this study, the inclusion complex of fatty acids (FA) from pomegranate seed\r\noil, containing more than 70% punicic acid, with β-cyclodextrin (bCD) was comprehensively investigated. The inclusion\r\ncomplex (FA_bCD) was prepared by the co-precipitation method under optimal conditions: a bCD concentration of 10 mM\r\nand a molar ratio of bCD to FA of 2:1. The characteristics of the complex were studied using IR, XRD, TGA, SEM, and\r\n1\r\nH NMR spectrometry. The geometries of the inclusion complex of punicic acid with bCD (Pu_bCD) were explored using\r\nDFT calculations (B3LYP/6-31G) with semi-empirical dispersion correction. The FA_bCD complex was formed in a 1:1\r\nstoichiometry, and a stability constant of 1365 M−1 at 40 °C was determined. The antioxidant activity and ability to inhibit\r\nMCF-7 cell growth of the inclusion complex and fatty acid were compared, providing a theoretical basis for the further\r\ndevelopment and utilization of FA_bCD complexes.