The structure and antiproliferative activity of the inclusion complex of neoandrographolide/β-cyclodextrin

doi:10.5246/jcps.2023.06.036

Abstract

Abstract:

In the present study, the inclusion complex of neoandrographolide and β-cyclodextrin (β-CD) was studied by experimental and theoretical methods. The inclusion complex of neoandrographolide/β-CD was prepared by the saturated solution method. The equilibrium constant of the inclusion complex was determined by UV-vis spectra. The structure of the complex was characterized by DTA, FT-IR, and molecular modeling techniques. All these results indicated that neoandrographolide could enter the cavity of β-CD to form an inclusion complex, and the neoandrographolide/β-CD inclusion complex exhibited different spectroscopic features and properties from neoandrographolide. The molar rate of the inclusion complex was 1:1. The five-membered lactone ring of the neoandrographolide molecule was inserted into the cavities of β-CD from the wider edge. The calculated equilibrium constant of the complex was 489.9918 mol/L. The in-vitro antiproliferative activity of neoandrographolide was significantly improved through the inclusion complexation process. Taken together, the inclusion complexation process was a successful method that could be used in the pharmaceutical industry.

Key words: Neoandrographolide, β-Cyclodextrin, Equilibrium constant, Inclusion complex, Molecular modeling, Antiproliferative activity studies

Supporting:

Yancong Zhao, Li Wang, Jingjing Zeng, Jinghua Li. The structure and antiproliferative activity of the inclusion complex of neoandrographolide/β-cyclodextrin[J]. Journal of Chinese Pharmaceutical Sciences, 2023, 32(6): 427-434.

Figures/Tables 8

Table 1. The interaction energy between neoandrographolide and β-CD calculated with CAChe 6.1 software.

Table 2. In vitro activity of neoandrographolide and inclusion complex.

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