Abstract

The compound 3,3′-diindolylmethane (DIM) has a broad spectrum of anticancer activities. However, low stability and bioavailability limit its application. Elucidating interactions between DIM and β-lactoglobulin (β-LG) may be useful for fabricating whey protein-based protecting systems. Interaction with DIM increased the diameter and absolute zeta potential value of β-LG. UV-absorption spectra suggested that there was a complex of DIM and β-LG. β-LG showed enhanced fluorescence intensity by complexing with DIM with a binding constant of 6.7 × 105 M−1. Upon interaction with DIM, β-LG was decreased in secondary structure content of helix and turn while increased in β-sheet and unordered. FT-IR spectra and molecular docking results indicated the roles of hydrophobic interaction and hydrogen bond for the formation of DIM and β-LG nanocomplexes. Data suggested that β-LG may be a good vehicle for making a protein-based DIM protection and delivery system due to the tight binding of DIM to β-LG.

Highlights

  • The bioactive compound 3,30 -diindolylmethane (DIM) is present in cruciferous vegetables

  • Previous study has shown that zein/carboxymethyl chitosan nanoparticles can be used to improve the sensitivity and release properties of DIM [5]

  • This study aims to investigate interactions between DIM and β-LG by measuring diameter, zeta potential, UV-vis absorbance and fluorescence spectra, and Fourier transform infrared (FT-IR) and far-ultraviolet circular dichroism (Far-UV CD) spectra

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Summary

Introduction

The bioactive compound 3,30 -diindolylmethane (DIM) is present in cruciferous vegetables. It is a member of indoles with two imido groups and two benzene rings. DIM is becoming more and more popular in functional foods and the pharmaceutical industry in recent years. Its low stability and poor oral bioavailability is a major challenge for its broad application. Direct incorporation of DIM into food or intraperitoneal injection will result in its functionality loss [3] and high lipophilicity may be responsible for its poor oral bioavailability [4]. Previous study has shown that zein/carboxymethyl chitosan nanoparticles can be used to improve the sensitivity and release properties of DIM [5]

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