Lutein-stachyose (LS) amphiphilic oligosaccharide derivatives improve the oral bioavailability of lutein

Yuanyuan Li; Bingxue Liu; Xiaoxue Zhang; Yanjie Liu; Siying Wang; Shujun Li; Xiuhua Zhao

doi:10.1016/j.foodchem.2023.136032

Lutein-stachyose (LS) amphiphilic oligosaccharide derivatives improve the oral bioavailability of lutein

Food Chem. 2023 Aug 30:418:136032. doi: 10.1016/j.foodchem.2023.136032. Epub 2023 Mar 24.

Authors

Yuanyuan Li¹, Bingxue Liu², Xiaoxue Zhang², Yanjie Liu², Siying Wang², Shujun Li³, Xiuhua Zhao⁴

Affiliations

¹ Key Laboratory of Forest Plant Ecology, Ministry of Education, Northeast Forestry University, Harbin 150040, Heilongjiang, China; Key Laboratory of Bio-Based Material Science and Technology of Ministry of Education, Northeast Forestry University, Harbin 150040, Heilongjiang, China.
² Key Laboratory of Forest Plant Ecology, Ministry of Education, Northeast Forestry University, Harbin 150040, Heilongjiang, China.
³ Key Laboratory of Bio-Based Material Science and Technology of Ministry of Education, Northeast Forestry University, Harbin 150040, Heilongjiang, China. Electronic address: lishujun@nefu.edu.cn.
⁴ Key Laboratory of Forest Plant Ecology, Ministry of Education, Northeast Forestry University, Harbin 150040, Heilongjiang, China. Electronic address: xiuhuazhao@nefu.edu.cn.

PMID: 36996657
DOI: 10.1016/j.foodchem.2023.136032

Abstract

A new amphiphilic oligosaccharide derivative, based on lutein modification onto the OH position of stachyose with facile and mild esterification, was prepared and used to improve the oral bioavailability of lutein. The structures of lutein-stachyose derivative (LS) were confirmed by Fourier transform infrared spectroscopy and hydrogen-1 nuclear magnetic resonance, indicating that one stachyose is connected to one lutein through succinic acid. The critical micelle concentration of LS was approximately 6.86 ± 0.24 mg/mL, corresponding to the free lutein concentration of approximately 2.96 mg/mL. LS has better digestive stability and free radical scavenging ability, and it could inhibit the degradation of lutein in the gastrointestinal tract. Importantly, LS is nontoxic to cells and zebrafish embryos. In terms of oral bioavailability in rats, the AUC_0-12h values of LS were 2.26 times higher than those of free lutein. Therefore, stachyose modification is a promising strategy for improving the oral bioavailability of fat-soluble lutein.

Keywords: Bioavailability; Lutein; Modification; Solubility; Stachyose.

MeSH terms

Animals
Biological Availability
Lutein* / chemistry
Oligosaccharides
Rats
Solubility
Zebrafish*

Substances

stachyose
Lutein
Oligosaccharides