{"title":"Characterization and In Vitro Prebiotic Activity of Pterostilbene/β-Cyclodextrin Inclusion Complexes.","authors":"Chuan-Chao Wu, Long Qian, Zhen Rong, Yu-Qi Li, Hui-Min Zhang, Rui-Yu He, Guo-Qiang Zhang","doi":"10.3390/molecules30061363","DOIUrl":null,"url":null,"abstract":"<p><p>Pterostilbene (PTS) has multiple benefits, but poor water solubility and bioavailability limit its application. PTS/β-CD inclusion complexes were synthesized through the phase solubility method to enhance their water solubility. The inclusion complexes were characterized through Fourier transform infrared spectroscopy, scanning electron microscopy, X-ray diffraction, nuclear magnetic resonance, and molecular docking techniques. The results demonstrated that PTS and β-CD successfully created inclusion complexes with a host-guest ratio of 1:1 and a stability constant of 166.7 M<sup>-1</sup>. To further investigate its prebiotic function, simulated digestion experiments revealed that β-CD exhibited resistance to digestion, allowing it to reach the colon intact. During gastrointestinal digestion, PTS in the PTS/β-CD inclusion complexes was gradually released. Following digestion, the in vitro fermentation of healthy human feces further confirmed the probiotic properties. Compared to the β-CD and fructooligosaccharide (FOS) groups, the PTS/β-CD group significantly increased the production of acetic acid, butyric acid, and lactic acid, respectively. Additionally, beneficial bacteria, such as <i>Bifidobacterium</i> and <i>Lactobacillus</i>, proliferated in the PTS/β-CD group, while the relative abundance of potential pathogenic bacteria, such as <i>Lactococcus</i>, <i>Streptococcus</i>, and <i>Klebsiella</i>, was significantly reduced. Compared to the blank group, propionic acid and butyric acid concentrations in the β-CD group were significantly higher. The abundance of <i>Lactobacillus</i> and other key bacterial species in the β-CD group increased, while the relative abundance of <i>Klebsiella</i> and other pathogens decreased significantly. In conclusion, PTS/β-CD inclusion complexes altered the composition of intestinal flora, promoting the proliferation of beneficial bacteria and inhibiting the growth of harmful bacteria, thereby demonstrating dual probiotic functionality.</p>","PeriodicalId":19041,"journal":{"name":"Molecules","volume":"30 6","pages":""},"PeriodicalIF":4.2000,"publicationDate":"2025-03-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC11944276/pdf/","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Molecules","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.3390/molecules30061363","RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"BIOCHEMISTRY & MOLECULAR BIOLOGY","Score":null,"Total":0}
引用次数: 0
Abstract
Pterostilbene (PTS) has multiple benefits, but poor water solubility and bioavailability limit its application. PTS/β-CD inclusion complexes were synthesized through the phase solubility method to enhance their water solubility. The inclusion complexes were characterized through Fourier transform infrared spectroscopy, scanning electron microscopy, X-ray diffraction, nuclear magnetic resonance, and molecular docking techniques. The results demonstrated that PTS and β-CD successfully created inclusion complexes with a host-guest ratio of 1:1 and a stability constant of 166.7 M-1. To further investigate its prebiotic function, simulated digestion experiments revealed that β-CD exhibited resistance to digestion, allowing it to reach the colon intact. During gastrointestinal digestion, PTS in the PTS/β-CD inclusion complexes was gradually released. Following digestion, the in vitro fermentation of healthy human feces further confirmed the probiotic properties. Compared to the β-CD and fructooligosaccharide (FOS) groups, the PTS/β-CD group significantly increased the production of acetic acid, butyric acid, and lactic acid, respectively. Additionally, beneficial bacteria, such as Bifidobacterium and Lactobacillus, proliferated in the PTS/β-CD group, while the relative abundance of potential pathogenic bacteria, such as Lactococcus, Streptococcus, and Klebsiella, was significantly reduced. Compared to the blank group, propionic acid and butyric acid concentrations in the β-CD group were significantly higher. The abundance of Lactobacillus and other key bacterial species in the β-CD group increased, while the relative abundance of Klebsiella and other pathogens decreased significantly. In conclusion, PTS/β-CD inclusion complexes altered the composition of intestinal flora, promoting the proliferation of beneficial bacteria and inhibiting the growth of harmful bacteria, thereby demonstrating dual probiotic functionality.
期刊介绍:
Molecules (ISSN 1420-3049, CODEN: MOLEFW) is an open access journal of synthetic organic chemistry and natural product chemistry. All articles are peer-reviewed and published continously upon acceptance. Molecules is published by MDPI, Basel, Switzerland. Our aim is to encourage chemists to publish as much as possible their experimental detail, particularly synthetic procedures and characterization information. There is no restriction on the length of the experimental section. In addition, availability of compound samples is published and considered as important information. Authors are encouraged to register or deposit their chemical samples through the non-profit international organization Molecular Diversity Preservation International (MDPI). Molecules has been launched in 1996 to preserve and exploit molecular diversity of both, chemical information and chemical substances.