Structural Related Effects of Natural Steroid Molecules on Cholesterol Crystallization in Model Bile and Ethanol. Issue 13 (6th April 2018)

• Record Type: Journal Article
• Authors: Jing, Jie; Wei, Tongxin; Su, Wenqiang; Liu, Yonghai; Yao, Weiwei; Zhu, Huaxu; Fu, Tingming
• Is Part Of: ChemistrySelect. Volume 3:Issue 13(2018)
• Page Start: 3712
• Page End: 3717
• Publication Date: 2018-04-06
• Subjects: Cholesterol -- Ergosterol -- β-Sitosterol -- Solubility -- Stigmasterol; Chemistry -- Periodicals; 540.5
• DOI: 10.1002/slct.201800237
• Languages: English
• ISSNs: 2365-6549

Abstract

Abstract: The purpose of the present experiment is to study the different effects of natural steroid molecules (NSM) on the crystallization of cholesterol in model bile and ethanol. Three natural steroids (stigmasterol, β‐sitosterol, and ergosterol) were selected as model molecules. The supernatant and precipitated crystals collected from 95% ethanol and model bile were quantitatively analyzed by high‐performance liquid chromatography‐evaporative light scattering detection (HPLC‐ELSD ), powder X‐ray diffraction, and differential scanning calorimetry, as well as scanning electron microscope, were conducted to understand the crystalline properties of a substance. Results show that Stigmasterol and β‐sitosterol can increase the solubility of cholesterol in specific mass ratios under 95% ethanol system, and lower the solubility of cholesterol in model bile. Ergosterol, on the other hand, has no significant effect on cholesterol crystallization. The reason for this phenomenon is that phytosterols are more similar in molecular structure to cholesterol and act as co‐precipitates with cholesterol in both systems. Abstract : Phytosterols had the same parent nucleus as cholesterol, both β‐sitosterol and stigmasterol could replace cholesterol in the phospholipid bimolecular layer, so the content of cholesterol in model bile reduced. However, the formation of co‐crystals of stigmasterol with cholesterol is more difficult relative to β‐sitosterol due to the difference in spatial effects. Ergosterol has no effect on cholesterol when the structure of the parent nucleus changed.