Phenolic Compounds from Belamcanda chinensis Seeds

Molecules. 2018 Mar 5;23(3):580. doi: 10.3390/molecules23030580.

Abstract

Two new sucrose derivatives, namely, belamcanosides A (1) and B (2), together with five other known compounds (3-7), were isolated from the seeds of Belamcanda chinensis (L.) DC. Their structures were identified based on spectroscopic data. Especially, the absolute configurations of fructose and glucose residues in 1 and 2 were assigned by acid hydrolysis, followed by derivatization and gas chromatography (GC) analysis. Among the known compounds, (-)-hopeaphenol (3), (+)-syringaresinol (4), and quercetin (5), were isolated from B. chinensis for the first time. In addition, biological evaluation of 1 and 2 against cholesterol synthesis and metabolism at the gene level was carried out. The results showed that compounds 1 and 2 could regulate the expression of cholesterol synthesis and metabolism-associated genes, including 3-hydroxy-3-methylglutaryl-coenzyme A reductase (HMGCR), squalene epoxidase (SQLE), low density lipoprotein receptor (LDLR), and sortilin (SORT1) genes in HepG2 cells.

Keywords: Belamcanda chinensis; GC analysis; HMGCR; LDLR; SORT1; SQLE; belamcanosides A and B.

MeSH terms

  • Adaptor Proteins, Vesicular Transport / genetics
  • Adaptor Proteins, Vesicular Transport / metabolism
  • Cell Survival / drug effects
  • Cholesterol / biosynthesis
  • Furans / chemistry*
  • Furans / isolation & purification
  • Furans / pharmacology
  • Gene Expression Regulation
  • Hep G2 Cells
  • Humans
  • Hydroxymethylglutaryl CoA Reductases / genetics
  • Hydroxymethylglutaryl CoA Reductases / metabolism
  • Iris Plant / chemistry*
  • Lignans / chemistry*
  • Lignans / isolation & purification
  • Lignans / pharmacology
  • Phenols / chemistry*
  • Phenols / isolation & purification
  • Phenols / pharmacology
  • Plant Extracts / chemistry
  • Quercetin / chemistry*
  • Quercetin / isolation & purification
  • Quercetin / pharmacology
  • Receptors, LDL / genetics
  • Receptors, LDL / metabolism
  • Seeds / chemistry*
  • Squalene Monooxygenase / genetics
  • Squalene Monooxygenase / metabolism
  • Stilbenes / chemistry*
  • Stilbenes / isolation & purification
  • Stilbenes / pharmacology

Substances

  • Adaptor Proteins, Vesicular Transport
  • Furans
  • LDLR protein, human
  • Lignans
  • Phenols
  • Plant Extracts
  • Receptors, LDL
  • Stilbenes
  • hopeaphenol
  • syringaresinol
  • Cholesterol
  • Quercetin
  • HMGCR protein, human
  • Hydroxymethylglutaryl CoA Reductases
  • Squalene Monooxygenase
  • sortilin