Secoiridoid dimers and their biogenetic precursors from the fruits of Cornus officinalis with potential therapeutic effects on type 2 diabetes

Bioorg Chem. 2021 Dec:117:105399. doi: 10.1016/j.bioorg.2021.105399. Epub 2021 Oct 4.

Abstract

Cornusdiridoid A-F (1-6), six unusual cornuside-morroniside secoiridoid dimers, and their possible new biogenetic precursor, 3″,5″-dehydroxycornuside (7), together with four known secoiridoids (8-11), were obtained from the fruits of Cornus officinalis. Their structures were elucidated on the basis of various spectroscopic and chemical methods. A plausible biosynthetic pathway of compounds 1-11 was proposed. The α-glucosidase inhibitory, antioxidant and anti-inflammatory activities of these isolates were evaluated. Some of them emerged out as potent antidiabetic, anti-inflammatory and free radical scavenging agents. Molecular docking was also carried out for antidiabetic target α-glucosidase to investigate the possible binding modes of the most potent α-glucosidase inhibitor, vincosamide (9). These results revealed that the secoiridoids from C. officinalis fruits may be served as new potential antidiabetic agents to prevent and treat type 2 diabetes.

Keywords: Anti-inflammatory; Antioxidant; Biosynthetic pathway; Cornus officinalis; Docking study; Secoiridoid dimers; Type 2 diabetes; α-glucosidase.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Anti-Inflammatory Agents / chemistry
  • Anti-Inflammatory Agents / pharmacology
  • Antioxidants / chemistry
  • Antioxidants / pharmacology*
  • Cornus / chemistry*
  • Diabetes Mellitus, Type 2 / drug therapy*
  • Diabetes Mellitus, Type 2 / metabolism
  • Drug Discovery
  • Fruit / chemistry
  • Glycoside Hydrolase Inhibitors / chemistry
  • Glycoside Hydrolase Inhibitors / pharmacology*
  • Humans
  • Hypoglycemic Agents / chemistry
  • Hypoglycemic Agents / pharmacology
  • Iridoids / chemistry
  • Iridoids / pharmacology*
  • Mice
  • Molecular Docking Simulation
  • Plant Extracts / chemistry
  • Plant Extracts / pharmacology
  • RAW 264.7 Cells
  • alpha-Glucosidases / metabolism

Substances

  • Anti-Inflammatory Agents
  • Antioxidants
  • Glycoside Hydrolase Inhibitors
  • Hypoglycemic Agents
  • Iridoids
  • Plant Extracts
  • alpha-Glucosidases