Nonpeptidal compounds from the insect Polyphaga plancyi and their biological evaluation

Bioorg Chem. 2020 Nov:104:104258. doi: 10.1016/j.bioorg.2020.104258. Epub 2020 Sep 2.

Abstract

Five new nitrogen-containing compounds (1-3, 5, and 6), two compounds which was firstly isolated from natural origin (7 and 10), along with six known ones, were isolated from the ethanol extract of the whole bodies of Polyphaga plancyi. The structures of the new compounds including their absolute configurations at stereogenic centers were assigned on the basis of spectroscopic analyses and computational methods. Racemic 10 was separated by chiral HPLC. Biological activities of these isolates against extracellular matrix components in rat renal proximal tubular cells, EV71, COX-2, ROCK2, JAK3, and tuberculosis were evaluated. Importantly, 8 was found to be a selective Smad3 phosphorylation inhibitor.

Keywords: Insect; Nitrogen-containing compounds; Polyphaga plancyi; Renal protection; Smad3 phosphorylation inhibitor.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Antitubercular Agents / chemistry
  • Antitubercular Agents / isolation & purification
  • Antitubercular Agents / pharmacology*
  • Biological Products / chemistry
  • Biological Products / isolation & purification
  • Biological Products / pharmacology*
  • Cells, Cultured
  • Coleoptera / chemistry*
  • Cyclooxygenase 2 / metabolism*
  • Density Functional Theory
  • Dose-Response Relationship, Drug
  • Enzyme Inhibitors / chemistry
  • Enzyme Inhibitors / isolation & purification
  • Enzyme Inhibitors / pharmacology*
  • Janus Kinase 3 / antagonists & inhibitors*
  • Janus Kinase 3 / metabolism
  • Molecular Structure
  • Rats
  • Structure-Activity Relationship
  • Tuberculosis / drug therapy*

Substances

  • Antitubercular Agents
  • Biological Products
  • Enzyme Inhibitors
  • Jak3 protein, rat
  • Cyclooxygenase 2
  • Janus Kinase 3