Lingzhiols, unprecedented rotary door-shaped meroterpenoids as potent and selective inhibitors of p-Smad3 from Ganoderma lucidum

Org Lett. 2013 Nov 1;15(21):5488-91. doi: 10.1021/ol4026364. Epub 2013 Oct 15.


(+)-Lingzhiol and (-)-lingzhiol, a pair of rotary door-shaped meroterpenoidal enantiomers, were isolated from Ganoderma lucidum. Their structures were identified by spectroscopic methods and X-ray diffraction crystallography. Lingzhiol bears an unusual 5/5/6/6 ring system characteristic of sharing a C-3'-C-7' axis. Biological evaluation showed that (+)-lingzhiol or (-)-lingzhiol could selectively inhibit the phosphorylation of Smad3 in TGF-β1-induced rat renal proximal tubular cells and activate Nrf2/Keap1 in mesangial cells under diabetic conditions.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Mesangial Cells / chemistry*
  • Mesangial Cells / metabolism
  • Molecular Structure
  • Phosphorylation
  • Rats
  • Reishi / chemistry*
  • Reishi / metabolism
  • Smad3 Protein / antagonists & inhibitors*
  • Smad3 Protein / chemistry*
  • Smad3 Protein / metabolism
  • Terpenes / chemistry*
  • Transforming Growth Factor beta1 / chemistry*
  • Transforming Growth Factor beta1 / metabolism
  • X-Ray Diffraction


  • Smad3 Protein
  • Terpenes
  • Transforming Growth Factor beta1
  • lingzhiol