Incarnolides A and B, Two Schinortriterpenoids with a Tricyclo[9.2.1.02,8]tetradecane-Bridged System from Schisandra incarnata

Org Lett. 2020 Feb 7;22(3):1071-1075. doi: 10.1021/acs.orglett.9b04600. Epub 2020 Jan 15.

Abstract

Incarnolides A (1) and B (2), two schinortriterpenoids (SNTs) featuring a tricyclo[9.2.1.02,8]tetradecane-bridged system, together with two biosynthetically related known SNTs, lancifonins A (3) and C (4), were isolated from the stems of Schisandra incarnata. Their structures were elucidated by extensive spectroscopic analyses, and the absolute configurations were assigned by single-crystal X-ray diffraction and electronic circular dichroism calculation. The hypothetical biogenetic pathway of 1 and 2 was postulated. Compound 1 exhibited antiviral and neuroprotective activities.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkanes / chemistry*
  • Crystallography, X-Ray
  • Models, Molecular
  • Molecular Structure
  • Schisandra / chemistry*
  • Stereoisomerism
  • Triterpenes / chemistry
  • Triterpenes / isolation & purification*

Substances

  • Alkanes
  • Triterpenes