Bistinospinosides A and B, Dimeric Clerodane Diterpene Glycosides from Tinospora sagittata

J Nat Prod. 2017 Sep 22;80(9):2478-2483. doi: 10.1021/acs.jnatprod.7b00324. Epub 2017 Aug 24.

Abstract

Two dimeric clerodane diterpene glycosides, namely, bistinospinosides A (1) and B (2), were isolated from the roots of Tinospora sagittata. Their structures were elucidated by extensive spectroscopic data interpretation. The compounds feature an unusual 1,4-epoxycyclohexane ring in their structures and may be biosynthetically constructed via an intermolecular Diels-Alder [4+2] cycloaddition from the corresponding clerodane diterpene. The compounds were evaluated in a nitric oxide inhibitory assay using J774.1 macrophage-like cells.

MeSH terms

  • Diterpenes, Clerodane / chemistry
  • Diterpenes, Clerodane / isolation & purification*
  • Diterpenes, Clerodane / pharmacology*
  • Glycosides / chemistry
  • Glycosides / isolation & purification*
  • Glycosides / pharmacology*
  • Macrophages / chemistry
  • Macrophages / drug effects*
  • Molecular Structure
  • Nitric Oxide / analysis*
  • Nitric Oxide / chemistry
  • Plant Roots / chemistry*
  • Tinospora / chemistry*

Substances

  • Diterpenes, Clerodane
  • Glycosides
  • bistinospinoside A
  • bistinospinoside B
  • Nitric Oxide