Unprecedent aminophysalin from Physalis angulata

Steroids. 2014 Oct:88:60-5. doi: 10.1016/j.steroids.2014.06.016. Epub 2014 Jun 25.

Abstract

The 95% ethanol extract of the whole plant of Physalis angulata Linn. afforded one new skeletal physalin named aminophysalin A (1) and one new naturally occurring 5β-hydroxy-6a-chloro-5,6-dihydrophysalin B (2), together with five known physalins (3-7). Their structures were elucidated through MS, IR, NMR spectroscopy analyses and X-ray crystallography. Aminophysalin A (1) had an absolutely unusual structural feature in the chemistry of physalins with a nitrogen atom. Compounds 1-7 were evaluated for quinone reductase activities in hepa 1c1c7 cells. Physalin H (6) showed strong quinone reductase induction activity with IR (Induction ratio, QR induction activity) value of 3.74±0.02, using 4-bromoflavone as a positive control substance (2.17±0.01, 10 μg/mL), while compounds 1, 2, 3, 5 showed weak quinone reductase induction activity.

Keywords: Aminophysalin; Physalin; Physalis angulata Linn; QR induction activity.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Cell Line
  • Enzyme Induction / drug effects
  • Ethanol / chemistry
  • Humans
  • NAD(P)H Dehydrogenase (Quinone) / biosynthesis
  • Physalis / chemistry*
  • Steroids / chemistry
  • Steroids / isolation & purification*
  • Steroids / pharmacology*

Substances

  • Steroids
  • Ethanol
  • NAD(P)H Dehydrogenase (Quinone)