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Withanolides from Physalis angulata L.

R Ya Okmanov1, M M Makhmudova1, I D Bobaev1,2

  • 1S.Yunusov Institute of the Chemistry of Plant Substances Academy of Sciences, of Uzbekistan 100170, Mirzo Ulugbek Str., 77, Tashkent, Uzbekistan.

Acta Crystallographica. Section E, Crystallographic Communications
|August 23, 2021
PubMed
Summary

Two new withanolides, physangulide B chloroform monosolvate and 14α-hydroxy-ixocarpanolide, were isolated from Physalis angulata. Their structures and crystal packing were determined using X-ray diffraction, revealing intermolecular hydrogen bonds.

Keywords:
14α-hy­droxy­ixocarpanolidePhysalis angulata L.chloro­form solvatecrystal structurehydrogen bondingmol­ecular structurephysangulide B

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Area of Science:

  • Natural Products Chemistry
  • Organic Chemistry
  • Crystallography

Background:

  • Physalis angulata (Solanaceae) is a plant species known for its potential medicinal properties.
  • Isolation and characterization of bioactive compounds from medicinal plants are crucial for drug discovery.

Purpose of the Study:

  • To isolate and characterize novel withanolides from the aerial parts of Physalis angulata.
  • To determine the molecular structures and crystal packing of the isolated compounds using X-ray diffraction.

Main Methods:

  • Chloroform extraction of aerial parts of Physalis angulata.
  • Chromatographic separation techniques for isolating compounds.
  • X-ray diffraction analysis for structure determination and absolute configuration.
  • Analysis of intermolecular hydrogen bonding and crystal network formation.

Main Results:

  • Two withanolides were isolated: physangulide B chloroform monosolvate (C28H38O7·CHCl3) and 14α-hydroxy-ixocarpanolide (C28H40O7).
  • The steroid core conformation was consistent in both compounds.
  • Intermolecular O-H⋯O hydrogen bonds formed a two-dimensional network in the crystal structure.

Conclusions:

  • The study successfully isolated and characterized two new withanolides from Physalis angulata.
  • X-ray diffraction provided definitive structural information and insights into crystal packing.
  • The findings contribute to the understanding of the chemical diversity of Physalis angulata and potential structure-activity relationships.