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Pregnane glycosides from Hemidesmus indicus

D Deepak1, S Srivastava, A Khare

  • 1Department of Chemistry, University of Lucknow, India.

Phytochemistry
|January 1, 1997
PubMed
Summary

Three new pregnane oligoglycosides were identified from Hemidesmus indicus. These compounds, medidesmine, hemisine, and desmisine, were structurally elucidated using advanced spectroscopic and chemical methods.

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Area of Science:

  • Natural Product Chemistry
  • Phytochemistry

Background:

  • Hemidesmus indicus is a plant with a history of traditional medicinal use.
  • Oligoglycosides are complex carbohydrates with potential biological activities.

Purpose of the Study:

  • To isolate and characterize novel pregnane oligoglycosides from Hemidesmus indicus.
  • To elucidate the chemical structures of the isolated compounds.

Main Methods:

  • Isolation of compounds using chromatographic techniques.
  • Structure elucidation via Fast Atom Bombardment-Mass Spectrometry (FAB-MS) and Electron Ionization-Mass Spectrometry (EI-MS).
  • Nuclear Magnetic Resonance (NMR) spectroscopy (1H and 13C) and chemical transformations.

Main Results:

  • Three new pregnane oligoglycosides, named medidesmine, hemisine, and desmisine, were successfully isolated.
  • The detailed structures were determined as sarcostin-3-O-alpha-D-glucopyranosyl (1 --> 4)-O-beta-D-digitoxopyranosyl (1 --> 4)-O-beta-D-oleandropyranoside (medidesmine), calogenin-3-O-beta-D-cymaropyranosyl (1 --> 4)-O[3-O-methyl]beta-D-glucopyranosyl (1 --> 4)-O-beta-D-glucopyranosyl (1 --> 4)-O-beta-D-cymaropyranoside (hemisine), and calogenin-3-O-beta-D-xylopyranosyl (1 --> 4)-O-beta-D-digitoxopyranosyl (1 --> 4)-O-beta-D-xylopyranosyl (1 --> 4)-O-beta-D-digitoxopyranoside (desmisine).

Conclusions:

  • The study successfully identified and characterized three novel pregnane oligoglycosides from Hemidesmus indicus.
  • The findings contribute to the understanding of the phytochemical constituents of this plant species.

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