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Spermine alkaloids from Schweinfurthia papilionacea.

V U Ahmad1, V Sultana

  • 1H.E.J. Research Institute of Chemistry, University of Karachi, Pakistan.

Journal of Natural Products
|September 1, 1990
PubMed
Summary

Two novel macrocyclic alkaloids, 11-epi-ephedradine A and schweinine, were identified in Schweinfurthia papilionacea. Their structures were elucidated using spectroscopic methods and 2D NMR techniques.

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Area of Science:

  • Natural Product Chemistry
  • Phytochemistry
  • Organic Chemistry

Background:

  • Schweinfurthia papilionacea is a plant species with potential for novel compound discovery.
  • Macrocyclic alkaloids represent a class of natural products with diverse biological activities.

Purpose of the Study:

  • To isolate and characterize new macrocyclic alkaloids from Schweinfurthia papilionacea.
  • To determine the structures and stereochemistry of the isolated compounds.

Main Methods:

  • Extraction and isolation of compounds from the whole plant of Schweinfurthia papilionacea.
  • Structure elucidation using various spectroscopic techniques (e.g., NMR).
  • Stereochemistry assignment utilizing 2D NMR methods.

Main Results:

  • Isolation of two new macrocyclic alkaloids: 11-epi-ephedradine A (11-epi-orantine) and schweinine.
  • Identification of (-)-ephedradine A (orantine) as a known compound in the same extract.
  • Complete structural and stereochemical determination of the novel alkaloids.

Conclusions:

  • The study successfully identified and characterized two previously unknown macrocyclic alkaloids from Schweinfurthia papilionacea.
  • The findings contribute to the understanding of the phytochemical profile of this plant species.
  • The detailed structural information provides a basis for further pharmacological investigations.

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