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New isoflavones from Ceiba pentandra.

F N Ngounou1, A L Meli, D Lontsi

  • 1Department of Organic Chemistry, Faculty of Science, University of Yaounde, Cameroon.

Phytochemistry
|June 10, 2000
PubMed
Summary

Two novel isoflavones, pentandrin and its glucoside, were identified in Ceiba pentandra stem bark. Their structures were confirmed using spectroscopic methods and X-ray diffraction, expanding knowledge of this plant

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Area of Science:

  • Phytochemistry
  • Natural Product Chemistry
  • Organic Chemistry

Background:

  • Ceiba pentandra (Kapok tree) is a plant species with a history of traditional medicinal uses.
  • The chemical constituents of Ceiba pentandra, particularly its stem bark, are not fully characterized.
  • Isoflavones are a class of plant secondary metabolites with diverse biological activities.

Purpose of the Study:

  • To isolate and identify new chemical compounds from the stem bark of Ceiba pentandra.
  • To elucidate the structures of the isolated compounds using advanced spectroscopic techniques.
  • To confirm the structure of a key compound through single-crystal X-ray diffraction analysis.

Main Methods:

  • Extraction of compounds from Ceiba pentandra stem bark.

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  • Purification using chromatographic techniques.
  • Structure elucidation via Nuclear Magnetic Resonance (NMR) spectroscopy, Mass Spectrometry (MS), and Infrared (IR) spectroscopy.
  • Single-crystal X-ray diffraction for unambiguous structural confirmation.

    • Main Results:

    • Isolation of two new isoflavones: pentandrin (1) and pentandrin glucoside (2).
    • Isolation of beta-sitosterol and its 3-O-beta-D-glucopyranoside, with the latter being reported for the first time from this plant.
    • The structure of pentandrin (1) was definitively confirmed by single-crystal X-ray diffraction.

    Conclusions:

    • The study successfully identified and characterized novel isoflavones from Ceiba pentandra stem bark.
    • This research expands the known phytochemical profile of Ceiba pentandra.
    • The findings contribute to the understanding of the chemical diversity within the Ceiba genus.