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Three New Amides from Zanthoxylum rubescens.

S K Adesina1

  • 1Drug Research and Production Unit, Faculty of Pharmacy, Obafemi Awolowo University, Ile-Ife, Nigeria.

Planta Medica
|June 1, 1989
PubMed
Summary
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Three novel unsaturated aromatic amides were isolated from Zanthoxylum rubescens stem bark. Their structures were elucidated using spectral data and confirmed through chemical synthesis, expanding knowledge of natural product chemistry.

Area of Science:

  • Phytochemistry
  • Natural Product Chemistry
  • Organic Chemistry

Background:

  • The Zanthoxylum genus is known for its diverse chemical constituents.
  • Aromatic amides are a class of compounds with potential biological activities.

Purpose of the Study:

  • To isolate and characterize new compounds from Zanthoxylum rubescens stem bark.
  • To elucidate the structures of novel unsaturated aromatic amides.

Main Methods:

  • Extraction and isolation of compounds from plant material.
  • Structure elucidation using spectroscopic techniques (e.g., NMR, MS).
  • Confirmation of structures through chemical synthesis.

Main Results:

  • Three new unsaturated aromatic amides were identified: N-methyl, N-(3,4-methylenedioxyphenylethyl),3',4-dimethoxycinnamoylamide (1), N-(3,4-methylenedioxyphenylethyl)-3'-4'-dimethoxycinnamoylamide (2), and N-(3,4-dimethoxyphenylethyl), 3',4'-methylenedioxycinnamoylamide (3).

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  • The structures were confirmed as trans-cinnamoylamides.
  • Synthesis validated the proposed structures.

    • Conclusions:

    • The study successfully identified and characterized novel aromatic amides from Zanthoxylum rubescens.
    • The findings contribute to the understanding of the phytochemical profile of Zanthoxylum species.
    • The synthetic confirmation provides a reliable method for obtaining these compounds.