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September 1, 1994Journal of Natural Products252 citations

Isolation and Structure Elucidation of New Nitrile and Mustard Oil Glycosides from Moringa oleifera and Their Effect on Blood Pressure

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SFShaheen FaiziBSBina S. SiddiquiRSRubeena Saleem

Key Points

  • To isolate, determine the structures of, and evaluate the blood pressure-lowering activity of nitrile and mustard oil glycosides from Moringa oleifera leaves.
  • Conducted bioassay-guided fractionation on an ethanolic extract of Moringa oleifera leaves.
  • Elucidated the molecular structures of isolated constituents using chemical reactions and 2D NMR spectroscopy.
  • Assayed the isolated glycosides for hypotensive effects.
  • Isolated two nitrile glycosides (niazirin and the novel glycoside niazirinin) alongside three mustard oil-related glycosides (niaziminin A, niaziminin B, and an isothiocyanate glycoside).
  • Demonstrated hypotensive activity for the isothiocyanate glycoside and thiocarbamate glycosides (niaziminins A and B), whereas the nitrile glycosides (niazirin and niazirinin) were inactive.

Abstract

Bioassay-guided analysis of an EtOH extract of Moringa oleifera leaves showing hypotensive activity led to the isolation of two nitrile glycosides, niazirin 1 and niazirinin 2, and three mustard oil glycosides, 4-(4'-O-acetyl-alpha-L-rhamnosyloxy)benzylisothiocyanate 4, niaziminin A, and niaziminin B. Glycoside 2 is a new compound. Niaziminins A and B have previously been obtained from the left extract as a mixture, while compound 4 is new from this source. Structural determination was accomplished by means of spectroscopic methods including appropriate 2D nmr experiments and chemical reactions. This is the first report of the isolation of nitriles, an isothiocyanate, and thiocarbamates from the same plant species. Isothiocyanate 4 and the thiocarbamate glycosides niaziminin A and B showed hypotensive activity while nitrile glycosides 1 and 2 were found to be inactive in this regard.

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Cite This Study

Faizi et al. (1994) studied this question.

synapsesocial.com/papers/69e67793072d944dbbcbe8d1https://doi.org/10.1021/np50111a011
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