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Related Experiment Videos

A new phthalic acid ester from Ajuga bracteosa.

Narendra Singh1, Umar Mahmood, V K Kaul

  • 1Department of Natural Plant Products, Institute of Himalayan Bioresource Technology, Post Box No. 6, Palampur-176061 (HP), India.

Natural Product Research
|July 13, 2006
PubMed
Summary

A new phthalic acid ester was isolated from Ajuga bracteosa. This plant is also identified as a novel source of linalyl acetate, a valuable perfumery compound.

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Area of Science:

  • Phytochemistry
  • Natural Product Chemistry
  • Organic Chemistry

Background:

  • Ajuga bracteosa is a medicinal plant with a history of traditional use.
  • The chemical constituents of Ajuga bracteosa are not fully elucidated.
  • Phthalic acid esters and diterpenes are classes of compounds with diverse biological activities.

Purpose of the Study:

  • To isolate and characterize new chemical compounds from Ajuga bracteosa.
  • To identify volatile constituents in the oily fractions of the plant.
  • To explore Ajuga bracteosa as a potential source of valuable natural products.

Main Methods:

  • Hexane, chloroform, and methanol extraction of whole plant material.
  • Isolation and purification of compounds using chromatographic techniques.

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  • Structure elucidation by extensive spectroscopic analysis (NMR, MS, etc.).
  • Identification of volatile compounds using Gas Chromatography-Mass Spectrometry (GC-MS).

    • Main Results:

    • A new phthalic acid ester, 1,2-benzenedicarboxylic acid bis(2S-methyl heptyl) ester (1), was isolated.
    • Neo-clerodane diterpene ajugarin-I and two iridoid glycosides (reptoside, 8-O-acetyl harpagide) were identified.
    • Nine and six volatile constituents were identified in two oily fractions, respectively.
    • Linalyl acetate was identified as a common volatile constituent in both oil fractions.

    Conclusions:

    • Ajuga bracteosa is a source of a novel phthalic acid ester.
    • The plant yields known bioactive compounds like ajugarin-I, reptoside, and 8-O-acetyl harpagide.
    • Ajuga bracteosa represents a new botanical source of linalyl acetate, significant for the perfumery industry.