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A phenethyl bromo ester from Citharexylum fruticosum.

Seru Ganapaty¹, Desaraju Venkata Rao, Steve Thomas Pannakal

¹Pharmacognosy and Phytochemistry Division, University College of Pharmaceutical Sciences, Andhra University, Visakhapatnam-530 003, Andhra Pradesh, India. ganapatyseru@gmail.com

Natural Product Communications

|April 28, 2010

Summary

Researchers identified a novel compound, (2S)-p-hydroxyphenethyl 2-bromo-2-methyldodeconate, from Citharexylum fruticosum. This study details its structure elucidation using advanced spectroscopic techniques.

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Area of Science:

Natural Product Chemistry
Organic Chemistry
Phytochemistry

Background:

Citharexylum fruticosum (Verbenaceae) is a plant species known for its potential medicinal properties.
The isolation and characterization of bioactive compounds from plant sources are crucial for drug discovery and development.

Purpose of the Study:

To isolate and elucidate the chemical structure of novel compounds from the stem bark of Citharexylum fruticosum.
To report the detailed structure elucidation of a new compound, (2S)-p-hydroxyphenethyl 2-bromo-2-methyldodeconate (1).

Main Methods:

Isolation of compounds using chromatographic techniques.
Structure elucidation utilizing Nuclear Magnetic Resonance (NMR) spectroscopy (1H, 13C, COSY, HMBC).
High and low-resolution mass spectrometry (MS) for structural confirmation.

Main Results:

Four compounds were isolated: (2S)-p-hydroxyphenethyl 2-bromo-2-methyldodeconate (1), 7,3'-dimethoxy-5,4'-dihydroxy flavone, lupeol, and stigmasterol.
The structure of compound 1 was definitively established through comprehensive spectroscopic analysis.
The isolated flavone, lupeol, and stigmasterol were identified and confirmed.

Conclusions:

The study successfully identified and characterized a new compound from Citharexylum fruticosum.
The findings contribute to the phytochemical knowledge of the Verbenaceae family.
The detailed structure elucidation of compound 1 provides a basis for further pharmacological investigations.