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Abstract

EXTRACTION, ISOLATION AND ANALYTICAL CHARACTERISATION OF AEGELINE ENANTIOMERS FROM AEGLE MARMELOS

Sindhu Jose*, Dr. V. Ragunathan, Thangakumar Arunachalam, Milesh Joseph, Satish Madipatti

ABSTRACT

Aegeline or N-[2-hydroxy-2(4-methoxyphenyl)-ethyl]-3-phenyl-2-
propenamide is a main alkaloid isolated from the leaves of Aegle
marmelos (bael). The plant is extensively used in the Indian traditional
system of medicine viz. Ayurveda . It soothes impaired kapha, vata,
body pain, poison, diarrhea, dysentery, vomiting and intermittent fever.
Its leaves are known as a cure for asthma, inflammation, cough and
diabetes. The leaves are trifoliate and aromatic. They have a shape,
intermediate between ovate and lanceolate with reticulate pinnate
venation. The present work was undertaken to provide an easy and
reliable method for the extraction and isolation of Aegeline (N-[2-
hydroxy-2-(4-methoxyphenyl)ethyl]-3-phenyl-2-propenamide) using
high performance liquid chromatography (HPLC). The study also
included the separation of the two enantiomers of Aegeline using chiral
HPLC, its crystallographic structure, activity of the two enantiomers on cervical cancer and a
nuclear magnetic resonance (NMR) method for the enantiomeric purity determination of
collected fractions. Linear calibration curves were obtained over the range of 0.7 – 5mM for
enantiomer-2 (R2 = 0.998). This study was undertaken with the intention to develop a fast and
reliable method for the enantiomeric purity determination of Aegeline and related
compounds.

Keywords: Aegle marmelos, Chiral HPLC, crystallography, NMR.


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