Background: Arborinine is a naturally found alkaloid with various biological activities. It
has been isolated from the leaf extract of Glycosmis pentaphylla, a traditionally used medicinal plant
of North East of India. Single crystal X-ray diffraction on arborinine has never been reported earlier.
Objective: The main objective of the present study is to report the isolation and characterization of
arborinine and its single crystal X-ray diffraction analysis.
Method: Arborinine was isolated from the leaf extract of Glycosmis pentaphylla
by repeated column
chromatography. Fine yellow needle-shaped crystals were recovered from a solution of purified arborinine
in a mixture of ethyl acetate and petroleum ether (1:5). The purified compound is characterized
by IR, NMR, HRMS and single crystal X-ray diffraction.
Results: The crystal structure was solved in orthorhombic Pbca space group with unit cell parameters
a = 14.805(3) Å, b = 7.5342(15) Å, c = 23.620(5) Å, α= 90º, β = 90º, γ= 90º, V= 2634.7(9)
, Ζ = 8, Dcalc
= 1.438 Μgm-3
and F (000) = 1200. The molecules of arborinine with a planar acridine
ring with flanking methoxy groups at 2- and 3- position display a 3D framework resulting from weak
C-H•••O, π-π stacking and Van der Waal interactions.
Conclusion: Single crystal X-ray diffraction on arborinine is reported for the first time. High field
NMR and high resolution mass are also reported for the first time on a sample of arborinine isolated
from the plant Glycosmis pentaphylla