S. Ghosal et al., A PLAUSIBLE CHEMICAL MECHANISM OF THE BIOACTIVITIES OF MANGIFERIN, Indian journal of chemistry. Sect. B: organic chemistry, including medical chemistry, 35(6), 1996, pp. 561-566
A plausible chemical mechanism of the observed bioactivities of mangif
erin, a naturally occurring C-glucosylxanthone (1), is depicted. The m
echanism focuses its capacity to provide cellular protection as an ant
ioxidant and a radical captodative agent. Mangiferin performs its anti
oxidant function at different levels of systemic oxidation sequence. A
s far as membrane lipid peroxidation and consequent immunomodulations
are concerned, it acts by (i) decreasing localized O-2 concentration t
hereby generating, in concert, mangiferin phenoxy radicals (2); (ii) b
y binding metal ions (Fe-2+/3+) in forms 3 and 4 that will not allow t
he generation of such tissue damaging species as hydroxyl and highly r
eactive oxo-ferryl radicals; (iii) regulating polymer chain lengthenin
g (membrane lipids) by interacting with the reactive oxygen species; (
iv) chain breaking (by 2), i.e. scavanging intermediate radicals (such
as lipid peroxy and alkoxy radicals) to prevent continued H abstracti
on from cellular lipid molecules; and (v) maintaining systemic oxidant
-antioxidant balance (by 1 and 2). Chemical evidence in support of the
above postulate has been sought and obtained in the form of a complex
polymer (5) through the intermediates 2 to 4.