Reflexin in Selective Sensing of NO 63
Applied Biochemistry and Biotechnology Vol. 127, 2005
Copyright © 2005 by Humana Press Inc.
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63
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A New Flavanone, Reflexin,
From Cuscuta reflexa
and Its Selective Sensing of Nitric Oxide
V. J. TRIPATHI,* S. B. YADAV, AND A. K. UPADHYAY
Department of Chemistry, Banaras Hindu University,
Varanasi-221 005, India, E-mail: sbyadavbhu@rediffmail.com
Received September 6, 2004; Accepted March 23, 2005
Abstract
A new compound, reflexin, 5-hydroxy-7-methoxy-6-(2,3-epoxy-3-methyl-
butyl)-flavanone, is isolated from the stems of Cuscuta reflexa along with
three other known compounds. This new compound has good potential for
application especially in the photoactivity of reflexin. It was found to be
sensitive to glutathione, forming a fluorescent product that is utilized for
sensing nitric oxide (NO). The lowest detection limit of NO analysis was
found to be 0.05 μM.
Index Entries: Reflexin; nitric oxide; Cuscuta reflexa; glutathione; nitro-
sothiol.
Introduction
In a continuation of our chemical investigation (1,2) of Cuscuta reflexa,
Roxb. (family: Convolvulaceae), a time-honored drug in the Indian system
of medicine (3,4), in this article we report on the isolation, characterization,
and study of the biological properties of a new flavonoid, reflexin,
designated as Fig. 1 along with other known compounds, namely (5–7)
apigenin-7-o-glucoside, kaempferol-3-o-α-rhamnoside, and myricetin-3-o-
α-rhamnoside. Several of such compounds are highly photochromic in
nature, which led us to investigate whether such compounds could be of
use in technological applications based on the measurement of photo-
activity.
The detection of nitric oxide (NO) is important for human health
because NO is involved in various biological processes such as brain
ischemia, neurotransmission, immune regulation, and penile erection (8–11)