NDLI: Phytoestrogens as natural prodrugs in cancer prevention: dietary flavonoids

Content Provider	Springer Nature Link
Author	Arroo, Randolph R. J. Androutsopoulos, Vasilis Beresford, Kenneth Ruparelia, Ketan Surichan, Somchaiya Wilsher, Nicola Potter, Gerry A.
Copyright Year	2009
Abstract	There are many reasons why vegetables and fruits may protect against cancer. As well as containing vitamins and minerals, which help keep the body healthy and strengthen the immune system, they are also good sources of biologically active compounds, which can help to protect cells in the body from damage that can lead to cancer. Notably, dietary flavonoids and other polyphenols are thought to have an important role as chemopreventive agents. Most studies on the possible mechanism of the chemopreventive action of dietary compounds have assumed that free hydroxyl groups of flavonoids and other polyphenols are necessary for their biological effects. However, in the human body dietary polyphenols are rapidly conjugated by glucuronosyltransferases and sulfotransferases, two enzymes that are abundantly present in the small intestine and liver, through which all of the oral dose must pass. Thus, most polyphenols that have been studied, e.g. quercetin, kaempferol, diosmetin, and resveratrol, would not be expected to reach internal organs beyond sites directly along the gastrointestinal tract. When the hydroxyl groups in polyphenols are methylated, the resulting compounds are much less prone to glucuronidation and sulfation. Thus methoxylated compounds are more metabolically stable, increasing their bioavailablity. The peel of various Citrus species can contain high concentrations of polymethoxyflavones, whereas the juice mainly contains hydroxylated flavones. At present, very little is known about the mechanisms by which methoxylated flavones may affect growth and development of tumour cells. Recently, it was shown that tumour specific enzymes can catalyze the O-demethylation of methoxylated flavones, resulting in the formation of flavones with free hydroxyl groups. We propose that demethylation of methoxylated flavones is another example of bioactivation of naturally occurring prodrugs.
Starting Page	375
Ending Page	386
Page Count	12
File Format	PDF
ISSN	15687767
Journal	Phytochemistry Reviews
Volume Number	8
Issue Number	2
e-ISSN	1572980X
Language	English
Publisher	Springer Netherlands
Publisher Date	2009-04-09
Publisher Place	Dordrecht
Access Restriction	One Nation One Subscription (ONOS)
Subject Keyword	Cancer prevention CYP1 Flavonoids Metabolism Chemistry/Food Science Organic Chemistry Biochemistry Plant Genetics & Genomics Plant Sciences
Content Type	Text
Resource Type	Article
Subject	Plant Science Biotechnology

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