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Thesis-Final 03 June 2011 pdf - Jacobs University

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Background Chapter 2<br />

Chlorogenic acid is a product of the phenylpropanoid biochemical pathway and the<br />

first step in the phenylpropanoid pathway involves the deamination of phenylalanine<br />

to cinnamate via the enzyme phenylalanine ammonia lyase (PAL). Phenylalanine<br />

ammonia lyase RNA levels respond to several regulatory signals, and were reported to<br />

be a main factor affecting CGA levels in transgenic systems. Synthesis of CGA from<br />

cinnamate requires four enzymes to complete two hydroxylations on the aromatic ring<br />

and a conjugation of the hydroxycinnamate and quinate moieties: cinnamate-4-<br />

hydroxylase (C4H), 4-coumaroyl-CoA ligase (4CL), coumaroyl-CoA:quinate<br />

hydroxycinnamoyl- transferase (HQT), and coumarate/coumaroylquinate-3-<br />

hydroxylase (C3H). 182,183<br />

Metabolism of chlorogenic acids and health<br />

Dietary polyphenols when tested in animals or humans affect various physiologic and<br />

physiopathologic processes, but the exact nature of the active compounds is still<br />

unknown. Knowledge concerning the absorption of chlorogenic acid in humans is<br />

essential to evaluate possible health effects in vivo because the absorbed fraction of<br />

chlorogenic acid will enter into the blood circulation and thus can induce biological<br />

effects in the blood circulation. Furthermore, the fraction that is not absorbed will<br />

enter into the colon where it might have biological effects.<br />

Like other dietary polyphenols, chlorogenic acids are an antioxidant. In vitro, it<br />

scavenges radicals generated in the aqueous phase, 184,185 increases the resistance of<br />

LDL to lipid peroxidation 186,187,188 and inhibits DNA damage. 189,190 In vivo, when<br />

added to the diet, it inhibits chemically induced carcinogenesis of the large intestine,<br />

liver and tongue in rats and hamsters. 191,192,193,194<br />

Caffeic acid and chlorogenic acids have antioxidant properties, illustrated by their<br />

ability to scavenge various free radicals when tested in vitro. 195,196,197,198,199 In vivo,<br />

when ingested with the diet, caffeic acid and chlorogenic acid increase the plasma<br />

antioxidant capacity, the concentrations of endogenous antioxidants such as vitamin E<br />

and the exvivo resistance of lipoproteins to oxidation. 200,201,202 Chlorogenic acids also<br />

are able to reverse the pro-oxidant effects of drugs such as paraquat. 2<strong>03</strong> Chlorogenic<br />

27

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