Structural features of tannic acid important for DNA degradation in the presence of Cu(II)

Mutagenesis
N U Khan, S M Hadi

Abstract

Tannic acid has numerous food and pharmacological applications. It is an additive in medicinal products and is used as a flavouring agent and as an antioxidant in various foods and beverages. However, there are reports of its mutagenicity and carcinogenicity in bacterial and animal test systems. Tannic acid and its structural monomer gallic acid are also capable of inducing apoptosis in animal cells. We have earlier shown that tannic acid in the presence of Cu(II) causes DNA degradation through generation of reactive oxygen species such as hydroxyl radicals. In order to understand the chemical basis of the various biological properties of tannic acid we have studied the structure-activity relationship between tannic acid and gallic acid using the DNA cleavage assay. Results in the present paper indicate that gallic acid is considerably more active than tannic acid. However, if two of the three hydroxyl groups of gallic acid are methylated (syringic acid) the DNA degrading capacity declines sharply. Further, decarboxylation of gallic acid (pyrogallol) leads to enhancement of its activity. In conclusion, the results indicate that the DNA cleavage activity of tannic acid is due to its digalloyl moeity and that free hydroxyl groups...Continue Reading

Citations

Apr 12, 2005·Archives of Biochemistry and Biophysics·Roberto G AndradeMarcelo Hermes-Lima
May 8, 2004·Toxicology in Vitro : an International Journal Published in Association with BIBRA·Qamar UddinS M Hadi
Jul 15, 2004·Toxicology in Vitro : an International Journal Published in Association with BIBRA·S AzamS M Hadi
Mar 25, 2000·Chemico-biological Interactions·N S KhanS M Hadi
Apr 11, 2001·Mutation Research·L R Ferguson
Jul 21, 2005·Environmental Biosafety Research·Torsten BauerChristian Hertel
Nov 1, 2003·The American Journal of Chinese Medicine·S NishidaK Irimajiri
Apr 10, 2002·American Journal of Veterinary Research·Jeanelle D BoyerDan L Brown
Aug 11, 2011·Journal of Pharmacy & Bioallied Sciences·Raman ChawlaRakesh Kumar Sharma
Jul 1, 2011·Biometals : an International Journal on the Role of Metal Ions in Biology, Biochemistry, and Medicine·Husain Y KhanSheikh M Hadi
Apr 29, 1999·Journal of Chromatography. B, Biomedical Sciences and Applications·H Z BuR G Micetich
Sep 2, 2010·Bioorganic & Medicinal Chemistry·Birija S PatroSubrata Chattopadhyay
Apr 8, 2006·Biochimie·Roberto G AndradeMarcelo Hermes-Lima
Sep 11, 2009·Molecular Nutrition & Food Research·Mohd Fahad UllahSheikh M Hadi
Apr 16, 2013·Molecular Ecology Resources·Faye WedrowiczFiona E Hogan
Jun 30, 2000·Plasmid·B MazuśJ Buchowicz
Feb 14, 2013·Food and Chemical Toxicology : an International Journal Published for the British Industrial Biological Research Association·M Zulfiquer HossainScott E Kern
Aug 1, 2012·Biochemical Pharmacology·Wamtinga Richard SawadogoMarc Diederich
Apr 3, 2018·Ecology and Evolution·Anthony J SchultzCéline H Frère
Dec 3, 2016·Nutrition Journal·Preethi G AnantharajuSubbaRao V Madhunapantula
Jan 10, 2020·AIMS Microbiology·Zoya SamoilovaOleg Oktyabrsky

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