Structural analysis of DNA and RNA interactions with antioxidant flavonoids

dc.contributor.author	Kanakis, CD	en
dc.contributor.author	Nafisi, S	en
dc.contributor.author	Rajabi, M	en
dc.contributor.author	Shadaloi, A	en
dc.contributor.author	Tarantilis, PA	en
dc.contributor.author	Polissiou, MG	en
dc.contributor.author	Bariyanga, J	en
dc.contributor.author	Tajmir-Riahi, HA	en
dc.date.accessioned	2014-06-06T06:49:33Z
dc.date.available	2014-06-06T06:49:33Z
dc.date.issued	2009	en
dc.identifier.issn	07124813	en
dc.identifier.uri	http://dx.doi.org/10.3233/SPE-2009-0368	en
dc.identifier.uri	http://62.217.125.90/xmlui/handle/123456789/4662
dc.subject	Antioxidant	en
dc.subject	Binding constant	en
dc.subject	Binding sites	en
dc.subject	Conformation	en
dc.subject	DNA	en
dc.subject	Flavonoids	en
dc.subject	FTIR	en
dc.subject	TRNA	en
dc.subject	UV-visible spectroscopy	en
dc.subject.other	Antioxidant	en
dc.subject.other	Binding constant	en
dc.subject.other	Flavonoids	en
dc.subject.other	FTIR	en
dc.subject.other	TRNA	en
dc.subject.other	UV-visible spectroscopy	en
dc.subject.other	Binding energy	en
dc.subject.other	Binding sites	en
dc.subject.other	Complexation	en
dc.subject.other	Conformations	en
dc.subject.other	DNA	en
dc.subject.other	Fatty acids	en
dc.subject.other	Fourier transform infrared spectroscopy	en
dc.subject.other	Genes	en
dc.subject.other	Infrared spectrophotometers	en
dc.subject.other	Phenols	en
dc.subject.other	RNA	en
dc.subject.other	Structural analysis	en
dc.subject.other	Ultraviolet spectroscopy	en
dc.subject.other	Nucleic acids	en
dc.subject.other	apigenin	en
dc.subject.other	aurantiin	en
dc.subject.other	delphinidin	en
dc.subject.other	DNA	en
dc.subject.other	flavonoid	en
dc.subject.other	kaempferol	en
dc.subject.other	morin	en
dc.subject.other	pigment	en
dc.subject.other	quercetin	en
dc.subject.other	RNA	en
dc.subject.other	transfer RNA	en
dc.subject.other	absorption spectroscopy	en
dc.subject.other	antioxidant activity	en
dc.subject.other	aqueous solution	en
dc.subject.other	concentration (parameters)	en
dc.subject.other	DNA damage	en
dc.subject.other	DNA structure	en
dc.subject.other	drug binding	en
dc.subject.other	drug mechanism	en
dc.subject.other	drug stability	en
dc.subject.other	human	en
dc.subject.other	in vitro selection	en
dc.subject.other	infrared spectroscopy	en
dc.subject.other	protein interaction	en
dc.subject.other	review	en
dc.subject.other	RNA structure	en
dc.subject.other	structure analysis	en
dc.title	Structural analysis of DNA and RNA interactions with antioxidant flavonoids	en
heal.type	other	en
heal.identifier.primary	10.3233/SPE-2009-0368	en
heal.publicationDate	2009	en
heal.abstract	Flavonoids are natural polyphynolic compounds with major antioxidant activity that can prevent DNA damage. The anticancer and antiviral activities of these natural products are attributed to their potential biomedical applications. In this review we are examining how the antioxidant flavonoids bind DNA and RNA and what mechanism of action is involved in preventing DNA damage. Detailed spectroscopic data on the interactions of morin (mor), apigenin (api), naringin (nar), quercetin (que), kaempferol (kae) and delphinidin (del) with DNA and transfer RNA in aqueous solution at physiological conditions were analysed. The structural analysis showed flavonoids mainly intercalate into DNA and RNA duplexes with minor external binding to the major or minor groove and the backbone phosphate group with overall binding constants for DNA adducts Kmor=5.99×103 M-1, Kapi=7. 10×104 M-1, and Knar=3.10×10 3 M-1, Kque=7.25×104 M -1, Kkae=3.60×104 M-1 and Kdel=1.66×104 M-1, and for tRNA adducts Kmor=9.15×103 M-1, Kapi=4. 96×104 M-1, and Knar=1.14×10 4 M-1, Kque=4.80×104 M -1, Kkae=4.65×104 M-1 and Kdel=9.47×104 M-1. The stability of adduct formation is in the order of que > api > kae > del > mor > nar for DNA and del > api > que > kae > nar > mor for tRNA. Low flavonoid concentration induces helical stabilization, whereas high pigment content causes helix opening. Flavonoids induce a partial B to A-DNA transition at high pigment concentration, while tRNA remains in A-family structure upon flavonoid complexation. The antioxidant activity of flavonoids changes in the order delphinidin > quercetin > kaempferol > morin > naringin > apigenin. The results show intercalated flavonoid molecule can act as an antioxidant and prevent DNA damage. © 2009 - IOS Press. All rights reserved.	en
heal.journalName	Spectroscopy	en
dc.identifier.issue	1	en
dc.identifier.volume	23	en
dc.identifier.doi	10.3233/SPE-2009-0368	en
dc.identifier.spage	29	en
dc.identifier.epage	43	en