title: Spectroscopic and electrochemical studies of the interaction between oleuropein, the major bio-phenol in olives, and salmon sperm DNA.
abstract: Interaction of oleuropein, the major bio-phenol in olive leaf and fruit, with salmon sperm double-stranded DNA was investigated by employing electronic absorption titrations, fluorescence quenching spectroscopy, competitive fluorescence spectroscopy, thermal denaturation and voltammetric studies. Titration of oleuropein with the DNA caused a hypochromism accompanied with a red shift indicating an intercalative mode of interaction. Binding constant of 1.4×10(4) M(-1) was obtained for this interaction. From the curves of fluorescence titration of oleuropein with the DNA, binding constant and binding sites were calculated to be 8.61×10(3) M(-1) and 1.05, respectively. Competitive studies with ethidium bromide (a well-known DNA intercalator) showed that the bio-phenol could take the place of ethidium bromide in the DNA intercalation sites. The interaction of oleuropein with DNA was also studied electrochemically. In the presence of the DNA, the anodic and cathodic peak currents of oleuropein decreased accompanied with increases in peak-to-peak potential separation and formal potential, indicating the intercalation of oleuropein into the DNA double helix. Moreover, melting temperature of the DNA was found to increase in the presence of oleuropein, indicating the stabilization of the DNA double helix due to an intercalative interaction.
authors.affiliation: Department of Chemistry, Shahid Bahonar University of Kerman, Kerman, Iran; Department of Chemistry, Payame Noor University (PNU), 19395-4697 Tehran, Iran. Electronic address: m.mohamadi794@gmail.com.
authors.forename: Maryam
authors.initials: M
authors.lastname: Mohamadi
authors.affiliation: Department of Environment, Institute of Science and High Technology and Environmental Sciences, Graduate University of Advanced Technology, Kerman, Iran.
authors.forename: Daryoush
authors.initials: D
authors.lastname: Afzali
authors.affiliation: Department of Biology, Faculty of Sciences, Shahid Bahonar University of Kerman, Kerman, Iran.
authors.forename: Saeed
authors.initials: S
authors.lastname: Esmaeili-Mahani
authors.affiliation: Department of Chemistry, Payame Noor University (PNU), 19395-4697 Tehran, Iran.
authors.forename: Ali
authors.initials: A
authors.lastname: Mostafavi
authors.affiliation: Department of Biotechnology, Institute of Science, High Technology and Environmental Science, Graduate University of Advanced Technology, Kerman, Iran.
authors.forename: Masoud
authors.initials: M
authors.lastname: Torkzadeh-Mahani
mesh_terms: D000818:Animals; D004247:DNA / Q000737:chemistry / Q000378:metabolism*; D007364:Intercalating Agents / Q000737:chemistry / Q000494:pharmacology*; D057888:Iridoid Glucosides; D039823:Iridoids / Q000737:chemistry / Q000494:pharmacology*; D008297:Male; D008958:Models, Molecular; D009690:Nucleic Acid Conformation / Q000187:drug effects; D009691:Nucleic Acid Denaturation / Q000187:drug effects; D031658:Olea / Q000737:chemistry; D012474:Salmon; D013094:Spermatozoa / Q000187:drug effects / Q000378:metabolism
chemical_list: D007364:Intercalating Agents; D057888:Iridoid Glucosides; D039823:Iridoids; C002769:oleuropein; D004247:DNA
keywords: Cyclic voltammetry; DNA thermal denaturation; Electronic absorption titration; Fluorescence spectroscopy; Intercalation; Oleuropein