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Comparative antioxidant, prooxidant and cytotoxic activity of sigmoidin A and eriodictyol

Comparative antioxidant, prooxidant and cytotoxic activity of sigmoidin A and eriodictyol

Habtemariam, Solomon and Dagne, Ermias (2010) Comparative antioxidant, prooxidant and cytotoxic activity of sigmoidin A and eriodictyol. Planta Medica, 76 (6). pp. 589-594. ISSN 0032-0943 (doi:10.1055/s-0029-1240604)

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Abstract

Sigmoidin A (SGN) is a prenylated flavanone derivative of eriodictyol (ERD) with reported moderate antioxidant, antimicrobial and anti-inflammatory activity. Since ERD and other structurally similar antioxidant phenolic compounds have been shown to induce prooxidative macromolecular damage and cytotoxicity in cancer cells, the comparative in vitro effects of these structural analogues on cancer cell viability and Cu(II)-dependent DNA damage were studied. In the presence of Cu(II) ions, both SGN and ERD (7.4-236 µM) caused comparable concentration-dependent pBR322 plasmid DNA strand scission. The DNA damage induced by SGN and ERD could be abolished by ROS scavengers, glutathione (GSH) and catalase as well as EDTA and a specific Cu(I) chelator neocuproine. Both ERD and SGN readily reduce Cu(II) to Cu(I) suggesting a prooxidative mechanism of DNA damage. In a cell free system, ERD and SGN did also show comparable radical scavenging activity. SGN was, however, by an order of magnitude more cytotoxic to cancer cells than ERD and this effect was significantly attenuated by GSH suggesting a prooxidative mechanism of cell death. A depletion of intracellular GSH level by SGN in cancer cells is also demonstrated.

Item Type: Article
Additional Information: [1] First available online at eFirst: 25 November 2009. [2] ISSN 0032-0943 (Print), 1439-0221 (Online)
Uncontrolled Keywords: sigmoidin A, eriodictyol, prooxidant, DNA damage, cytotoxicity, Erythrina abyssinica, Fabaceae
Subjects: Q Science > QD Chemistry
R Medicine > RM Therapeutics. Pharmacology
Faculty / School / Research Centre / Research Group: Faculty of Engineering & Science > School of Science (SCI)
Related URLs:
Last Modified: 29 Jan 2020 15:50
URI: http://gala.gre.ac.uk/id/eprint/2057

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