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- Title
Prooxidant Action of Hinokitiol: Hinokitiol-Iron Dependent Generation of Reactive Oxygen Species.
- Authors
Murakami, Keiko; Ohara, Yoshihiro; Haneda, Miyako; Tsubouchi, Ryoko; Yoshino, Masataka
- Abstract
Hinokitiol (α-thujaplicin, 2-hydroxy-4-isopropyl-2,4,6-cycloheptatrien-1-one), one of the tropolone compounds purified from the woods of Chamaecyparis and Thujopsis (hinoki and hiba), produced reactive oxygen species as a complex with transition metals. Hinokitiol/iron complex inactivated aconitase, the most sensitive enzyme to reactive oxygen, whereas it did not affect aldolase and glyceraldehyde 3-phosphate dehydrogenase. The inactivation of aconitase was iron-dependent, and prevented by TEMPOL, a scavenger of reactive oxygen species and superoxide dismutase, suggesting that the hinokitiol/iron-mediated generation of superoxide anion is responsible for the inactivation of aconitase. Addition of hinokitiol effectively enhanced the ascorbate/copper-mediated formation of 8-hydroxy-2′-deoxyguanosine in DNA. Cytotoxic effect of hinokitiol can be explained by its prooxidant properties: hinokitiol/transition metal complex generates reactive oxygen species causing inactivation of aconitase and production of hydroxyl radical resulting in the formation of DNA base adduct.
- Subjects
OXIDIZING agents; DRUG activation; DEHYDROGENASES; IRON; TRANSITION metals; REACTIVE oxygen species; HYDROXYL group
- Publication
Basic & Clinical Pharmacology & Toxicology, 2005, Vol 97, Issue 6, p392
- ISSN
1742-7835
- Publication type
Article
- DOI
10.1111/j.1742-7843.2005.pto_214.x