Oxidative stress more strongly induced by ortho- than para-quinoid polycyclic aromatic hydrocarbons in A549 cells

Yumi Motoyama; Kanae Bekki; Woon Chung Sang; Ning Tang; Takayuki Kameda; Akira Toriba; Keiko Taguchi; Kazuichi Hayakawa

doi:10.1248/jhs.55.845

Oxidative stress more strongly induced by ortho- than para-quinoid polycyclic aromatic hydrocarbons in A549 cells

Yumi Motoyama, Kanae Bekki, Woon Chung Sang, Ning Tang, Takayuki Kameda, Akira Toriba, Keiko Taguchi, Kazuichi Hayakawa

MED - Medical Sciences

Research output: Contribution to journal › Article › peer-review

40 Citations (Scopus)

Abstract

The effect of four ortho-quinoid polycyclic aromatic hydrocarbons (PAHs) and seven para-quinoid PAHs on the viability of A549 cells were examined. The ortho-quinoid PAHs [1,2-naphthoquinone (1,2-NQ), 9,10-phenanthrenquinone (9,10-PQ), 5,6-chrysenequinone (5,6-CQ), and benzo[c]phenanthrene-5,6-quinone (B[c]P-5,6-Q)] overproduced hydrogen peroxide (H₂O₂) without being consumed themselves. These ortho-quinoid had strong cytotoxic effects except for 1,2-NQ, since of its tendency to covalently bind to thiol groups. The cytotoxicity appears to be due to the overproduction of H ₂O₂ by ortho-quinoid PAHs in a redox cycle coupled with the consumption of thiol group. In contrast, the para-quinoid PAHs were not as strong cytotoxic and did not produce H₂O₂.

Original language	English
Pages (from-to)	845-850
Number of pages	6
Journal	Journal of Health Science
Volume	55
Issue number	5
DOIs	https://doi.org/10.1248/jhs.55.845
Publication status	Published - 2009 Oct

Keywords

Cytotoxicity
Hydrogen peroxide
Ortho-quinoid polycyclic aromatic hydrocarbon
Oxidative stress
Redox cycle

ASJC Scopus subject areas

Toxicology
Health, Toxicology and Mutagenesis

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Oxidative stress more strongly induced by ortho- than para-quinoid polycyclic aromatic hydrocarbons in A549 cells. / Motoyama, Yumi; Bekki, Kanae; Sang, Woon Chung; Tang, Ning; Kameda, Takayuki; Toriba, Akira; Taguchi, Keiko; Hayakawa, Kazuichi.

In: Journal of Health Science, Vol. 55, No. 5, 10.2009, p. 845-850.

Research output: Contribution to journal › Article › peer-review

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abstract = "The effect of four ortho-quinoid polycyclic aromatic hydrocarbons (PAHs) and seven para-quinoid PAHs on the viability of A549 cells were examined. The ortho-quinoid PAHs [1,2-naphthoquinone (1,2-NQ), 9,10-phenanthrenquinone (9,10-PQ), 5,6-chrysenequinone (5,6-CQ), and benzo[c]phenanthrene-5,6-quinone (B[c]P-5,6-Q)] overproduced hydrogen peroxide (H2O2) without being consumed themselves. These ortho-quinoid had strong cytotoxic effects except for 1,2-NQ, since of its tendency to covalently bind to thiol groups. The cytotoxicity appears to be due to the overproduction of H 2O2 by ortho-quinoid PAHs in a redox cycle coupled with the consumption of thiol group. In contrast, the para-quinoid PAHs were not as strong cytotoxic and did not produce H2O2.",

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AU - Hayakawa, Kazuichi

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