Effects of neonatal quinalphos exposure and subsequent withdrawal on free radical generation and antioxidative defenses in developing rat brain

Gupta, Alka; Gupta, Amita; Shukla, Girja S.

doi:10.1002/(sici)1099-1263(199801/02)18:1<71::aid-jat482>3.0.co;2-b

Cited by 34 publications

(22 citation statements)

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“…[15][16][17][18] In fact, earlier data had indicated oxidative damage by quinalphos, but some of these effects might be seen in relation to inhibitory actions on the reproductive systems. 4,19,20 Moreover, cytogenetic changes by quinalphos, including micronuclei formation and chromosomal aberrations, were observed in mice and humans. [21][22][23] From a mechanistic point of view, especially the hepatotoxic and cytochrome P450-related 20 and the cytogenetic effects in non-neuronal cells [21][22][23] can be interpreted only with difficulty on the basis of the molecular properties of quinalphos.…”

mentioning

confidence: 99%

Photocatalytic actions of the pesticide metabolite 2-hydroxyquinoxaline: destruction of antioxidant vitamins and biogenic amines – implications of organic redox cycling

Behrends¹,

Hardeland²,

Ness³

et al. 2004

Redox Report

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Toxicity of the pesticide quinalphos may comprise secondary, delayed effects by its main metabolite 2-hydroxyquinoxaline (HQO). We demonstrate that HQO can destroy photocatalytically vitamins C and E, catecholamines, serotonin, melatonin, the melatonin metabolite AMK (N(1)-acetyl-5-methoxykynuramine), and unsubstituted and substituted anthranilic acids when exposed to visible light. In order to avoid HQO-independent ascorbate oxidation by light and to exclude actions by hydroxyl radicals, experiments on this vitamin were carried out in ethanolic solutions. Other substances tested (vitamin E, melatonin, anthranilic acids) were also photocatalytically destroyed by HQO in ethanol. After product analyses had indicated that HQO was not, or only poorly, degraded in the light, despite its catalytic action on other compounds, we followed directly the time course of HQO and ascorbate concentrations in ethanol. While ascorbate was largely destroyed, no change in HQO was demonstrable within 2 h of incubation. Destruction was not prevented by the singlet oxygen quencher DABCO. Obviously, HQO is capable of undergoing a process of organic redox cycling, perhaps via an intermediate quinoxaline-2-oxyl radical. Health problems from HQO intoxication may not only arise from the loss of valuable biomolecules, such as antioxidant vitamins and biogenic amines, but also from the formation of potentially toxic products. Dimerization and oligomerization are involved in several oxidation processes catalyzed by HQO, especially in the indoleamines, in dopamine, and presumably also in vitamin E. Melatonin oxidation by HQO did not only lead to the well-known - and usually protective - metabolite AFMK (N(1)-acetyl-N(2)-formyl-5-methoxykynuramine), but also to a high number of additional products, among them dimers and trimers. DABCO did not prevent melatonin destruction, but changed the spectrum of products. Serotonin was preferentially converted to a dimer, which can further oligomerize. Several indole dimers are known to be highly neurotoxic, as well as oxidation products formed from catecholamines via the adrenochrome/noradrenochrome pathway. Destruction of melatonin may cause deficiencies in circadian physiology, in immune functions and in antioxidative protection.

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confidence: 99%

Photocatalytic actions of the pesticide metabolite 2-hydroxyquinoxaline: destruction of antioxidant vitamins and biogenic amines – implications of organic redox cycling

Behrends¹,

Hardeland²,

Ness³

et al. 2004

Redox Report

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“…Similar supportive observation has been reported for the most of commercially available synthetic insecticide such as organophosphate and carbamates (Costa, 2006;Cespedes et al, 2013). In addition, it has been reported that oxidative stress is one of the possible mechanism of the non-target toxicity of commercially available organophosphates to the mammalian system (Gupta et al, 1998;Bebe and Panemangalore, 2005). Therefore, in the present investigation effect of EO on antioxidant system of insect pest was studied with different concentration and exposure period.…”

Section: Discussionmentioning

confidence: 99%

Toxicity and biochemical efficacy of chemically characterized Rosmarinus officinalis essential oil against Sitophilus oryzae and Oryzaephilus surinamensis

Kıran

Prakash

2015

Industrial Crops and Products

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“…The assumption of secondary toxicity by a metabolite receives support by various findings. Many effects of quinalphos have been described, which cannot be explained by the molecular properties of the pesticide, including oxidative stress (Gupta et al, 1998;Debnath and Mandal, 2000), compensatory inductions of antioxidant enzymes (Dwivedi et al, 1998;Gupta et al, 1998;Debnath and Mandal, 2000), decrease of the radical scavenger melatonin along with impairment of immunological parameters (Haldar, unpublished data;Behrends et al, 2004), destruction of vitamin E in vivo (Gupta et al, 1998), chromosomal aberrations and micronuclei formation in mice and humans (Pongrac et al, 1989;Rupa et al, 1989Rupa et al, , 1990Rupa et al, , 1991Chauhan et al, 2005), inhibition of mitosis (Chauhan et al, 2005), and estrogenic/antiandrogenic actions Ray et al, 1992;Debnath and Mandal, 2000;Sarkar et al, 2000). In none of these cases, a relationship to the primary action of quinalphos, inhibition of acetylcholinesterase, is obvious.…”

Section: -Hydroxyquinoxaline (Hqo) Is the Main Metabolite Of Quinalpmentioning

confidence: 99%

Toxicity of the quinalphos metabolite 2‐hydroxyquinoxaline: Growth inhibition, induction of oxidative stress, and genotoxicity in test organisms

Riediger

Behrends

Croll

et al. 2007

Environmental Toxicology

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ABSTRACT:The quinalphos metabolite 2-hydroxyquinoxaline (HQO), previously shown to photocatalytically destroy antioxidant vitamins and biogenic amines in vitro, was tested for toxicity in several small aquatic organisms and for mutagenicity in Salmonella typhimurium. In the rotifer Philodina acuticornis, HQO caused the disappearance of large individuals and increased hydroperoxide concentration. The latter effect was not only observed in animals kept in a light/dark cycle, but also in constant darkness, indicating that HQO can assume a reactive state and/or form reactive intermediates under the influence of either light or redox-active metabolites, in particular, free radicals. Cell proliferation was inhibited in the ciliate Paramecium bursaria. In the dinoflagellate Lingulodinium polyedrum, which allows early detection of cellular stress on the basis of bioluminescence measurements, strong rises in light emission became apparent on the 2nd day of exposure to HQO and continued until cells died between 12 and 18 days of treatment. Oxidative damage of protein by HQO was demonstrated by measuring protein carbonyl in L. polyedrum in vivo as well as in light-exposed bovine serum albumin in vitro. In an Ames test of mutagenicity, HQO proved to be genotoxic in both light-and dark-exposed bacteria. HQO appears as a source of secondary quinalphos toxicity, which deserves further attention. # 2007 Wiley Periodicals, Inc. Environ Toxicol 22: 33-43, 2007.

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Effects of neonatal quinalphos exposure and subsequent withdrawal on free radical generation and antioxidative defenses in developing rat brain

Cited by 34 publications

References 0 publications

Photocatalytic actions of the pesticide metabolite 2-hydroxyquinoxaline: destruction of antioxidant vitamins and biogenic amines – implications of organic redox cycling

Photocatalytic actions of the pesticide metabolite 2-hydroxyquinoxaline: destruction of antioxidant vitamins and biogenic amines – implications of organic redox cycling

Toxicity and biochemical efficacy of chemically characterized Rosmarinus officinalis essential oil against Sitophilus oryzae and Oryzaephilus surinamensis

Toxicity of the quinalphos metabolite 2‐hydroxyquinoxaline: Growth inhibition, induction of oxidative stress, and genotoxicity in test organisms

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