Reaction of Arsenic(iii) Oxide, Arsenous and Arsenic Acids With Thiols

Serves, Spyros V.; Charalambidis, Yiannis C.; Sotiropoulos, Demetrios N.; Ioannou, Panayiotis V.

doi:10.1080/10426509508042053

Cited by 52 publications

(32 citation statements)

References 15 publications

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“…As 1-7 ( Fig. 1) were synthesized according to literature: As1-3 were synthesized according to reference [9]; As4 and As5 were synthesized according to reference [21]; As6 was synthesized according to reference [22]; and As7 was synthesized according to reference [23,24]. The purity of the compounds was better than 99% and were characterized by melting point, elemental analyses, IR, NMR and in the case of As7 by X-ray analysis [24].…”

Section: Chemicals and Proteinsmentioning

confidence: 99%

“…Arsenicals can inhibit mitochondrial respiratory function, and increase ROS generation [7]. Additionally, arsenicals like ATO can react with sulfhydryl groups, such as in glutathione (GSH) [8,9], or enzyme active sites such as the selenocysteine (Sec) in thioredoxin reductase (TrxR) [10], leading to the inactivation of antioxidant enzymes and cell apoptosis in cancer cells. The thioredoxin system, which is composed of nicotinamide adenine dinucleotide phosphate (NADPH), thioredoxin (Trx) and TrxR, is one of the major disulfide reductase system in the cells [11].…”

Section: Introductionmentioning

confidence: 99%

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Oxidation of structural cysteine residues in thioredoxin 1 by aromatic arsenicals enhances cancer cell cytotoxicity caused by the inhibition of thioredoxin reductase 1

Zhang

Ren

et al. 2015

Free Radical Biology and Medicine

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Section: Chemicals and Proteinsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Oxidation of structural cysteine residues in thioredoxin 1 by aromatic arsenicals enhances cancer cell cytotoxicity caused by the inhibition of thioredoxin reductase 1

Zhang

Ren

et al. 2015

Free Radical Biology and Medicine

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“…48) Interaction between As(III) and thiol containing proteins and peptides have generally been regarded as basis for the effects of arsenic on structure and function of these molecules. 18) Aldehydes (MDA) formed during lipid peroxidation can react with -SH groups of proteins to damage them, thus inhibiting enzymes requiring -SH groups for their activities. 48) Thus, damage to proteins and total -SH occurs not only through ROS but also by binding of arsenite to these molecules.…”

Section: Discussionmentioning

confidence: 99%

“…Respiratory chain is the major source of ROS, hence mitochondrial oxidative damage is thought to be a proximal cause of metabolic effects. 17,18) Metabolism in fish brain was also affected by arsenic poisoning 19) in addition to other pathological effects in general metabolism of animal tissues. 20)…”

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confidence: 99%

Amelioration by Vitamin A upon Arsenic Induced Metabolic and Neurotoxic Effects

Gopalkrishnan

Rao

2006

JOURNAL OF HEALTH SCIENCE

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Arsenic effect was studied at two dosage levels (0.5 mg and 1 mg/kg) for 45 days in two regions of brain, viz., cerebral hemisphere (CH) and cerebellum (C) in adult mice. This study included the antioxidant profile namely superoxide dismutase (SOD), catalase, lipid peroxidation, reduced glutathione, ascorbic acid and total sulphydryl groups. Adenosine triphosphatase (ATPase), succinic dehydrogenase (SDH), phosphorylase together with glycogen and protein levels were also estimated as metabolic indices in the brain regions of mice. A notable decrease was detected in the activities of the enzymes and in the levels of other metabolites together with a significant increase in the lipid peroxidation, glycogen and inorganic arsenic levels after arsenic administration. Supplementation of vitamin A to the arsenic treated mice brought about no significant variation in these antioxidant and metabolic indices in comparison to that of control, revealing amelioration by vitamin A on arsenic exerted metabolic and neurotoxic effects in mice.Key words ---arsenic, vitamin A, antioxidant system, metabolic and neurotoxic effect in part by inducing rapid burst of reactive oxygen species (ROS) in mammalian cells, resulting in oxidative stress 12,13) and carcinogenesis in man. 14) Studies document that arsenic generates ROS such as hydrogen peroxide, superoxide (O 2•-), hydroxyl (OH • ) and peroxyl (ROO • ) radicals. 13) These free radicals and the other reactive species are constantly produced in the brain in vivo.15) Experiments on human fetal brain explants on exposure to arsenic in culture have showed disturbances in lipid peroxidation, generation of ROS and apoptosis. 16) Adenosine triphosphatase (ATPase) and succinic dehydrogenase (SDH) (enzymes of the inner mitochondrial membrane) are concerned with respiration, and energy generation; hence, are essential for cell survival. Respiratory chain is the major source of ROS, hence mitochondrial oxidative damage is thought to be a proximal cause of metabolic effects. 17,18) Metabolism in fish brain was also affected by arsenic poisoning 19) in addition to other pathological effects in general metabolism of animal tissues. 20)

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“…Second, the As atom is bigger than the P atom. However, the most important difference in respect of their in-vivo behavior is probably the fact that the AsO 3 H 2 group can be reduced very easily by biologically important thiols (Serves et al, 1995;Timotheatou et al, 1996).…”

Section: Introductionmentioning

confidence: 99%

Capability of arsonolipids to transport divalent cations: a Pressman cell study

Gortzi

Klepetsanis

Antimisiaris

et al. 2001

Chemistry and Physics of Lipids

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The ability of the newly synthesized arsonolipids (2,3-diacyloxypropylarsonic acids) to transport cations was studied using the Pressman cell. Experimental results demonstrate that arsonolipids are much more efficient carriers of Ca 2 + and Mg 2 + than natural phosphatidic acid in the Pressman cell experiments. The ability of arsonolipids to transfer Ca 2 + is affected by the lipid side chain length in the order: C 12 C 14 $ C 16 . Ca 2 + is transferred faster than Mg 2 + , suggesting that the latter is more tightly bound to the arsonolipids. The transfer kinetic curves are parabolic for C 12 , while initially linear with a tendency to reach a steady state for C 14 and C 16 , when the pH in the donor compartment was 8.3. The transport kinetics for both ions studied were best fitted by an equation derived from saturation kinetics that apply in reversible chemical reactions. The ion transfer rates increased as the pH in the donor compartment decreased.

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Reaction of Arsenic(iii) Oxide, Arsenous and Arsenic Acids With Thiols

Cited by 52 publications

References 15 publications

Oxidation of structural cysteine residues in thioredoxin 1 by aromatic arsenicals enhances cancer cell cytotoxicity caused by the inhibition of thioredoxin reductase 1

Oxidation of structural cysteine residues in thioredoxin 1 by aromatic arsenicals enhances cancer cell cytotoxicity caused by the inhibition of thioredoxin reductase 1

Amelioration by Vitamin A upon Arsenic Induced Metabolic and Neurotoxic Effects

Capability of arsonolipids to transport divalent cations: a Pressman cell study

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