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PubMed2001

Treatment of widespread cutaneous larva migrans with thiabendazole.

Cutaneous larva migrans (CLM) is a characteristic eruption that is caused by penetration and migration in the skin of nematode larvae. Both animal and human hookworms have been implicated in the pathogenesis of the condition, with Ancylostoma braziliensis and A. caninum being the most common among them. CLM is quite common in tropical areas, but, due to travelling, several cases have also been described in Europe. We present a patient with CLM who presumably contacted the disease during a holiday in Singapore. The patient was treated successfully with oral thiabendazole.

Administration, Oral↗
PubMedDate not supplied

Comparison of an HPTLC and an HPLC procedure for the determination of chlorpropham, propham and thiabendazole residues in potatoes.

HPTLC was used to check for residues of chlorpropham, propham (sprout inhibitors) and thiabendazole (fungicide) applied to potatoes. The method used gave good precision and analytical sensitivity. The sample preparation method developed by the authors was simple and gave good recovery and selectivity as far as other components of the matrix were concerned. Comparison with liquid chromatography confirmed the validity of the results.

Carbamates↗
PubMedDate not supplied

The carry-through of residues of thiabendazole, tecnazene and chlorpropham from potatoes following manufacture into potato crisps and jacket potato crisps.

Potatoes, commercially treated with thiabendazole, tecnazene and chlorpropham, were processed into potato crisps and jacket potato crisps at a crisp factory using standard manufacturing conditions. A multi-residue method based on gas chromatography with mass spectrometric detection was developed and used to determine pesticide residue levels in the potatoes and potato crisps. Results showed that the residues of all three pesticides were significantly reduced to less than 2% and less than 10% of the maximum theoretical residue carry-through level for potato crisps and jacket potato crisps respectively.

Chlorpropham↗
PubMed2000

Simultaneous determination of thiabendazole and mebendazole in tablets by high-performance liquid chromatography.

Reversed-phase high performance liquid chromatography using an RP 18 column (4 x 125 mm), tetrahydrofuran-acetonitrile-0.5% formic acid (5:25:70, v/v/v) as mobile phase and UV detection at 254 nm enabled the simultaneous determination of thiabendazole (TZ) and mebendazole (MZ) in tablets. The method showed linearity over 4.0 to 40.0 micrograms TZ/ml and 6.0 to 60.0 micrograms MZ/ml. The correlation coefficient r was .9999 for both TZ and MZ. The coefficient of variation (CV) was 0.59-0.80% for TZ and 0.49-0.67% for MZ. The average recovery was 100.54-101.17% for TZ and 100.35-101.13% for MZ. The excipients of the tablets did not interfere in the proposed method. The developed method is precise, accurate, and selective for the determination of both benzimidazoles analyzed.

Antinematodal Agents↗
PubMed1987

GLC analysis of thiabendazole residues in citrus fruit.

Analysis of thiabendazole (TBZ) residues in citrus fruit is performed using a bonded phase, SE-54, fused-silica capillary column. The fungicide is extracted with hexane: ethyl acetate (90:10, v/v) at high pH and, after a short cleanup, determined by gas-liquid chromatography with a nitrogen-phosphorus detector (NPD). Recoveries through the method are always higher than 80% and the limit of detection is 0.01 mg/Kg. TBZ residues are determined in whole fruit, peel, and pulp of "Washington Navel" oranges and "Hernandina" clementines treated with 1500 mg/L fungicide. Residues found in these samples and their changes during storage are reported. TBZ analysis in samples with high residue levels (peel and whole fruit) is also carried out by direct determination in the crude extracts. Results obtained with this shorter method are similar to those of the former proposed method.

Chromatography, Gas↗
PubMed1987

Albendazole and thiabendazole in murine strongyloidiasis.

The activity of albendazole and thiabendazole, two derivatives of benzimidazole, were tested in an experimental model of Strongyloides ratti infestation in the rat. Two series of seven consecutive daily negative parasitic plate cultures, separated by four weeks of steroid therapy, confirmed cure of the infestation. Both drugs were inactive against larvae in the tissue phase, but completely effective in the intestinal phase.

Albendazole↗
PubMed1977

The effect of thiabendazole in a mixed leukocyte culture.

The effect of thiabendazole (TBZ), an anthelmintic, on a mixed leukocyte culture was assessed. Following i.p. administration of TBZ at a dose of 20 mg/kg to C57BL/6 mice, spleen cells were harvested and reacted in a one-way mixed leukocyte culture with irradiated BALB/c stimulator cells. When TBZ was administered 24 hr before the animals were killed, the proliferative response of spleen cells after 5 days in culture was greater than two times that of responder cells from normal, untreated C57BL/6 mice; the reactivity of spleen cells harvested 48 hr after TBZ administration was not statistically different from controls. Although proliferative response of normal responder cells reached a peak on day 6, TBZ treatment 24 hr before the mice were killed caused spleen cells to reach a proliferate peak on day 3. The magnitude of this peak was three times the normal proliferative peak on day 6. The population of spleen cells affected by TBZ is in the plastic-adherent fraction, and the drug effect can be transferred to normal responder lymphocytes by the addition of peritoneal exudate cells from TBZ-treated mice.

Animals↗
PubMed1979

Resistance to thiabendazole in a field population of Ostertagia circumcincta from sheep.

A population of Ostertagia circumcincta from sheep has been found which, in field and laboratory trials, showed a lack of response to the recommended dose (44 mg/kg) of thiabendazole, suggesting that a degree of resistance exists to this anthelmintic. Preliminary experiments indicated a less than expected response to levamisole. This was not confirmed in a laboratory trial and therefore resistance to this anthelmintic has not been shown conclusively.

Animals↗
PubMed1981

Fenbendazole and thiabendazole in cattle: partition of gastrointestinal absorption and pharmacokinetic behaviour.

Fenbendazole (FBZ) and thiabendazole (TBZ) were administered intraruminally with a single dose of an indigestible marker, chromium ethylenediaminetetra-acetate (Cr-EDTA), to cattle fitted with gastrointestinal cannulae. The amounts of anthelmintic leaving the rumen, abomasum and terminal ileum in digesta were derived by compartmental analysis of Cr-EDTA concentrations and integration of benzimidazole concentrations. TBZ was absorbed much more rapidly from the rumen than FBZ and only about 12% of the dose left the rumen in digesta compared with 30% of the FBZ. Approximately 10% and 8% of the TBZ dose appeared at the pylorus and terminal ileum, respectively. Of the above amounts, 9% in the abomasum and practically 100% in the ileum was present as 5-OH-TBZ, indicating that metabolites of absorbed TBZ were recycled to the gastrointestinal tract. Twenty-eight percent and 52% of the FBZ appeared at the pylorus and terminal ileum, respectively, indicating a substantial recycling of absorbed drug to the small intestine. It is suggested that biliary secretion of both TBZ and FBZ and their metabolites may contribute to this recycling. Maximal concentrations of TBZ occurred in plasma in 4 h compared with about 24 h for FBZ. TBZ and metabolites were excreted in urine much more rapidly than were FBZ and metabolites. In plasma and in each of the gastrointestinal compartments, FBZ persisted much longer than did TBZ. It was concluded that slower absorption and excretion and more extensive recycling to the gastrointestinal tract of FBZ, than of TBZ, contribute markedly to its greater potency against helminths.

Abomasum↗
PubMed1982

Effects of a preventive and suppressive control scheme on the development of thiabendazole-resistance in Ostertagia spp.

Three years after the start of an experiment to assess the merits of thiabendazole (TBZ) treatment of trichostrongylid parasites in weaner sheep, field isolates of Ostertagia spp and Trichostrongylus spp were made from weaner sheep treated under one of three treatment schemes. Treatment frequencies were "nil", "planned" (5 or 6/year) and "regular" (every 3 weeks). In addition an isolate was taken from a group of "tracer" sheep drenched with TBZ every 10 days. Resistance to TBZ was assessed using an in vitro egg hatch assay, pre- and post-treatment faecal egg counts and a controlled anthelmintic efficiency test. Pre- and post-treatment egg counts revealed the presence of TBZ-resistance in field isolates of mixed species. Egg hatch assays indicated a level of resistance for Ostertagia spp which was proportional to the frequency of TBZ treatment. The "planned", "regular" and "tracer" strains of Ostertagia spp had resistance ratios for eggs of 4, 13 and 15 respectively when compared to the "nil" strain. In the anthelmintic efficiency assay treatment with 44 mg kg-1 and 88 mg kg-1 of TBZ removed 82 and 96% respectively of the total Ostertagia burden (adults and larvae) from the "nil" strain and 30 and 75% respectively from the "planned" strain. The same dose rates against the "regular" and "tracer" strains and additional rates of 132 or 176 mg kg-1 against the "tracer" strain failed to reduce the Ostertagia burden significantly. Intestinal Trichostrongylus spp from all isolates were fully susceptible to TBZ at 44 mg kg-1. Levamisole at 7.0 mg kg-1 was highly effective (99% reduction) against the "tracer" strain of Ostertagia.

Animals↗
PubMed2006

In vitro metabolic activation of thiabendazole via 5-hydroxythiabendazole: identification of a glutathione conjugate of 5-hydroxythiabendazole.

Thiabendazole (TBZ) is a broad-spectrum antihelmintic used for treatment of parasitic infections in animals and humans and as an agricultural fungicide for postharvest treatment of fruits and vegetables. It is teratogenic and nephrotoxic in mice, and cases of hepatotoxicity have been observed in humans. Recent reports have demonstrated a correlation between 5-hydroxythiabendazole (5-OHTBZ) formation, a major metabolite of TBZ, and covalent binding of [(14)C]TBZ to hepatocytes, suggesting another pathway of activation of TBZ. Current in vitro studies were undertaken to probe the bioactivation of TBZ via 5-OHTBZ by cytochrome P450 (P450) and peroxidases and identify the reactive species by trapping with reduced glutathione (GSH). Microsomal incubation of TBZ or 5-OHTBZ supplemented with NADPH and GSH afforded a GSH adduct of 5-OHTBZ and was consistent with a bioactivation pathway that involved a P450-catalyzed two-electron oxidation of 5-OHTBZ to a quinone imine. The same adduct was detected in GSH-fortified incubations of 5-OHTBZ with peroxidases. The identity of the GSH conjugate suggested that the same reactive intermediate was formed by both these enzyme systems. Characterization of the conjugate by mass spectrometry and NMR revealed the addition of GSH at the 4-position of 5-OHTBZ. In addition, the formation of a dimer of 5-OHTBZ was discernible in peroxidase-mediated incubations. These results were consistent with a one-electron oxidation of 5-OHTBZ to a radical species that could undergo disproportionation or an additional one-electron oxidation to form a quinone imine. Overall, these studies suggest that 5-OHTBZ can also play a role in TBZ-induced toxicity via its bioactivation by P450 and peroxidases.

Animals↗
PubMed1970

Mechanism of action of the fungicide thiabendazole, 2-(4'-thiazolyl) benzimidazole.

Thiabendazole, 2-(4'-thiazolyl) benzimidazole (TBZ) inhibited the growth of Penicillium atrovenetum at 8 to 10 mug/ml. Oxygen consumption with exogenous glucose was inhibited at 20 mug/ml, but endogenous respiration required more than 100 mug/ml. TBZ inhibited completely the following systems of isolated heart or fungus mitochondria: reduced nicotinamide adenine dinucleotide oxidase, succinic oxidase, reduced nicotinamide adenine dinucleotide-cytochrome c reductase, and succinic-cytochrome c reductase at concentrations of 10, 167, 10, and 0.5 mug/ml, respectively. Cytochrome c oxidase was not inhibited. Antimycin A and sodium azide caused the usual inhibition patterns for both fungus and heart terminal electron transport systems. In the presence of antimycin, the fungicide inhibited completely succinate-dichloro-phenolindophenol reductase and succinate-2, 2-di-p-nitrophenyl-(3, 3-dimethoxy-4, 4-biphenylene-5, 5-diphenylditetrazolium)-reductase at 2 and 4 mug of TBZ per ml, respectively. Coenzyme Q reductase required 15 mug/ml. TBZ reduced the uptake by P. atrovenetum of glucose and amino acids and decreased the synthesis of various cell components. At 120 mug/ml, the incorporation of labeled carbon from amino acids-U-(14)C was decreased: lipid, 73%; nucleic acids, 80%; protein, 80%; and a residual fraction, 89%. TBZ did not inhibit peptide synthesis in a cell-free protein-synthesizing system from Rhizoctonia solani. Probably the primary site of inhibition is the terminal electron transport system and other effects are secondary.

Amino Acids↗
PubMed1980

A survey for intestinal helminths in recently wild-caught Macaca mulatta and results of treatment with mebendazole and thiabendazole.

One hundred Macaca mulatta, trapped in India and transported directly to the California Primate Research Center, were surveyed for the prevalence of gastrointestinal helminths. Trichostrongylus sp. was found in 86% of the animals, followed by Strongyloides fulleborni (63%), Streptopharagus sp. (38%), Oesophagostomum sp. (23%) and Anatrichosoma sp. (21%). Treatment with mebendazole and thiabendazole was efficacious against all the intestinal nematodes, with the exception of mebendazole versus Streptopharagus sp.

Animals↗
PubMed2000

[Effect of thiabendazole (TBZ) on glutathione (GSH) and GSH related enzymes in mice liver].

The present study examines the effects of thiabendazole (TBZ), its metabolites, 5-hydroxythiabendazole (5-OH TBZ) and 2-acetylbenzimidazole (ABI), and structural related compounds, thiazoles and thioamides on glutathione (GSH) concentration and GSH-related enzymes in the livers of ICR 11 week-old female mice. GSH concentration in liver and kidney of mice given orally TBZ 0.65 mol/kg (TBZ group) increased significantly compared with control mice from 24 h to 48 h after administration of TBZ. Even in mice to which TBZ at 0.175 mol/kg was administered in combination with L-buthionine sulfoximine (BSO) 4 mmol/kg (i.p.) (BSO-TBZ group), kidney GSH showed significant increase compared with BSO-control mice 48 h after the administration of TBZ. gamma-Glutamylcysteine synthetase (gamma-GCS) activity in the livers of the TBZ group markedly increased at 48 h and that of BSO-TBZ group increased from 24 h to 48 h. gamma-GCS in mice liver is thus enhanced by TBZ regardless of BSO administration. Hepatic glutathione peroxidase activity of the TBZ group did not change in response to cumene hydroperoxide assubstrate. That of BSO-treated mice decreased by TBZ-coadministration and significant differences was noted between BSO-control and BSO-TBZ group from 1 h to 48 h later. Hepatic glutathione S-transferase (GST) activity toward 1,2-dichloro-4-nitrobenzene (DCNB) was significantly elevated 24 h after administrations of TBZ in TBZ and BSO-TBZ groups. GST activity toward 1,2-epoxy-3-(p-nitrophenoxy) propane of TBZ group increased from 0.5 h to 24 h. Hepatic GST activity toward DCNB and 1-chloro-2,4-dinitrobenzene did not change by administration of 0.65 mol/kg 5-OH TBZ or ABI but increased by administrations of 0.33 mol/kg of thiazole, 4-methylthiazole, 4,5-dimethylthiazole or 2,4-dimethylthiazole. Increase in GSH concentration and GST activity in mice liver by TBZ administration may be considered to provide protection from TBZ or its active metabolites.

Animals↗
PubMed1978

Control of oxyurids in mice using thiabendazole.

Mice with a natural infection of Syphacia obvelata and Aspiculuris tetraptera were continuously medicated with 0.1% thiabendazole in the diet. No oxyurids were found in test animals after 24 days of treatment though control animals remained infected. Growth rates in treated animals increased. 2 generations of mice were studied and, although overall production fell by 1.45%, the use of this drug in total eradication of the worms is suggested.

Animals↗
PubMed2003

Simultaneous determination of the pesticides carbaryl and thiabendazole in environmental samples by a three-dimensional derivative variable-angle and a synchronous room-temperature phosphorescence spectroscopy.

A three-dimensional derivative variable-angle synchronous scanning (DVASS) and a synchronous scanning (SS) heavy-atom room-temperature phosphorimetry (HAI-RTP) method are reported, for the first time, to identify and quantify the spectral overlapping phosphorescent pesticides thiabendazole (TBZ) and carbaryl (CBL). These pesticides are widely used in agriculture. The phosphorescence emission of the two compounds was obtained using sodium sulfite as the O2 scavenger and an external heavy atom salt. A careful selection of these experimental variables has been carried out. The increase of selectivity afforded by the DVASS and the SS methodology permitted the demonstration of its applicability to the simultaneous determination of phosphorescent signals of these two pesticides with overlapping spectral profiles. Limits of detection ranged between 1.4 ng/mL for TBZ and 1.7 ng/mL for CBL. The proposed method has been satisfactorily applied to the analysis of both pesticides in different types of water samples.

Carbaryl↗
PubMed2025

Naturally occurring variation in a cytochrome P450 modifies thiabendazole responses independently of beta-tubulin.

Widespread anthelmintic resistance has complicated the management of parasitic nematodes. Resistance to the benzimidazole (BZ) drug class is nearly ubiquitous in many species and is associated with mutations in beta-tubulin genes. However, mutations in beta-tubulin alone do not fully explain all BZ resistance. We performed a genome-wide association study using a genetically diverse panel of Caenorhabditis elegans strains to identify loci that contribute to resistance to the BZ drug thiabendazole (TBZ). We identified a quantitative trait locus (QTL) on chromosome V independent of all beta-tubulin genes and overlapping with two promising candidate genes, the cytochrome P450 gene cyp-35D1 and the nuclear hormone receptor nhr-176. Both genes were previously demonstrated to play a role in TBZ metabolism. NHR-176 binds TBZ and induces the expression of CYP-35D1, which metabolizes TBZ. We generated single gene deletions of cyp-35D1 and nhr-176 and found that both genes play a role in TBZ response. A predicted high-impact lysine-to-glutamate substitution at position 267 (K267E) in CYP-35D1 was identified in a sensitive strain, and reciprocal allele replacement strains in different genetic backgrounds were used to show that the lysine allele conferred increased TBZ resistance. Using competitive fitness assays, we found that neither allele was deleterious, but the lysine allele was selected in the presence of TBZ. Additionally, we found that the lysine allele significantly increased the rate of TBZ metabolism compared to the glutamate allele. Moreover, yeast expression assays showed that the lysine version of CYP-35D1 had twice the enzymatic activity of the glutamate allele. To connect our results to parasitic nematodes, we analyzed four Haemonchus contortus cytochrome P450 orthologs but did not find variation at the 267 position in fenbendazole-resistant populations. Overall, we confirmed that variation in this cytochrome P450 gene is the first locus independent of beta-tubulin to play a role in BZ resistance.

Animals↗