• Title/Summary/Keyword: carbamate

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Oxidative Stress-Induced Apoptosis in Chronic Myelogenous Leukemia K562 Cells by an Active Compound from the Dithio-Carbamate Family

  • Khoshtabiat, Laya;Mahdavi, Majid;Dehghan, Gholamreza;Rashidi, Mohammad Reza
    • Asian Pacific Journal of Cancer Prevention
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    • v.17 no.9
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    • pp.4267-4273
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    • 2016
  • Previous studies suggested that dithio-carbamates are potent apoptosis and anti-apoptosis inducing agents in various cancer cells. Here, the anti-proliferative and apoptosis inducing effects of a new derivative (2-NDC) from the dithio-carbamate family was examined in human leukemia K562 cells. We use thiazolyl blue tetrazolium bromide (MTT) to measure viability and cell growth inhibition. The 2-NDC showed effects on viability in a dose and time-dependent manner, inhibiting proliferation at concentrations of $10-30{\mu}M$ after 24-48 hours of treatment and increasing values after 72 hours at $40-120{\mu}M$. The cytotoxic effect of the compound was calculated with an $IC_{50}$ of $30{\mu}M$ after 24-hour. Apoptosis induction was confirmed by acridine orange-ethidium bromide (AO/EtBr) staining, DNA fragmentation assay, flow cytometric assessment and also caspase-3 activation assay. Furthermore, enzymes level such as superoxide dismutase (SOD) and catalase (CAT) involved in oxidative stress were evaluated. The results of this study demonstrated insignificant increase of intracellular ROS levels for 24 hours and reduction after 48-72 hours. In addition to reduction of intracellular thiol, caspase-3 like activity was also decreased in a time-dependent manner in cells treated with 2-NDC. Thus 2-NDC can be considered as a good candidate for further pharmaceutical evaluations.

Carbamate-Based Surface Reactions for Release of Amine Molecules from Electroactive Self-Assembled Monolayers

  • Hong, Dae-Wha;Kang, Kyung-Tae;Hong, Seok-Pyo;Shon, Hyun-Kyong;Lee, Tae-Geol;Choi, In-Sung S.
    • Proceedings of the Korean Vacuum Society Conference
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    • 2011.08a
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    • pp.208-209
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    • 2011
  • In this work, we developed self-assembled monolayers (SAMs) of alkanethiols on gold that can release amine groups, when an electrical potential was applied to the gold. The strategy was based on the introduction of the electroactive carbamate group, which underwent the two-electron oxidation with simultaneous release of the amine molecules, to alkanethiols. The synthesis of the designed thiol compounds was achieved by coupling isocyanate-containing compound with hydroquinone. The electroactive thiols were mixed with hydroxyl-containing alkanethiol [$HS(CH_2)_{11}OH$] to form mixed monolayers, and cyclic votammetry was used for the characterization of the release. The mixed SAMs showed a first oxidation peak at +540 mV (versus Ag/AgCl reference electrode), demonstrating irreversible conversion from carbamate to hydroqinone with simultaneous release of the amine groups. The second and third cycles showed typical reversible redox reaction of hydroquinone and quione: the oxidation and reduction occurred at +290 mV and -110 mV, respectively. The measurement of ToF-SIMS further indicates that electrochemical-assisted chemical reaction successfully released amine groups. This new SAM-based electrochemistry would be applicable for direct release of biologically active molecules that contain amine groups.

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Degradation Patterns of BPMC and Carbofuran in Flooded Soils (담수토양(湛水土壤)중 BPMC 및 Carbofuran의 분해특성(分解特性))

  • Park, Chang-Kyu;Je, Yeon-Tae
    • Korean Journal of Environmental Agriculture
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    • v.2 no.2
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    • pp.65-72
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    • 1983
  • The effects of soil factors, pesticide application levels and environmental factors on the degradation of two carbamate insecticides, BPMC and carbofuran, in soil were studied under flooded and non-flooded conditions. The degradation patterns of BPMC or carbofuran were similar in flooded and non-flooded soils. It was also found that carbofuran was more persistent than BPMC in the test soil. Regards to organic contents of soils, high contents of organic matter reduced degradation of either BPMC or carbofuran and high soil pH accelerated degradation of both insecticides. Soil microorganisms seem to play an important role in the degradation of BPMC and carbofuran. Both chemical and biological degradations appear to contribute transformation of BPMC and carbofuran in the flooded soil.

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Effect of Different Cooking Methods on Ethyl Carbamate in Soy Sauce (조리방법이 간장 내 에틸카바메이트 함량에 미치는 영향)

  • Ryu, Dayeon;Jang, Youngbin;Lee, Ha Nul;Koh, Eunmi
    • Korean journal of food and cookery science
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    • v.33 no.2
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    • pp.121-126
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    • 2017
  • Purpose: This study measured the ethyl carbamate (EC) content in commercial and home-made soy sauce and examined the effects of cooking methods, such as boiling and pan-frying, on the EC content. Methods: A total of 20 soy sauce samples including 14 home-made and 6 commercial products were analyzed according to the AOAC official method with some modifications. To simulate conventional boiling, soy sauce containing EC ($14.59{\mu}g/kg$) was heated to $100^{\circ}C$ for four different times: 10, 20, 30, or 40 min. Pan-frying was conducted for 4 min at $170^{\circ}C$. Results: EC was not detected in any of the homemade samples, whereas it was found in the commercial samples, ranging from 2.51 to $14.59{\mu}g/kg$. The concentrations of EC increased gradually with increasing boiling from 14.59 to $26.54{\mu}g/kg$, whereas pan-frying did not affect the EC level in soy sauce. Conclusion: These results indicate that EC is formed by a reaction between the EC precursors during boiling, suggesting that the cooking method of each food should be considered when estimating the dietary exposure to EC.

Effect of Metal Oxide Catalysts and Ionic Liquids on the Synthesis of Methyl Carbamate and Dimethyl Carbonate from Urea and Methanol under High Pressure Reaction System (고압반응 하에서 요소와 메탄올을 사용한 메틸카바메이트와 디메틸카보네이트 제조에 관한 금속산화물 촉매 및 이온성액체의 영향)

  • Kim, Yun-Min;Kim, Chul-Ung;Koh, Jae-Cheon;Park, Dae-Won;Koo, Kee-Kahb
    • Korean Chemical Engineering Research
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    • v.49 no.6
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    • pp.732-738
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    • 2011
  • Effect of metal oxide catalysts and ionic liquids on the synthesis of methyl carbamate(MC) and dimethyl carbonate (DMC) from urea and methanol was investigated in a high pressure reaction system. In closed system, MC yield from urea and methanol reached almost 100% at reaction temperature over $150^{\circ}C$ without catalyst, whereas DMC yield of 1.5% under was obtained irrespective of catalysts used. In DMC synthesis from MC and methanol, $ZnCl_{2}$ showed the highest catalytic activity and led to the DMC yield of 16.3% under optimal conditions. Furthermore, DMC yield can be enhanced by the simultaneous application of ionic liquids with nano-sized catalysts in semi-continuous reaction system.

Determination of Ethyl Carbamate in Commercial and Homemade Maesilju (매실주의 에틸카바메이트 분석)

  • Ryu, Dayeon;Koh, Eunmi
    • Journal of the East Asian Society of Dietary Life
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    • v.25 no.2
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    • pp.309-315
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    • 2015
  • This study aimed to develop and validate an analytical method for ethyl carbamate (EC) in Maesilju. For accurate analysis of EC in Maesilju, an internal standard (d5-EC) and neutralization (pH=7) were performed. The limit of quantification (LOQ) was 3.65 ppb while the recovery rate ranged from 92.54% to 103.59%. Intra- and inter-day precision ranged from 0.87% to 1.99% and 2.67% to 5.64%, respectively. Maesilju samples comprised 10 homemade and five commercial ones. Samples contained EC at levels between 118.48 and 2,640.42 ppb. The average content of homemade Maesilju was higher than those of commercial ones. Based on manufacturers' labeling of commercial samples and information on homemade samples, various factors such as ingredients and soaking time of Maesil affected EC level in Maesilju. EC contents showed a positive correlation with age of Maesilju.

Development of an Acetylcholinesterase-Based Detection Kit for the Determination of Organophosphorus and Carbamate Pesticide Residues in Agricultural Samples

  • Kim, Bo-Mee;El-Aty, A.M.Abd;Hwang, Tay-Eak;Jin, Li-Tai;Kim, Young-Sig;Shim, Jae-Han
    • Bulletin of the Korean Chemical Society
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    • v.28 no.6
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    • pp.929-935
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    • 2007
  • The objective of this study was to develop a rapid, simple, and qualitative acetylcholinesterase (AChE)- detection kit, based on a modification of the Ellman and ELISA methods, for the detection of organophosphorus (OP) and carbamate (CB) pesticide. The developed kits were used to screen a large number of agricultural samples (spiked and real) for OP and CB pesticide residues. AChE was extracted from the heads of honeybees (Apis mellifera L.) using Triton X-100, and was purified through 3 steps: diethylaminoethylcellulose chromatography (DEAE), affinity chromatography and membrane filtering, and Mono-Q column chromatography. Epoxy-activated Sepharose 6B affinity chromatography was used for large-scale purification. The presence of OP and CB pesticide residues in agricultural samples was assayed on the basis of AchE inhibition value. The presence (6 bands) or absence of some colored bands on the test line indicated a negative or positive result, respectively. The limits of detection for measured organophosphorus (OP) and carbamates (CB) pesticide residues in standard pesticide solutions and fortified samples were ranged from 0.50 to 2.50 ppm and 0.50 to 4.75 ppm, respectively.

Monitoring of Carbamate Pesticide Residues in Agricultural Products Supplied for the Army (군납 농산물 중 카바메이트계 농약의 모니터링)

  • Park, Jong-Ko;Na, Jk-Ju
    • The Korean Journal of Pesticide Science
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    • v.10 no.4
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    • pp.266-271
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    • 2006
  • This study was monitored for 14 pesticide residues in agricultural products for the army, such as fruit vegetables(pepper, cucumber, pumpkin, melon and water melon), leafy vegetables(Korean cabbage, spinach, lettuce, crown daisy, cabbage, green onion), mushrooms(agaric, p'yogo), and bean sprouts produced in Kyunggi-do and Inchon-City. From January to December 2005, ten carbamate pesticides in 356 samples were analyzed by HPLC. One kind of pesticide was detected in 8 samples of detection rate (2.53%), and two pesticides were in one sample of detection rate(0.27%). Aldicarb, bendiocarb, fenobucarb, methiocarb, isoprocarb, and propoxur were not found in all samples. Detection rates of pesticides were 0.84% for methomyl, 0.56% for carbofuran, 0.56% for ethiofencarb, and 0.28% for carbayl. Dectection ranges of pesticides were from 0.01 to 2.9 mg/kg for ethiofencarb, from 0.1 to 0.23 mg/kg for methomyl, from 0.20 to 0.24 mg/kg for carbofuran, and 0.01 mg/kg for carbaryl, respectively. Consequently, detection levels of all pesticides in samples were less than the maximum residue limits(MRLs) in Korea representing that all agricultural products for the army were safe.

MNDO Studies on Intramolecular Proton Transfer Equilibria of Acetamide and Methyl Carbamate$^1$

  • Lee, Ik-Choon;Kim, Chang-Kon;Seo, Heon-Su
    • Bulletin of the Korean Chemical Society
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    • v.7 no.5
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    • pp.395-399
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    • 1986
  • Intramolecular proton transfer equilibria of acetamide and methyl carbamate have been studied theoretically by MNDO MO method. For both substrates, carbonyl-O protonated tautomer was found to be the most stable form, the next most stable one being N-protonated form. Gas phase proton transfers take place by the 1,3-proton rearrangement process and in all cases have prohibitively high activation barriers. When however one solvate water molecule participates in the process, the barriers are lowered substantially and the process proceeds in an intermolecular manner through the intermediacy of the water molecule via a triple-well type potential energy surface; three wells correspond to reactant(RC), intermediate(IC) and product complex(PC) of proton donor-acceptor pairs whereas two transition states(TS) have proton-bridge structure. General scheme of the process can be represented for a substrate with two basic centers(heteroatoms) of A and B as, $$ABH\limits^+\;+\;H_2O\;{\to}\;ABH\limits^+{\cdots}{\limits_{RC}}OH_2\;{\to}\;AB{\cdots}H\limits_{TS}^+{\cdots}{\limits_{1}}OH_2\;{\to}\;AB{\cdots}{\limits_{IC}}H\limits^+OH_2\;{\to}\;BA{\cdots}H\limits_{TS}^+{\cdots}{\limits_{2}}OH_2\;{\to}\;BA H\limits^+{\cdots}{\limits_{PC}}OH_2\;{\to}\;BAH\limits^+\;+\;H_2O$$ Involvement of a second solvate water had negligible effect on the relative stabilities of the tautomers but lowered barrier heights by 5∼6 Kcal/mol. It was calculated that the abundance of the methoxy-O protonated tautomer of the methyl carbamate will be negligible, since the tautomer is unfavorable thermodynamically as well as kinetically. Fully optimized stationary points are reported.

Assessment and Methods of Nutritional Support during Atropinization in Organophosphate and Carbamate Poisoning Cases (아트로핀으로 치료하는 유기인계와 카바메이트 중독 환자의 영양지원 평가와 방법)

  • Park, Jong-uk;Min, Young-gi;Choi, Sangcheon;Ko, Dong-wan;Park, Eun Jung
    • Journal of The Korean Society of Clinical Toxicology
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    • v.18 no.2
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    • pp.123-129
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    • 2020
  • Purpose: Atropine is an antidote used to relieve muscarinic symptoms in patients with organophosphate and carbamate poisoning. Nutritional support via the enteral nutrition (EN) route might be associated with improved clinical outcomes in critically ill patients. This study examined the administration of nutritional support in patients undergoing atropinization, including methods of supply, outcomes, and complications. Methods: A retrospective observational study was conducted in a tertiary care teaching hospital from 2010 to 2018. Forty-five patients, who were administered with atropine and on mechanical ventilation (MV) due to organophosphate or carbamate poisoning, were enrolled. Results: Nutritional support was initiated on the third day of hospitalization. Thirty-three patients (73.3%) were initially supported using parenteral nutrition (PN). During atropinization, 32 patients (71.1%) received nutritional support via EN (9) or PN (23). There was no obvious reason for not starting EN during atropinization (61.1%). Pneumonia was observed in both patient groups on EN and PN (p=0.049). Patients without nutritional support had a shorter MV duration (p=0.034) than patients with nutritional support. The methods of nutritional support during atropinization did not show differences in the number of hospital days (p=0.711), MV duration (p=0.933), duration of ICU stay (p=0.850), or recovery at discharge (p=0.197). Conclusion: Most patients undergoing atropinization were administered PN without obvious reasons to preclude EN. Nutritional support was not correlated with the treatment outcomes or pneumonia. From these results, it might be possible to choose EN in patients undergoing atropinization, but further studies will be necessary.