• Title/Summary/Keyword: organotin

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Synthesis and Characterization of New Organotin (IV)-phenylenebisdithiocarbamate Complexes

  • Lee, Won-Ho;Jung, Ok-Sang;Sohn, Youn-Soo;Kim, Poong-Zag
    • Bulletin of the Korean Chemical Society
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    • v.7 no.6
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    • pp.421-425
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    • 1986
  • New di- and triorganotin(IV) complexes of meta- and para-phenylenebisdithiocarbamate(m- and p-pbdtc) have been synthesized and characterized by means of chemical analysis, mass spectrometry, and IR spectroscopy. The reaction of the m-pbdtc ligand with diorganotin(IV) halides resulted in 1:1 products, $R_2Sn{\cdot}m$-pbdtc (R = Me, Cy, n-Bu) of dimeric nature whereas the p-pbdtc ligand led to an oligomeric or polymeric structure. The pbdtc ligands were also reacted with triorganotin(IV) halides to form monomeric complexes, $(R_3Sn)_2{\cdot}pbdtc.$ The tin coordination chemistry of these complexes were also discussed in terms of Sn-C and Sn-S bonding modes.

A Health Risk Assessment of Tributyltin Compounds in Fishes and Shellfishes in Korea. (국내 유통중인 어패류 섭취에 따른 유기주석화합물의 인체 위해성 평가)

  • Choi, Shi-Nai;Choi, Hye-Kyung;Song, Hoon;Oh, Chang-Hwan;Park, Jong-Sei
    • Journal of Food Hygiene and Safety
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    • v.17 no.3
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    • pp.137-145
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    • 2002
  • Tributyltin compounds have been increasingly used in the form of plastic stabilizers, catalytic agents, industrial agricultural biocides, antifouling paint, and pesticides. Among these organotin compounds, large amounts of tributyltin(TBT) and triphenyltin(TPT) have been used as antifouling agents because they have a superior ability to prevent marine organism from being encrusted on ship bottoms and in culturing nets. Environmental pollution by these organotin compounds in the aquatic environment were undertaken. The international maritime Organization's established a provisional tolerable daily intake(TDI) of 1.6[micro]g TBTO/kg/ B.W. The Food and Agiculture Organization (of the United Nations)/world Health Organization's (FAO/WHO) proposed a TDI of 0.5ug TPT/kg BW/d. This study is conducted monitoring of TBT on seafoods in Korea and risk assessment for exposure on TBT in seafoods. Total hazard index(using Reference Dose : 0.3 ug TBTO/kg B.W/day) of intake exposure on seafoods is 0.04 as the 50th percentile, 0.08 as the 95th percentile. This value is estimated by Monte-Carlo simulation using Crystal Ball(Decisioneering Co., 2001).

Wogonin Attenuates Hippocampal Neuronal Loss and Cognitive Dysfunction in Trimethyltin-Intoxicated Rats

  • Lee, Bombi;Sur, Bongjun;Cho, Seong-Guk;Yeom, Mijung;Shim, Insop;Lee, Hyejung;Hahm, Dae-Hyun
    • Biomolecules & Therapeutics
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    • v.24 no.3
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    • pp.328-337
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    • 2016
  • We examined whether wogonin (WO) improved hippocampal neuronal activity, behavioral alterations and cognitive impairment, in rats induced by administration of trimethyltin (TMT), an organotin compound that is neurotoxic to these animals. The ability of WO to improve cognitive efficacy in the TMT-induced neurodegenerative rats was investigated using a passive avoidance test, and the Morris water maze test, and using immunohistochemistry to detect components of the acetylcholinergic system, brain-derived neurotrophic factor (BDNF), and cAMP-response element-binding protein (CREB) expression. Rats injected with TMT showed impairments in learning and memory and daily administration of WO improved memory function, and reduced aggressive behavior. Administration of WO significantly alleviated the TMT-induced loss of cholinergic immunoreactivity and restored the hippocampal expression levels of BDNF and CREB proteins and their encoding mRNAs to normal levels. These findings suggest that WO might be useful as a new therapy for treatment of various neurodegenerative diseases.

Inhibitory Effects of Tributyltin Acetate on Dopamine Biosynthesis in PC12 Cells (Tributyltin 화합물이 PC12 세포의 Dopamine 생합성 저해작용에 미치는 영향)

  • Kim Yu-Mi;Lee Jae-Joon;Lee Myung-Koo
    • YAKHAK HOEJI
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    • v.50 no.2
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    • pp.105-110
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    • 2006
  • The effects of tributyltin acetate (TBTA), one of the endocrine-disrupting organotin compounds, on dopamine biosynthesis in PC12 cells were investigated. Treatment of PC12 cells with TBTA at $0.05\sim0.25{\mu}M$ significantly decreased the intracellular dopamine content in a concentration-dependent manner ($IC_{50}$ value, $0.17{\mu}M$). Under these conditions, tyrosine hydroxylase (TH) activity and TH mRNA level were also decreased by $0.1{\mu}M$ TBTA at 24 h, and recovered there-after. In addition, treatment with L-DOPA at 20 and $50 {\mu}M$ increased the intracellular dopamine content in PC12 cells and the increase in dopamine content by L-DOPA was significantly abolished by TBTA at $0.1\sim0.2{\mu}M$. These results indicate that TBTA at $0.1\sim0.2{\mu}M$ causes the decrease in the basal dopamine content and abolishes the increase in dopamine content in L-DOPA-treated cells in part by the inhibition of TH gene expression and activity.

The Effect of Solvent on the Dipole Moments for Organotin(Ⅳ) Complexes

  • Ahn, Sang-Woon;Kim, Dong-Heu;Oh, Se-Woung
    • Bulletin of the Korean Chemical Society
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    • v.5 no.1
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    • pp.3-16
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    • 1984
  • The effect of solvent on the dipole moments for (chloromethyl) stannanes has been investigated by applying EHT calculation for the isomers of trigonal bipyramidal Sn(Ⅳ)$Cl_4X$ and $Cl_n$Sn(Ⅳ) $(CH_2Cl)_{4-n}$, octahedral Sn(Ⅳ)$Cl_42X$ and $Cl_nSn$(Ⅳ)$(CH_2Cl)_{4-n}$ 2X type complexes in dioxane and ethylacetate solutions (X: dioxane or ethylacetate). For Sn(Ⅳ)$Cl_4$ in dioxane solution, the calculated dipole moment for the trigonal bipyramidal Sn(Ⅳ)$Cl_4X$ type complex [isomer (b)] is closer to the experimental dipole moment than octahedral Sn(Ⅳ)$Cl_4X$2X type complexes. This calculated dipole moment suggests that Sn(Ⅳ)$Cl_4X$ may have the trigonal bipyramidal structure in dioxane solution. However, the calculated dipole moment for octahedral $Cl_3$Sn(Ⅳ) ($CH_2$Cl)2X type complex [Isomer (d)], ClSn(Ⅳ)(CH2Cl)32X type complex [Isomer(k)] and Cl2Sn(Ⅳ)(CH2Cl)22X type complex [Isomer(h)] are closer to the experimental dipole moments than other isomers for octahedral complexes and trigonal bipyramidal complexes. Such theoretical results indicate that $Cl_3Sn$(Ⅳ )($CH_2Cl$), ClSn(Ⅳ)$(CH_2Cl)_3$ and $Cl2Sn$(Ⅳ)$(CH_2Cl)_2$ complexes may have octahedral structures, Isomer(d), (k) and (h) in ethylacetate solution, respectively.

Di- and Triorganotin(IV) Complexes of Sulfur-containing Ylidenemalonates

  • Jung, Ok-Sang;Lee, Young-A;Hong, Jong-Ki;Jeong, Jong-Hwa;Sohn, Youn-Soo
    • Bulletin of the Korean Chemical Society
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    • v.14 no.6
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    • pp.722-726
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    • 1993
  • Organotin(IV) complexes of ylidenemalonates $(R_xSn)_{x-1}(O_2C)_2C=C(SR')_2\;(R=n-C_4H_9,\;C_6H_5,\;cyclo-C_6H_{11},\;CH_3OOCCH_2CH_2;\;x=2,3;\;R'=CH_3,\;R_2'=-CHCH-,\;-CH_2CH_{2^-})$ have been synthesized and characterized by means of various spectroscopic methods. The X-ray crystal structure of $(Ph_3Sn)_2(O_2C)_2C=C(SCH_3)_2$ has been determined (Pi; a= 9.704(2) ${\AA}$, b= 14.412(1) ${\AA}$, c= 14.760(3) ${\AA}$, ${alpha}$=74.26(1)$^{\circ}$, ${beta}$=99.38(l)$^{\circ}$, ${\gamma}$=79.09(1)$^{\circ}$, $V= 1950.7(7){\AA}^3$) and refined to R= 0.045. The crystal structure discloses a discrete molecule with bidentate-like carboxylate ligand. For diorganotin analogues, the structures are discussed in terms of IR, $^1H-NMR,\;^{13}C-NMR$, and FAB mass spectrometry. The mass spectrum indicates that the diorganotin complexes of ylidenemalonates are dimeric.

Electrochemical Studies on Corrosion Inhibition Behaviour of Synthesised 2-acetylpyridine 4-ethyl-3-thiosemicarbazone and Its Tin(IV) Complex for Mild Steel in 1 M HCl Solution

  • Hazani, Nur Nadira;Mohd, Yusairie;Ghazali, Sheikh Ahmad Izaddin Sheikh Mohd;Farina, Yang;Dzulkifli, Nur Nadia
    • Journal of Electrochemical Science and Technology
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    • v.10 no.1
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    • pp.29-36
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    • 2019
  • Corrosion inhibition by synthesised ligand, 2-acetylpyridine 4-ethyl-3-thiosemicarbazone (HAcETSc) and its tin(IV) complex, dichlorobutyltin(IV) 2-acetylpyridine 4-ethyl-3-thiosemicarbazone ($Sn(HAcETSc)BuCl_2$) on mild steel in 1 M hydrochloric acid (HCl) was studied using weight loss measurement, potentiodynamic polarisation, electrochemical impedance spectroscopy (EIS), and scanning electron microscopy (SEM). The inhibition efficiency increases by increasing the inhibitor concentrations. The polarisation study showed that both synthesised compounds were mixed type inhibitors. The electrochemical impedance study showed that the presence of inhibitors caused the charge transfer resistance to increase as the concentration of inhibitors increased. The adsorption of these compounds on mild steel surface was found to obey Langmuir's adsorption isotherm with the free energy of adsorption ${\Delta}G{^o}_{ads}$ of -3.7 kJ/mol and -7.7 kJ/mol for ligand and complex respectively, indicating physisorption interaction between the inhibitors and 1 M HCl solution.

Effects of Tributyltin Chloride (TBTCI) on Reproductive Organs and Steroidogenic Enzymes

  • Ki, Ho-Youn;Lee, Su-Jung;Shin, Jae-Ho;Kang, Il-Hyun;Moon, Hyun-Ju;Kim, Tae-Sung;Hoon Bae;Dong, Mi-Sook;Yoon, Yong-Dal
    • Proceedings of the Korean Society of Developmental Biology Conference
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    • 2003.10a
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    • pp.67-67
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    • 2003
  • Tributyltin chloride (TBTCI) is an organotin compounds that have been widely used as antifouling agents and bioaccumulated in the food chain. TBTCI has been known to induce imposex in female gastropods. There are several reports that TBTCI increased testosterone level and inhibited the conversion of testosterone to estradiol by the aromatase cytochrome P450 enzyme. In this studies, we investigated the effects of TBTCI on steroidogenesis in testes, We dosed to 4-week-old Spragus-Dawleys (SD) male rats with TSTCI (0, 1, 5, 10, and 20mg/kg/day) daily by gavage for 14 days. TBTCI significantly decreased the weights of seminal vesicle, prostate, cowper's gland and LABC at 10 and 20mg/kg/day but significantly Increased the weights of liver at 10 and 20mg/kg/day and adrenals at 20mg/kg/day. mRNA levels of steroidogenic acute regulatory (StAR) and P450 aromatase were decreased and mRNA levels of cytochrome P450 17$\alpha$-hydroxylase/$C_{17-20}$ lyase (P450c17) were increased by TBTCI. TBTCI significantly increased serum testosterone level in dose-dependent manner. From above results, we found that TBTCI altered mRNA levels of enzymes related steroidogenesis, weights of organs and serum testosterone levels. This suggests that change of hormone levels may be due to alteration of mRNA levels of steroidogenic enzyme in testes, but further studies are necessary to investigate hormone levels in testis organ in order to find a relation of enzyme related to steroidogenesis with hormone levels. This work was supported by the Korea FDA Grant KFDA-03131-EDS-010.

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Evaluation of DNA damage in Pesticide Sprayers using Single Cell Gel Electrophoresis (단세포전기영동법(single Cell Gel Electrophoresis Assay)을 이용한 농약 살포자의 DNA손상 평가)

  • 이연경;이도영;이은일;이동배;류재천;김해준;설동근
    • Environmental Mutagens and Carcinogens
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    • v.21 no.2
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    • pp.128-134
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    • 2001
  • Single cell gel electrophoresis (SCGE) assay, also called comet assay, is a rapid and sensitive method to detect DNA damage in single cell level. To evaluate the DNA damage of lymphocytes of pesticides sprayers, SCGE assay was carried out for 50 pesticides sprayer and 58 control subjects. They were interviewed with structured questionnaire to get the information about the kinds and amount of pesticide. Insecticides and fungicides were predominant among pesticides. Major components of pesticides were organophosphorus, organosulfate, cartap, carbamates, and triazole. Sprayed pesticides were classified into two groups. Group I included organophosphorus, organoarsenic, organotin, tetrazine, triazole and gramoxone, which were known to cause DNA damages. Group II pesticide were carbamates, surfactants, organosulfates, etc., which were not found as DNA damaging agents in scientific documents. Olive tail moments of 100 lymphocytes were measured by KOMET 3.1 program for each person. The means of tail moments were compared between farmers exposed to pesticides and control subjects. Farmers showed higher tail moments than control subjects (2.07$\pm$1.40 vs 1.53$\pm$0.77, p<0.05). The means of tail moments also were compared among group I sprayers (n=36), group II sprayers (n=24) and, control subject, and the means or tail moments were 3.4s$\pm$3.2o, 2.66$\pm$2.20 and 1.53$\pm$0.77 respectively. The difference between means of group I sprayers and controls was statistically significant (p<0.05). In conclusion, this study showed higher DNA damage in farmers exposed to pesticides than control subjects, and comet assay could be useful as a biological monitoring method of genotoxic pesticides for farmers.

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Acute Toxicity of Dissolved Inorganic Metals, Organotins and Polycyclic Aromatic Hydrocarbons to Puffer Fish, Takifugu obscurus (황복(Takifugu obscurus)에 대한 중금속, 유기주석화합물 및 다환방향족탄화수소(PAHs)의 급성 독성)

  • Lee Jung-Suk;Lee Kyu-Tae;Kim Dong-Hoon;Kim Jin-Hyeong;Han Kyung-Nam
    • Environmental Analysis Health and Toxicology
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    • v.19 no.2
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    • pp.141-151
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    • 2004
  • We exposed juvenile puffer fish, Takifugu obscurus(30 days after hatching) to various aqueous pollutants including 4 kinds of inorganic metals (Ag, Cd, Cu and Hg), 2 organotin compound.; (tributyltin [TBT] and triphenyltin[TPhT]) and 5 polycyclic aromatic hydrocarbon (PAH) compounds (chrysene, fluoranthene, naphthalene, phenanthrene and pyrene) to estimate median lethal concentrations (LC50s) of each pollutant after the 96-hour acute exposure. Among the inorganic metals, Hg (52 $\mu\textrm{g}$/L; 96-h LC50) was most toxic to test animals and followed by Ag (164 $\mu\textrm{g}$/L), Cu (440 $\mu\textrm{g}$/L) and Cd (1180 $\mu\textrm{g}$/L). Aqueous TBT was more toxic between the two organotins; the 96-h LC50 for TBT (5.1 $\mu\textrm{g}$/L) was 3 times lower than that of TPhT (17.3 $\mu\textrm{g}$/L). The acute toxicity of PAH compounds was highest for chrysene (1.5 $\mu\textrm{g}$/L; 96-h LC50) and decreased in the order of pyrene (65 $\mu\textrm{g}$/L) > fluoranthene (158 $\mu\textrm{g}$/L) > phenanthrene (432 $\mu\textrm{g}$/L) > naphthalene (8690 $\mu\textrm{g}$/L). The toxicity of PAH compounds wat closely related to their physico-chemical characteristics such as $K_{ow}$ and water solubility, and well explained by simple QSAR relationship. The sensitivity of puffer fish to various inorganic and organic pollutants was generally comparable to various fish species widely used as standard test species in previous studies and further evaluation should be conducted to develop adequate testing procedure for T. obscurus when used in various toxicity tests.