• Title/Summary/Keyword: Bis-[4-chlorophenyl]-1,1,1-trichloroethane

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Synthesis and Insecticidal effects of 2,2-bis(2-methoxy-5-chlorophenyl) 1,1,1-trichloroethane (2,2-bis(2-methoxy-5-chlorophenyl) 1,1,1-trichloroethane의 合成 과 殺蟲能에 관하여)

  • Lee, Dae-Soo;Kim, Jae-Hang;Choi, Won-Hyung;Choi, Young-Euion
    • Journal of the Korean Chemical Society
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    • v.10 no.4
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    • pp.149-152
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    • 1966
  • An insecticide was obtained by condensation of chloral hydrate with p-chloroanisole. The structure of the insecticide was found to be 2,2-bis(2-methoxy-5-chlorophenyl)1,1,1-trichloroethane(M.C.T.). The best conditions for this condensation reaction were as follows: 1) The sulfuric acid concentration: 93% 2) The mole ratio of sulfuric acid to p-chloroanisole: 8 3) The mole ratio of chloral hydrate to p-chloroanisole: 0.7 4) The reaction time and reaction temperature: 12 hrs and 25-30$^{\circ}C$ The insecticidal effects of M.C.T against the Citrus Red Mite and Chrysanthemum Aphid were five times as strong as D.D.T.

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Hapten Synthesis and Influence of Coating Ligands on Enzyme-linked Immunoreaction of DDT

  • Hong, Ji- Youn;Kim, Jong-Hyun;Choi, Myung-Ja
    • Bulletin of the Korean Chemical Society
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    • v.23 no.10
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    • pp.1413-1431
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    • 2002
  • For the development of immunodetection method of 4,4'-dichlorodipheny-2,2,2-trichloroethane (p,p'-DDT), a persistent and broad toxic organochlorine insecticide, various DDT derivatives were synthesized and characterized for the use of immunogens and the coating ligands for the antibody evaluation. The appropriate lengths of linkers were introduced to investigate more efficient DDT derivatives. Among these hapten derivatives, 2,2-Bis(4-chlorophenyl)acetic acid (DDA), 5,5-Bis(4-chlorophenyl)-5-hydroxypentanoic acid (DDHP) and 5,5-Bis(4-chlorophenyl)-5-chloropentanoic acid (DDCP) were conjugated with keyhole limpet hemocyanin (KLH) for the use of immunogen to produce antibodies. 6,6-Bis(4-chlorophenyl)-6-hydroxyhexanoic acid (DDHH) and 3-[6,6-Bis(4-chlorophenyl)-6-hydroxyhexanoylamino]propanoic acid (DDHHAP) in addition to above hapten derivatives were conjugated to ovualbumin (OVA) and bovine serum albumin (BSA) for the use of coating ligands to measure the titration level of antibody and the displacement of free analytes. Three matching pairs of antibodies and coating ligands were selected for the simultaneous detection of p,p'-DDT and its related compounds of DDA and 2,2-bis(4-chlorophenyl)-1,1-dichloroethylene (p,p'-DDE) by investingating the displacement of free analytes in an indirect ELISA. These were PAb #1 and coating ligand DDCP-OVA, PAb #1 and DDHHAP-OVA, and PAb #3 and DDHHAP-OVA. The most useful immunoreaction for DDT analytes were obtained using PAb #3 and coating ligand DDHHAP-OVA showing 3.4 ng/mL of lower limit of detection. These results indicated that titration level and free analytes displacement were greatly influenced by hapten derivatized and carrier proteins conjugated.

p,p'-DDT induces apoptosis in human endometrial stromal cells via the PI3K/AKT pathway and oxidative stress

  • So Ra Oh;Seung Bin Park;Yeon Jean Cho
    • Clinical and Experimental Reproductive Medicine
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    • v.51 no.3
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    • pp.247-259
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    • 2024
  • Objective: Bis-[4-chlorophenyl]-1,1,1-trichloroethane (DDT), one of the most widely used synthetic pesticides, is an endocrine-disrupting chemical with the potential to interfere with the human reproductive system. The effects of DDT and one of its metabolites, p,p'-DDT, on human endometrial stromal cells (ESCs) and health outcomes remain unknown. In this study, we investigated whether p,p'-DDT induces an imbalance in cell proliferation and apoptosis in human ESCs via oxidative stress. Methods: We assessed apoptosis in ESCs by quantifying the expression of markers associated with both intrinsic and extrinsic pathways. Additionally, we measured levels of reactive oxygen species (ROS), antioxidant enzyme activity, and estrogen receptors (ERs). We also examined changes in signaling involving nuclear factor kappa-light-chain-enhancer of activated B cells. Results: Following treatment with 1,000 pg/mL of p,p'-DDT, we observed an increase in Bax expression, a decrease in Bcl-2 expression, and increases in the expression of caspases 3, 6, and 8. We also noted a rise in the generation of ROS and a reduction in glutathione peroxidase expression after treatment with p,p'-DDT. Additionally, p,p'-DDT treatment led to changes in ER expression and increases in the protein levels of phosphatidylinositol 3-kinase (PI3K), phospho-protein kinase B (phospho-AKT), and phospho-extracellular signal-regulated kinase (phospho-ERK). Conclusion: p,p'-DDT was found to induce apoptosis in human ESCs through oxidative stress and an ER-mediated pathway. The activation of the PI3K/AKT and ERK pathways could represent potential mechanisms by which p,p'-DDT prompts apoptosis in human ESCs and may be linked to endometrial pathologies.