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Chemical Compound Review

Bladafum     diethoxyphosphinothioyloxy- diethoxy...

Synonyms: Bladafun, Bladafup, Dithione, Dithionp, Sulfatep, ...
 
 
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Disease relevance of Dithiotep

  • The antitumor activity and toxicity of 7-N-(2-((2-(gamma-L-glutamylamino) ethyl) dithio) ethyl) mitomycin C (KW2149) were evaluated using a human tumor xenograft--nude mouse system, and compared with those of the maternal compound, mitomycin C [1].
  • Comparable to praziquantel, the dithione II was found, still promisingly antischistosomally active (approximately 70% of I, collective average activity, based on 500 mg II/kg mouse body weight) [2].
 

High impact information on Dithiotep

  • These complexes may not bind IFN-alpha as shown by studies using the heterobifunctional cross-linking reagent Denny-Jaffe and by partial cleavage of the homobifunctional cross-linker dithio succinimidyl propionate [3].
  • Based on the inhibition of an organophosphorous insecticide on the enzymatic activity of AChE, using Sulfotep as a model compound, the conditions for the flow-injection detection of the insecticide were optimized [4].
  • Surprisingly, the dithio derivative 15 was toxic for myoblasts [5].
  • The latter suggests that very low activities of the dithio analogues of dUMP and 5-fluoro-dUMP may relate more to the covalent reaction of these nucleotides within the ternary complex with TS and 5,10-methylenetetrahydrofolate, than to their pre-covalent binding [6].
  • Analogs of thyrotropin-releasing hormone (Glp-His-Pro-NH2, TRH) have been prepared which contain thioamide moieties in the pyroglutamic acid ring, the carboxyamide proline terminus, and in both positions (dithio) [7].
 

Biological context of Dithiotep

 

Anatomical context of Dithiotep

  • Characteristic of [125I]omega-conotoxin (omega-CgTX) labeling using bifunctional cross linker (dithio bis[succinimidyl propionate]:DSP) was systematically investigated in crude membranes from chick whole brain [11].
 

Associations of Dithiotep with other chemical compounds

  • Further, some significant biochemical and toxicological parameters for both the control and the dithione II treated mice, particularly the total serum and liver proteins, liver enzymes, serum total lipids, cholesterol, triglycerides, albumin, globulins and creatinine, were assayed [2].
  • Nicotine- and cotinine-induced TF expression was mediated by the activation of the transcription factor, nuclear factor-kappa B (NF-kappaB), as demonstrated by electrophoretic mobility shift assay and by the suppression of TF expression by the NF-kappaB inhibitor, pyrrolidine dithio carbamate ammonium [12].
 

Gene context of Dithiotep

 

Analytical, diagnostic and therapeutic context of Dithiotep

  • Several related dithio acid dianions and S- blocked derivatives were also screened to provide an indication of the possible role that thiol anions might play in malaria chemotherapy [14].
  • Loss of activity after treatment with the dithio reagents may be a result of reduction of a disulfide bond, which may affect the transporter conformation [15].
  • Antitumor activity of 7-N-(2-((2-(gamma-L-glutamylamino) ethyl) dithio) ethyl) mitomycin C (KW2149) against human tumor xenografts serially transplanted into nude mice [1].

References

  1. Antitumor activity of 7-N-(2-((2-(gamma-L-glutamylamino) ethyl) dithio) ethyl) mitomycin C (KW2149) against human tumor xenografts serially transplanted into nude mice. Kubota, T., Inada, T., Inoue, S., Kuzuoka, M., Arisawa, Y., Suto, A., Kodaira, S., Ishibiki, K., Abe, O. Jpn. J. Clin. Oncol. (1989) [Pubmed]
  2. Synthetic and bioorganic investigations of 2-cyclohexylthiocarbonyl( 1,2,3,6,7,11B)hexahydro-4H-pyrazino [2-1a] isoquinoline-4-thione, a new dithione mimic of the universal anthelminthic Praziquantel. Abo-Ghalia, C.H., Soliman, A.M. Acta poloniae pharmaceutica. (2001) [Pubmed]
  3. Characterization of the alpha subunit of the IFN-alpha receptor. Evidence of N- and O-linked glycosylation and association with other surface proteins. Platanias, L.C., Pfeffer, L.M., Cruciani, R., Colamonici, O.R. J. Immunol. (1993) [Pubmed]
  4. Binding of acetylcholinesterase to multiwall carbon nanotube-cross-linked chitosan composite for flow-injection amperometric detection of an organophosphorous insecticide. Kandimalla, V.B., Ju, H. Chemistry (Weinheim an der Bergstrasse, Germany) (2006) [Pubmed]
  5. Design and synthesis of aryloxyethyl thiocyanate derivatives as potent inhibitors of Trypanosoma cruzi proliferation. Szajnman, S.H., Yan, W., Bailey, B.N., Docampo, R., Elhalem, E., Rodriguez, J.B. J. Med. Chem. (2000) [Pubmed]
  6. Relative free energies of binding to thymidylate synthase of 2- and/or 4-thio and/or 5-fluoro analogues of dUMP. Jarmuła, A., Cieplak, P., Leś, A., Rode, W. J. Comput. Aided Mol. Des. (2003) [Pubmed]
  7. Biological activities of thionated thyrotropin-releasing hormone analogs. Lankiewicz, L., Bowers, C.Y., Reynolds, G.A., Labroo, V., Cohen, L.A., Vonhof, S., Sirén, A.L., Spatola, A.F. Biochem. Biophys. Res. Commun. (1992) [Pubmed]
  8. Antiradiation compounds XVI: N-heterocyclic aminoethyl disulfides and aminoethanethiosulfuric acids. Foye, W.O., Lowe, Y.H., Lanzillo, J.J. Journal of pharmaceutical sciences. (1976) [Pubmed]
  9. Diazinon toxicity in sheep and cattle arising from the misuse of unlicensed and out-of-date products. Sharpe, R.T., Livesey, C.T., Davies, I.H., Jones, J.R., Jones, A. Vet. Rec. (2006) [Pubmed]
  10. On site determination of Sulfotep air levels in a fumigating greenhouse. Williams, D.T., Denley, H.V., Lane, D.A. American Industrial Hygiene Association journal. (1980) [Pubmed]
  11. Characteristics of [125I]omega-conotoxin labeling using bifunctional cross linker DSP in crude membranes from chick brain. Ichida, S., Wada, T., Akimoto, T., Kasamatsu, Y., Tahara, M., Hasimoto, K. Neurochem. Res. (1995) [Pubmed]
  12. Nicotine induces tissue factor expression in cultured endothelial and smooth muscle cells. Cirillo, P., DE Rosa, S., Pacileo, M., Gargiulo, A., Leonardi, A., Angri, V., Formisano, S., Chiariello, M. J. Thromb. Haemost. (2006) [Pubmed]
  13. Inhibition of the Ca pump ATPase of human red blood cell membranes by dithio compounds. Vincenzi, F.F., Wu, L. Proc. West. Pharmacol. Soc. (1988) [Pubmed]
  14. Synthesis and antimalarial activity of heterocyclic alkyl disulfides, thiosulfates, and dithio acid derivatives. Foye, W.O., Lanzillo, J.J., Lowe, Y.H., Kauffman, J.M. Journal of pharmaceutical sciences. (1975) [Pubmed]
  15. Putative cocaine receptor in striatum is a glycoprotein with active thiol function. Cao, C.J., Young, M.M., Wong, J.B., Mahran, L.G., Eldefrawi, M.E. Membrane biochemistry. (1989) [Pubmed]
 
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