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Chemical Compound Review

Allyspol     3-isothiocyanatoprop-1-ene

Synonyms: Carbospol, Redskin, Senfoel, AITC, AITK, ...
 
 
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Disease relevance of Artificial mustard oil

 

High impact information on Artificial mustard oil

 

Chemical compound and disease context of Artificial mustard oil

 

Biological context of Artificial mustard oil

 

Anatomical context of Artificial mustard oil

  • In the animals pretreated with NK-1 antagonist only the responses to the second MO injection was significantly affected whereas NK-2 pretreatment reduced the EMG responses to both MO injections to the TMJ [17].
  • In one group of rats, unilateral injections of an inflammatory substance, mustard oil (MO: 20%, 25 microl) were made into a masseter muscle [18].
  • In the first series of experiments WIN-2 was applied topically prior to excitation of corneal nociceptors by mustard oil (MO) [19].
  • Given this increased sensitivity of the cells to allyl isothiocyanate when in the transformed state, it is hypothesized that, when consumed in the human diet, this compound may protect against the development of colorectal cancer by selectively inhibiting the growth of transformed cell clones within the gastrointestinal mucosa [20].
  • The MO, BK and especially CAP groups showed histological evidence of vasodilatation and polymorphonuclear leukocyte infiltration in the pulp tissue and a significant increase in plasma extravasation of Evans Blue dye, whereas mineral oil did not induce these changes [21].
 

Associations of Artificial mustard oil with other chemical compounds

  • The production of allyl isothiocyanate from sinigrin was investigated in a dynamic in vitro large-intestinal model, after inoculation with a complex microflora of human origin [22].
  • Since the NK-1 antagonist produced no systematic changes in responses elicited by the first MO injection, substance P does not seem to be associated directly with the initiation or maintenance of the EMG responses but may be involved if a 'central sensitization' has been induced by the first MO injection to the TMJ [17].
  • The selective CB1 antagonist, SR141716A (1mg/kg, i.v.), prevented WIN-2-evoked reduction in Fos-LI after MO [19].
  • Histone deacetylase in nuclei of DS19 cells was inhibited 74% by 0.5 mM allyl mercaptan and 43% by 0.5 mM butanethiol but was not significantly affected by 0.5 mM allyl isothiocyanate [2].
  • However, allyl isothiocyanate and cinnamaldehyde (10-1000 microM) completely fail to interfere with the specific binding sites for the TRPV1 agonist [(3)H]-resiniferatoxin [23].
 

Gene context of Artificial mustard oil

 

Analytical, diagnostic and therapeutic context of Artificial mustard oil

  • Moreover, following inflammation induced by subcutaneous injections of MO VMl neurons developed responses to both thermal and mechanical innocuous skin stimulation, reminiscent of allodynia phenomena [27].
  • Mustard oil application enhanced significantly the EMG response to electrical stimulation and the effect increased with increasing age [28].
  • Allyl isothiocyanate, a constituent of cruciferous vegetables, inhibits growth of PC-3 human prostate cancer xenografts in vivo [29].
  • Furthermore, in animals pretreated with MK-801 microinjection (3 microg/0.3 microl) into the Vo, MO application to the pulp did not produce any significant changes in the RF and response properties of nociceptive neurons [30].
  • Postnatal changes in the electromyographic (EMG) activity of jaw muscles evoked by mustard oil (MO) application into the rat temporomandibular joint region and the recurrence of increased jaw muscle activities after intravenous injection of naloxone were compared among 4, 6 and 8-week-old rats [31].

References

  1. Mustard oil has differential effects on the response of trigeminal caudalis neurons to heat and acidity. Simons, C.T., Sudo, S., Sudo, M., Carstens, E. Pain (2004) [Pubmed]
  2. Induction of histone acetylation in mouse erythroleukemia cells by some organosulfur compounds including allyl isothiocyanate. Lea, M.A., Randolph, V.M., Lee, J.E., desBordes, C. Int. J. Cancer (2001) [Pubmed]
  3. Allyl isothiocyanate, a constituent of cruciferous vegetables, inhibits proliferation of human prostate cancer cells by causing G2/M arrest and inducing apoptosis. Xiao, D., Srivastava, S.K., Lew, K.L., Zeng, Y., Hershberger, P., Johnson, C.S., Trump, D.L., Singh, S.V. Carcinogenesis (2003) [Pubmed]
  4. Allyl-isothiocyanate causes mitotic block, loss of cell adhesion and disrupted cytoskeletal structure in HT29 cells. Smith, T.K., Lund, E.K., Parker, M.L., Clarke, R.G., Johnson, I.T. Carcinogenesis (2004) [Pubmed]
  5. Elimination of Escherichia coli O157:H7 from Fermented Dry Sausages at an Organoleptically Acceptable Level of Microencapsulated Allyl Isothiocyanate. Chacon, P.A., Muthukumarasamy, P., Holley, R.A. Appl. Environ. Microbiol. (2006) [Pubmed]
  6. TRP channel activation by reversible covalent modification. Hinman, A., Chuang, H.H., Bautista, D.M., Julius, D. Proc. Natl. Acad. Sci. U.S.A. (2006) [Pubmed]
  7. Pungent products from garlic activate the sensory ion channel TRPA1. Bautista, D.M., Movahed, P., Hinman, A., Axelsson, H.E., Sterner, O., Högestätt, E.D., Julius, D., Jordt, S.E., Zygmunt, P.M. Proc. Natl. Acad. Sci. U.S.A. (2005) [Pubmed]
  8. Phenethyl isothiocyanate triggers apoptosis in Jurkat cells made resistant by the overexpression of Bcl-2. Thomson, S.J., Brown, K.K., Pullar, J.M., Hampton, M.B. Cancer Res. (2006) [Pubmed]
  9. Dynamic alterations in the cutaneous mechanoreceptive fields of dorsal horn neurons in the rat spinal cord. Woolf, C.J., King, A.E. J. Neurosci. (1990) [Pubmed]
  10. Increased responses in trigeminocervical nociceptive neurons to cervical input after stimulation of the dura mater. Bartsch, T., Goadsby, P.J. Brain (2003) [Pubmed]
  11. Effects of the somatostatin receptor subtype 4 selective agonist J-2156 on sensory neuropeptide release and inflammatory reactions in rodents. Helyes, Z., Pint??r, E., N??meth, J., S??ndor, K., Elekes, K., Szab??, A., Pozsgai, G., Keszthelyi, D., Kereskai, L., Engstr??m, M., Wurster, S., Szolcs??nyi, J. Br. J. Pharmacol. (2006) [Pubmed]
  12. Glutathione- and cysteine-mediated cytotoxicity of allyl and benzyl isothiocyanate. Bruggeman, I.M., Temmink, J.H., van Bladeren, P.J. Toxicol. Appl. Pharmacol. (1986) [Pubmed]
  13. Anti-tumour and anti-oxidant activity of naturally occurring isothiocyanates. Manesh, C., Kuttan, G. J. Exp. Clin. Cancer Res. (2003) [Pubmed]
  14. Mechanism of oxidative DNA damage induced by carcinogenic allyl isothiocyanate. Murata, M., Yamashita, N., Inoue, S., Kawanishi, S. Free Radic. Biol. Med. (2000) [Pubmed]
  15. ERK and JNK signaling pathways are involved in the regulation of activator protein 1 and cell death elicited by three isothiocyanates in human prostate cancer PC-3 cells. Xu, C., Shen, G., Yuan, X., Kim, J.H., Gopalkrishnan, A., Keum, Y.S., Nair, S., Kong, A.N. Carcinogenesis (2006) [Pubmed]
  16. Somatosympathetic reflexes from the low back in the anesthetized cat. Kang, Y.M., Kenney, M.J., Spratt, K.F., Pickar, J.G. J. Neurophysiol. (2003) [Pubmed]
  17. Involvement of NK-1 and NK-2 tachykinin receptor mechanisms in jaw muscle activity reflexly evoked by inflammatory irritant application to the rat temporomandibular joint. Bakke, M., Hu, J.W., Sessle, B.J. Pain (1998) [Pubmed]
  18. Innocuous jaw movements increase c-fos expression in trigeminal sensory nuclei produced by masseter muscle inflammation. Ro, J.Y., Harriott, A., Crouse, U., Capra, N.F. Pain (2003) [Pubmed]
  19. Topical cannabinoid agonist, WIN55,212-2, reduces cornea-evoked trigeminal brainstem activity in the rat. Bereiter, D.A., Bereiter, D.F., Hirata, H. Pain (2002) [Pubmed]
  20. Allyl isothiocyanate is selectively toxic to transformed cells of the human colorectal tumour line HT29. Musk, S.R., Johnson, I.T. Carcinogenesis (1993) [Pubmed]
  21. Jaw electromyographic activity induced by the application of algesic chemicals to the rat tooth pulp. Sunakawa, M., Chiang, C.Y., Sessle, B.J., Hu, J.W. Pain (1999) [Pubmed]
  22. Metabolism of sinigrin (2-propenyl glucosinolate) by the human colonic microflora in a dynamic in vitro large-intestinal model. Krul, C., Humblot, C., Philippe, C., Vermeulen, M., van Nuenen, M., Havenaar, R., Rabot, S. Carcinogenesis (2002) [Pubmed]
  23. Contractile mechanisms coupled to TRPA1 receptor activation in rat urinary bladder. Andrade, E.L., Ferreira, J., André, E., Calixto, J.B. Biochem. Pharmacol. (2006) [Pubmed]
  24. PKCgamma contributes to a subset of the NMDA-dependent spinal circuits that underlie injury-induced persistent pain. Martin, W.J., Malmberg, A.B., Basbaum, A.I. J. Neurosci. (2001) [Pubmed]
  25. Mustard oils and cannabinoids excite sensory nerve fibres through the TRP channel ANKTM1. Jordt, S.E., Bautista, D.M., Chuang, H.H., McKemy, D.D., Zygmunt, P.M., Högestätt, E.D., Meng, I.D., Julius, D. Nature (2004) [Pubmed]
  26. Differential expression and stability of endogenous nuclear factor E2-related factor 2 (Nrf2) by natural chemopreventive compounds in HepG2 human hepatoma cells. Jeong, W.S., Keum, Y.S., Chen, C., Jain, M.R., Shen, G., Kim, J.H., Li, W., Kong, A.N. J. Biochem. Mol. Biol. (2005) [Pubmed]
  27. Convergence of cutaneous, muscular and visceral noxious inputs onto ventromedial thalamic neurons in the rat. Monconduit, L., Bourgeais, L., Bernard, J.F., Villanueva, L. Pain (2003) [Pubmed]
  28. Development of mustard oil-induced hyperalgesia in rats. Jiang, M.C., Gebhart, G.F. Pain (1998) [Pubmed]
  29. Allyl isothiocyanate, a constituent of cruciferous vegetables, inhibits growth of PC-3 human prostate cancer xenografts in vivo. Srivastava, S.K., Xiao, D., Lew, K.L., Hershberger, P., Kokkinakis, D.M., Johnson, C.S., Trump, D.L., Singh, S.V. Carcinogenesis (2003) [Pubmed]
  30. Neuroplasticity induced by tooth pulp stimulation in trigeminal subnucleus oralis involves NMDA receptor mechanisms. Park, S.J., Chiang, C.Y., Hu, J.W., Sessle, B.J. J. Neurophysiol. (2001) [Pubmed]
  31. Postnatal development of central nociceptive mechanisms modulating jaw muscle activity in the rat. Seo, K., Someya, G. Neurosci. Lett. (2000) [Pubmed]
 
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