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Chemical Compound Review

Hydroxyindole     1H-indol-4-ol

Synonyms: PubChem7262, Indol-4-ol, SureCN26495, CHEMBL446571, AG-A-22417, ...
 
 
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Disease relevance of Hydroxyindole

  • The phenoloxidase of C. neoformans thus appears to differ from that found in Mycobacterium leprae, which cannot use a hydroxyindole, desoxyfructo-5-hydroxytryptamine, as a substrate [1].
  • We showed in human melanoma cells tryptophan hydroxylase (TPH) and hydroxyindole methyltransferase genes expression with the sequential enzymatic activities of TPH, serotonin (Ser) N-acetyltransferase and hydroxyindole methyltransferase [2].
 

High impact information on Hydroxyindole

 

Biological context of Hydroxyindole

  • The nucleotide sequence of this region reveals the presence of two genes, tcmN and tcmO, whose deduced protein products display similarity to the hydroxyindole O-methyl transferase of the bovine pineal gland, an enzyme that catalyzes a phenolic O-methylation analogous to those required for the biosynthesis of Tcm C [8].
 

Anatomical context of Hydroxyindole

 

Associations of Hydroxyindole with other chemical compounds

  • The design, synthesis and activity of non-ATP competitive inhibitors of pp60(c-src) tyrosine kinase. Part 2: hydroxyindole derivatives [11].
  • A possible third role of ceruloplasmin is as a contributor to the regulation of the balance of biogenic amines through its oxidase action on the epinephrine and the hydroxyindole series [12].
 

Gene context of Hydroxyindole

  • 6-hydroxyindole-3-acetyl was proposed previously as a putative partial structure, for the acyl moiety of hydroxyindole-type polyamines (NPTX-1 to -6) [13].
  • As part of a continuing effort to identify novel scaffolds that inhibit the pp60(c-src) protein tyrosine kinase, a series of hydroxyindole amides was rationally designed and synthesized [11].
 

Analytical, diagnostic and therapeutic context of Hydroxyindole

References

  1. Utilization of indole compounds by Cryptococcus neoformans to produce a melanin-like pigment. Kwon-Chung, K.J., Tom, W.K., Costa, J.L. J. Clin. Microbiol. (1983) [Pubmed]
  2. Conversion of L-tryptophan to serotonin and melatonin in human melanoma cells. Slominski, A., Semak, I., Pisarchik, A., Sweatman, T., Szczesniewski, A., Wortsman, J. FEBS Lett. (2002) [Pubmed]
  3. Comparison of ketanserin and metoprolol in the treatment of essential hypertension. Sheps, S.G., Schirger, A., Zachariah, P.K., Fisher, L.D., Spiekerman, R.E., Araas, F.J., Collins, J.B., Agerter, D.C. Arch. Intern. Med. (1987) [Pubmed]
  4. Inhibition of amyloid fibril formation and cytotoxicity by hydroxyindole derivatives. Cohen, T., Frydman-Marom, A., Rechter, M., Gazit, E. Biochemistry (2006) [Pubmed]
  5. Hydroxyindole-O-methyltransferase activity in the pineal gland of the muskox (Ovibos moschatus). Tedesco, S.C., Morton, D.J., Reiter, R.J. J. Pineal Res. (1994) [Pubmed]
  6. Transcriptional regulation of hydroxyindole O-methyltransferase in the chicken pineal gland: day/night changes and long-term effects of light and darkness. Bernard, M., Guerlotte, J., Cogne, M., Greve, P., Collin, J.P., Voisin, P. Biochem. J. (1993) [Pubmed]
  7. Muscarinic effects on the hydroxy- and methoxyindole pathway in the rat pineal gland. Finocchiaro, L.M., Scheucher, A., Finkielman, S., Nahmod, V.E., Pirola, C.J. J. Endocrinol. (1989) [Pubmed]
  8. Nucleotide sequence of the tcmII-tcmIV region of the tetracenomycin C biosynthetic gene cluster of Streptomyces glaucescens and evidence that the tcmN gene encodes a multifunctional cyclase-dehydratase-O-methyl transferase. Summers, R.G., Wendt-Pienkowski, E., Motamedi, H., Hutchinson, C.R. J. Bacteriol. (1992) [Pubmed]
  9. Monoclonal antibodies to hydroxyindole O-methyltransferase from bovine pineal gland. Deguchi, T., Yokoyama, E., Ichikawa, T. Brain Res. (1987) [Pubmed]
  10. Effect of intravenous 5-hydroxytryptophan on hypothalamic concentration of norepinephrine, dopamine, serotonin and hydroxyindole acetic acid in the fetal lamb. Richards, G.E., Kendal, J.Z. Life Sci. (1987) [Pubmed]
  11. The design, synthesis and activity of non-ATP competitive inhibitors of pp60(c-src) tyrosine kinase. Part 2: hydroxyindole derivatives. Milkiewicz, K.L., Marsilje, T.H., Woodworth, R.P., Bifulco, N., Hangauer, M.J., Hangauer, D.G. Bioorg. Med. Chem. Lett. (2000) [Pubmed]
  12. Ceruloplasmin: the copper transport protein with essential oxidase activity. Frieden, E., Hsieh, H.S. Adv. Enzymol. Relat. Areas Mol. Biol. (1976) [Pubmed]
  13. Structures of spider toxins: hydroxyindole-3-acetylpolyamines and a new generalized structure of type-E compounds obtained from the venom of the Joro spider, Nephila clavata. Hisada, M., Fujita, T., Naoki, H., Itagaki, Y., Irie, H., Miyashita, M., Nakajima, T. Toxicon (1998) [Pubmed]
  14. Hormone-induced increase of hydroxyindole. O. methyltransferase activity in the embryonic chick pineal gland in organ culture. Mezei, C., Wainwright, S.D. Life Sci. (1979) [Pubmed]
 
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