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Chemical Compound Review

indolamin     1H-indol-2-amine

Synonyms: aminoindole, SureCN37667, amino indole, SureCN3944368, CHEBI:33066, ...
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Disease relevance of indolamine


Psychiatry related information on indolamine

  • In addition, these results suggest that 5-HT2A agonist activity may be required, but is not in itself sufficient, for indolamine and phenylalkglamine compounds to elicit hallucinations in humans [6].
  • Theoretical and therapeutic potential of indolamine precursors in affective disorders [7].
  • Ibogaine, an indolamine derivative, is currently being investigated as a potential agent in the treatment of stimulant and opiate addiction [8].
  • Our previous reports have pointed out that the Rett syndrome (RS) starts from early infancy with autistic behavior and muscle hypotonia, and we have raised the hypothesis in regard to the pathophysiology that RS can be an early developmental disorder of the monoaminergic and indolamine systems [9].

High impact information on indolamine

  • The antiproliferative effect of the indolamine on these cells is partially abolished when coincubated with the PKC activator 12-O-tetradecanoylphorbol-13-acetate, thus indicating that the ability of melatonin to change cellular redox state may be inactivating the pathway RTK/PKC/Akt/NF-kappaB [10].
  • Melatonin is an indolamine mostly produced in the pineal gland, soluble in water, and highly lipophilic, which allows it to readily cross the blood-brain barrier [10].
  • Interestingly, the mRNA levels of leukemia inhibitory factor, TGF-beta and heme oxygenase-1 at the fetal-maternal interface were dramatically up-regulated after Treg transfer, while the levels of indolamine 2,3-dioxygenase remained unchanged [11].
  • This indolamine causes CaM subcellular redistribution in epithelial MDCK and MCF-7 cells, and selectively activates protein kinase C alpha (PKC alpha) in neuronal N1E-115 cells [12].
  • Melatonin has been shown to regulate several immune functions, and some authors showed that leukocytes are also able to produce the indolamine [13].

Chemical compound and disease context of indolamine


Biological context of indolamine


Anatomical context of indolamine


Associations of indolamine with other chemical compounds


Gene context of indolamine


Analytical, diagnostic and therapeutic context of indolamine


  1. Induction of indolamine 2,3-dioxygenase in primary human macrophages by human immunodeficiency virus type 1 is strain dependent. Grant, R.S., Naif, H., Thuruthyil, S.J., Nasr, N., Littlejohn, T., Takikawa, O., Kapoor, V. J. Virol. (2000) [Pubmed]
  2. Plasma melatonin concentration before and during testosterone replacement in Klinefelter's syndrome: relation to hepatic indolamine metabolism and sympathoadrenal activity. Caglayan, S., Ozata, M., Ozisik, G., Turan, M., Bolu, E., Oktenli, C., Arslan, N., Erbil, K., Gul, D., Ozdemir, I.C. J. Clin. Endocrinol. Metab. (2001) [Pubmed]
  3. Establishment of T-helper type 1- and T-helper type 2-like human Toxoplasma antigen-specific T-cell clones. Däubener, W., Mackenzie, C., Hadding, U. Immunology (1995) [Pubmed]
  4. Hereditary diabetes insipidus in rats. Altered cerebral indolamine and catecholamine metabolism. Kovács, G.L., Szabó, G., Szontágh, L., Medve, L., Telegdy, G., László, F.A. Neuroendocrinology (1980) [Pubmed]
  5. Modification of the indolamine content in neuroblastoma x glioma hybrid NG108-15 cells upon induced differentiation. Ghahary, A., Vriend, J., Cheng, K.W. Cell. Mol. Neurobiol. (1989) [Pubmed]
  6. Role of 5-HT2A and 5-HT2C receptors in the stimulus effects of hallucinogenic drugs. II: Reassessment of LSD false positives. Fiorella, D., Rabin, R.A., Winter, J.C. Psychopharmacology (Berl.) (1995) [Pubmed]
  7. Theoretical and therapeutic potential of indolamine precursors in affective disorders. Wirz-Justice, A. Neuropsychobiology (1977) [Pubmed]
  8. Determination of ibogaine and 12-hydroxy-ibogamine in plasma by gas chromatography-positive ion chemical ionization-mass spectrometry. Alburges, M.E., Foltz, R.L., Moody, D.E. Journal of analytical toxicology. (1995) [Pubmed]
  9. Clinical features of the early stage of the Rett syndrome. Nomura, Y., Segawa, M. Brain Dev. (1990) [Pubmed]
  10. Intracellular signaling pathways involved in the cell growth inhibition of glioma cells by melatonin. Martín, V., Herrera, F., Carrera-Gonzalez, P., García-Santos, G., Antolín, I., Rodriguez-Blanco, J., Rodriguez, C. Cancer Res. (2006) [Pubmed]
  11. Regulatory T cells induce a privileged tolerant microenvironment at the fetal-maternal interface. Zenclussen, A.C., Gerlof, K., Zenclussen, M.L., Ritschel, S., Zambon Bertoja, A., Fest, S., Hontsu, S., Ueha, S., Matsushima, K., Leber, J., Volk, H.D. Eur. J. Immunol. (2006) [Pubmed]
  12. Melatonin stimulates calmodulin phosphorylation by protein kinase C. Soto-Vega, E., Meza, I., Ramírez-Rodríguez, G., Benitez-King, G. J. Pineal Res. (2004) [Pubmed]
  13. Tryptophan consumption and indoleamines production by peritoneal cavity macrophages. Martins, E., Ferreira, A.C., Skorupa, A.L., Afeche, S.C., Cipolla-Neto, J., Costa Rosa, L.F. J. Leukoc. Biol. (2004) [Pubmed]
  14. Spectroscopic and equilibrium studies of ligand and organic substrate binding to indolamine 2,3-dioxygenase. Sono, M. Biochemistry (1990) [Pubmed]
  15. Dual immunoregulatory pathways of 4-1BB signaling. Vinay, D.S., Cha, K., Kwon, B.S. J. Mol. Med. (2006) [Pubmed]
  16. Effect of a pineal indolamine, 5-methoxyindole-3-acetic acid, on the estrous cycle and reproductive organs of female Wistar albino rats. Ocal-Irez, T., Durmus, G., Sekerkiran, Y., Peker, C., Uygur, G. Brain Res. (1989) [Pubmed]
  17. Maternal exposure to delta 9-tetrahydrocannabinol (delta 9-THC) alters indolamine levels and turnover in adult male and female rat brain regions. Molina-Holgado, F., Alvarez, F.J., Gonzalez, I., Antonio, M.T., Leret, M.L. Brain Res. Bull. (1997) [Pubmed]
  18. Oxytocin release induced by melatonin in the ewe. Ross, M.G., Leake, R.D., Stegner, H., Ervin, G., Fisher, D.A. Developmental pharmacology and therapeutics. (1985) [Pubmed]
  19. Gamma interferon fails to induce expression of indoleamine 2,3-dioxygenase and does not control the growth of Chlamydophila abortus in BeWo trophoblast cells. Entrican, G., Wattegedera, S., Chui, M., Oemar, L., Rocchi, M., McInnes, C. Infect. Immun. (2002) [Pubmed]
  20. Sleep and waking during acute histamine H3 agonist BP 2.94 or H3 antagonist carboperamide (MR 16155) administration in rats. Monti, J.M., Jantos, H., Ponzoni, A., Monti, D. Neuropsychopharmacology (1996) [Pubmed]
  21. Electron microscopic analysis of S-antigen- and serotonin-immunoreactive neural and sensory elements in the photosensory pineal organ of the salmon. Ekström, P., Meissl, H. J. Comp. Neurol. (1990) [Pubmed]
  22. Drug abuse and neuropathogenesis of HIV infection: role of DC-SIGN and IDO. Nair, M.P., Schwartz, S.A., Mahajan, S.D., Tsiao, C., Chawda, R.P., Whitney, R., Don Sykes, B.B., Hewitt, R. J. Neuroimmunol. (2004) [Pubmed]
  23. Amacrine cells of the rhesus monkey retina. Mariani, A.P. J. Comp. Neurol. (1990) [Pubmed]
  24. Effect of interferon on a primary conjunctival epithelial cell model of trachoma. Rapoza, P.A., Tahija, S.G., Carlin, J.P., Miller, S.L., Padilla, M.L., Byrne, G.I. Invest. Ophthalmol. Vis. Sci. (1991) [Pubmed]
  25. 5 alpha-dihydrotestosterone administration converts indolamine metabolism and porphyrin content of the female Syrian hamster Harderian gland to the male type. Marrufo, B., Menendez-Pelaez, A., Buzzell, G.R., Gonzalez-Brito, A., Reiter, R.J. Proc. Soc. Exp. Biol. Med. (1989) [Pubmed]
  26. The effect of tryptophan and a tryptophan/5-hydroxytryptophan combination on indoles in the brains of rats fed a tryptophan deficient diet. Clark, J.A., Clark, M.S., Palfreyman, E.S., Palfreyman, M.G. Psychopharmacologia. (1975) [Pubmed]
  27. Molecular mechanisms of cellular injury produced by neurotoxic amino acids that generate reactive oxygen species. Metodiewa, D. Amino Acids (1998) [Pubmed]
  28. Localization of indoleamine 2,3-dioxygenase gene (INDO) to chromosome 8p12-->p11 by fluorescent in situ hybridization. Najfeld, V., Menninger, J., Muhleman, D., Comings, D.E., Gupta, S.L. Cytogenet. Cell Genet. (1993) [Pubmed]
  29. Lentivirus envelope protein exerts differential neuropathogenic effects depending on the site of expression and target cell. Noorbakhsh, F., Tang, Q., Liu, S., Silva, C., van Marle, G., Power, C. Virology (2006) [Pubmed]
  30. Antioxidant strategies in the epididymis. Vernet, P., Aitken, R.J., Drevet, J.R. Mol. Cell. Endocrinol. (2004) [Pubmed]
  31. Independent optimization of capillary electrophoresis separation and native fluorescence detection conditions for indolamine and catecholamine measurements. Park, Y.H., Zhang, X., Rubakhin, S.S., Sweedler, J.V. Anal. Chem. (1999) [Pubmed]
  32. Localization of mRNA encoding the indolamine synthesizing enzyme, hydroxyindole-O-methyltransferase, in chicken pineal gland and retina by in situ hybridization. Wiechmann, A.F., Craft, C.M. Neurosci. Lett. (1993) [Pubmed]
  33. Effect of superior cervical ganglionectomy on monoamine content in the epithalamic area of the Mongolian gerbil (Meriones unguiculatus): a fluorescence histochemical study. Møller, M., Nielsen, J.T., van Veen, T. Cell Tissue Res. (1979) [Pubmed]
  34. The effect of copper on (3H)-tryptophan metabolism in organ cultures of rat pineal glands. Parmar, P., Daya, S. Metabolic brain disease. (2001) [Pubmed]
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