The world's first wiki where authorship really matters (Nature Genetics, 2008). Due credit and reputation for authors. Imagine a global collaborative knowledge base for original thoughts. Search thousands of articles and collaborate with scientists around the globe.

wikigene or wiki gene protein drug chemical gene disease author authorship tracking collaborative publishing evolutionary knowledge reputation system wiki2.0 global collaboration genes proteins drugs chemicals diseases compound
Hoffmann, R. A wiki for the life sciences where authorship matters. Nature Genetics (2008)
Chemical Compound Review

SureCN12264962     [(5R)-8-methyl-8- azabicyclo[3.2.1]oct-3...

Synonyms: AC1O3DH1
Welcome! If you are familiar with the subject of this article, you can contribute to this open access knowledge base by deleting incorrect information, restructuring or completely rewriting any text. Read more.

Disease relevance of hyoscyamine


High impact information on hyoscyamine


Chemical compound and disease context of hyoscyamine


Biological context of hyoscyamine

  • Biotransformation of hyoscyamine by suspension cultures of Anisodus tanguticus [12].
  • Hyoscyamine 6 beta-hydroxylase (H6H), a key enzyme in the biosynthetic pathway of scopolamine, catalyzes the hydroxylation of hyoscyamine and epoxide formation from 6 beta-hydroxyhyoscyamine to generate scopolamine [13].
  • N. tabacum hairy roots carrying the 35S-h6h transgene showed a more efficient uptake of hyoscyamine from the culture medium and a higher rate of bioconversion of hyoscyamine to scopolamine than those of H. muticus [14].
  • The assay is more selective for scopolamine (percent cross-reactions for hyoscyamine = 0.21%, 6-hydroxy-hyoscyamine = 0.17%) than previously reported immunoassays [15].
  • In order to increase the production of the pharmaceuticals hyoscyamine and scopolamine in hairy root cultures, a binary vector system was developed to introduce the T-DNA of the Ri plasmid together with the tobacco pmt gene under the control of CaMV 35S promoter, into the genome of Datura metel and Hyoscyamus muticus [16].

Anatomical context of hyoscyamine

  • The highest rates of hyoscyamine production by cell line DS 1 were obtained with full strength B5 medium with 5% sucrose at either 20 degrees C or 25 degrees C. Under these conditions, rates of hyoscyamine formation of up to 7.4 mg/l/d were observed under batch culture conditions [17].
  • Constitutive inhibitory action of muscarinic receptors on adenylyl cyclase in cardiac membranes and its stereospecific suppression by hyoscyamine [18].
  • Teratogenic effects of a mixture of scopolamine and hyoscyamine in chick embryos [19].
  • No apparent correlation was found between the analgesic activity and antimuscarinic activity on M1, M2 and M3 receptors, whereas striking differences exist between the affinity values of the analgesic enantiomer of hyoscyamine (R-(+)-1) and those of the inactive isomers of 2 on the muscarinic receptor present in immature guinea pig uterus [20].

Associations of hyoscyamine with other chemical compounds


Gene context of hyoscyamine

  • Glucagon is expensive and hyoscyamine has side effects [25].
  • Feeding root cultures with (RS)-phenyl[1,3-(13)C(2)]lactic acid led to (13)C spin-spin coupling detected on C-1' and C-2' of the hyoscyamine skeleton, which validated the intramolecular rearrangement of littorine into hyoscyamine [26].
  • Isolation and GC-MS analyses of the isotope incorporation into the resultant hyoscyamine does not support the involvement of a vicinal interchange process operating during the isomerisation of littorine to hyoscyamine [27].

Analytical, diagnostic and therapeutic context of hyoscyamine


  1. Metabolic engineering of medicinal plants: transgenic Atropa belladonna with an improved alkaloid composition. Yun, D.J., Hashimoto, T., Yamada, Y. Proc. Natl. Acad. Sci. U.S.A. (1992) [Pubmed]
  2. Sublingual hyoscyamine sulfate in combination with ketorolac tromethamine for ureteral colic: a randomized, double-blind, controlled trial. Jones, J.B., Giles, B.K., Brizendine, E.J., Cordell, W.H. Annals of emergency medicine. (2001) [Pubmed]
  3. Benefit of intravenous antispasmodic (hyoscyamine sulfate) as premedication for colonoscopy. Marshall, J.B., Patel, M., Mahajan, R.J., Early, D.S., King, P.D., Banerjee, B. Gastrointest. Endosc. (1999) [Pubmed]
  4. Structural and functional comparison of HemN to other radical SAM enzymes. Layer, G., Kervio, E., Morlock, G., Heinz, D.W., Jahn, D., Retey, J., Schubert, W.D. Biol. Chem. (2005) [Pubmed]
  5. Toxicity study of the main alkaloids of Datura ferox in broilers. Kovatsis, A., Flaskos, J., Nikolaidis, E., Kotsaki-Kovatsi, V.P., Papaioannou, N., Tsafaris, F. Food Chem. Toxicol. (1993) [Pubmed]
  6. Pancreas: does hyoscyamine butylbromide increase the diagnostic value of helical CT? Aschoff, A.J., Görich, J., Sokiranski, R., Rieber, A., Brambs, H.J., Krämer, S.C. Radiology. (1999) [Pubmed]
  7. Molecular cloning, expression and characterization of tropinone reductase II, an enzyme of the SDR family in Solanum tuberosum (L.). Keiner, R., Kaiser, H., Nakajima, K., Hashimoto, T., Dräger, B. Plant Mol. Biol. (2002) [Pubmed]
  8. Evolutionary ecology of the tropane alkaloids of Datura stramonium L. (Solanaceae). Shonle, I., Bergelson, J. Evolution (2000) [Pubmed]
  9. The selectivity of the (-)-and (+)-forms of hyoscine methiodide and of hyoscyamine camphorsulphonate for muscarinic (M2) receptors. Barlow, R.B., Dawson, S. Br. J. Pharmacol. (1986) [Pubmed]
  10. Comparison of glucagon and scopolamine butylbromide as premedication for colonoscopy in unsedated patients. Yoshikawa, I., Yamasaki, M., Taguchi, M., Kanda, K., Tashiro, M., Kume, K., Tabaru, A., Otsuki, M. Dis. Colon Rectum (2006) [Pubmed]
  11. Current gut-directed therapies for irritable bowel syndrome. Chang, H.Y., Kelly, E.C., Lembo, A.J. Current treatment options in gastroenterology. (2006) [Pubmed]
  12. Biotransformation of hyoscyamine by suspension cultures of Anisodus tanguticus. Cheng, K.D., Zhu, W.H., Li, X.L., Meng, C., Sun, Z.M., Yang, D.H. Planta Med. (1987) [Pubmed]
  13. Molecular cloning, expression and characterization of hyoscyamine 6beta-hydroxylase from hairy roots of Anisodus tanguticus. Liu, T., Zhu, P., Cheng, K.D., Meng, C., He, H.X. Planta Med. (2005) [Pubmed]
  14. Enhanced secretion of tropane alkaloids in Nicotiana tabacum hairy roots expressing heterologous hyoscyamine-6beta-hydroxylase. Häkkinen, S.T., Moyano, E., Cusidó, R.M., Palazón, J., Piñol, M.T., Oksman-Caldentey, K.M. J. Exp. Bot. (2005) [Pubmed]
  15. Monoclonal antibody-based enzyme immunoassay for the quantitative determination of the tropane alkaloid, scopolamine. Hagemann, K., Piek, K., Stöckigt, J., Weiler, E.W. Planta Med. (1992) [Pubmed]
  16. Effect of pmt gene overexpression on tropane alkaloid production in transformed root cultures of Datura metel and Hyoscyamus muticus. Moyano, E., Jouhikainen, K., Tammela, P., Palazón, J., Cusidó, R.M., Piñol, M.T., Teeri, T.H., Oksman-Caldentey, K.M. J. Exp. Bot. (2003) [Pubmed]
  17. Factors Affecting the Growth and Hyoscyamine Production during Batch Culture of Transformed Roots of Datura stramonium. Hilton, M.G., Rhodes, M.J. Planta Med. (1993) [Pubmed]
  18. Constitutive inhibitory action of muscarinic receptors on adenylyl cyclase in cardiac membranes and its stereospecific suppression by hyoscyamine. Rícný, J., Gualtieri, F., Tucek, S. Physiological research / Academia Scientiarum Bohemoslovaca. (2002) [Pubmed]
  19. Teratogenic effects of a mixture of scopolamine and hyoscyamine in chick embryos. Magras, I.N., Kotsaki-Kovatsi, V.P., Kovatsis, A., Adamidou, L. Veterinary and human toxicology. (1993) [Pubmed]
  20. Analgesic, antimuscarinic activity and enantioselectivity of the four isomers of 3-quinuclidinyl tropate as compared with the enantiomers of hyoscyamine. Dei, S., Bellucci, C., Gualtieri, F., Romanelli, M.N., Scapecchi, S., Teodori, E., Bartolini, A., Ghelardini, C. Farmaco (1995) [Pubmed]
  21. Potentially inappropriate medication use by elderly persons in U.S. Health Maintenance Organizations, 2000-2001. Simon, S.R., Chan, K.A., Soumerai, S.B., Wagner, A.K., Andrade, S.E., Feldstein, A.C., Lafata, J.E., Davis, R.L., Gurwitz, J.H. Journal of the American Geriatrics Society. (2005) [Pubmed]
  22. Determination of hyoscyamine in BPC mixtures. Khalil, S.A., El-Masry, S. Journal of pharmaceutical sciences. (1976) [Pubmed]
  23. Analysis of Duboisia myoporoides R. Br. and Duboisia leichhardtii F. Muell. Griffin, W.J., Brand, H.P., Dare, J.G. Journal of pharmaceutical sciences. (1975) [Pubmed]
  24. Simultaneous determination of scopolamine, hyoscyamine and littorine in plants and different hairy root clones of Hyoscyamus muticus by micellar electrokinetic chromatography. Mateus, L., Cherkaoui, S., Christen, P., Oksman-Caldentey, K.M. Phytochemistry (2000) [Pubmed]
  25. Warm water irrigation for dealing with spasm during colonoscopy: simple, inexpensive, and effective. Church, J.M. Gastrointest. Endosc. (2002) [Pubmed]
  26. Kinetic study of littorine rearrangement in Datura innoxia hairy roots by (13)C NMR spectroscopy. Lanoue, A., Boitel-Conti, M., Portais, J.C., Laberche, J.C., Barbotin, J.N., Christen, P., Sangwan-Norreel, B. J. Nat. Prod. (2002) [Pubmed]
  27. Biosynthetic studies on the tropane alkaloid hyoscyamine in Datura stramonium; hyoscyamine is stable to in vivo oxidation and is not derived from littorine via a vicinal interchange process. Patterson, S., O'Hagan, D. Phytochemistry (2002) [Pubmed]
  28. Capillary electrophoresis-diode array detection--electrospray mass spectrometry for the analysis of selected tropane alkaloids in plant extracts. Mateus, L., Cherkaoui, S., Christen, P., Veuthey, J.L. Electrophoresis (1999) [Pubmed]
  29. Hyoscyamine as a pharmacological adjunct in colonoscopy: a randomized, double blinded, placebo-controlled trial. Shaheen, N.J., Robertson, D.J., Crosby, M.A., Furs, S.J., May, D.T., Harlan, W.R., Grimm, I.S., Isaacs, K.L., Bozymski, E.M. Am. J. Gastroenterol. (1999) [Pubmed]
  30. Sublingual hyoscyamine for patient comfort during screening sigmoidoscopy: a randomized, double-blind, placebo-controlled clinical trial. Dumot, J.A., Verzola, E., Nicol, S., Easley, K.A., Vargo, J.J., van Stolk, R.U. Gastrointest. Endosc. (1998) [Pubmed]
  31. Strategies for supercritical fluid extraction of hyoscyamine and scopolamine salts using basified modifiers. Choi, Y.H., Chin, Y.W., Kim, J., Jeon, S.H., Yoo, K.P. Journal of chromatography. A. (1999) [Pubmed]
WikiGenes - Universities