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Chemical Compound Review

Anabasine     3-(2-piperidyl)pyridine

Synonyms: Anabasin, Anabazin, Neonikotin, Neonicotine, DL-ANABASIN, ...
 
 
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Disease relevance of Anabasine

 

Psychiatry related information on Anabasine

  • One or more doses of (+)-nicotine, (+)-nornicotine and anabasine also increased locomotor activity in these animals, although the maximal effects seen were in all cases less than the maximal effect of (-)-nicotine [6].
  • The sensitive and specific detection of nicotine, its metabolites, and the tobacco alkaloid, anabasine, is useful in evaluating the success of smoking cessation treatments and detecting tobacco use, passive exposure, and nontobacco nicotine exposure in potential transplant recipients, insurance clients, and elective surgical patients [7].
 

High impact information on Anabasine

 

Chemical compound and disease context of Anabasine

 

Biological context of Anabasine

 

Anatomical context of Anabasine

 

Associations of Anabasine with other chemical compounds

  • In transgenic lines with lower LDC activity the changes of cadaverine and anabasine levels were correspondingly lower and sometimes hardly distinguishable from controls [17].
  • Gas chromatographic-mass spectrometric method for determination of anabasine, anatabine and other tobacco alkaloids in urine of smokers and smokeless tobacco users [18].
  • Sixteen pregnant goats were gavaged twice daily during gestational days 32 through 41 [term, 145 days] with a plant slurry of Nicotiana glauca containing the piperidine alkaloid teratogen anabasine [19].
  • We have tested the insect antifeedant and toxic activity of 43 norditerpenoid alkaloids on Spodoptera littoralis and Leptinotarsa decemlineata including eserine (physostigmine), anabasine, and atropine [20].
 

Gene context of Anabasine

 

Analytical, diagnostic and therapeutic context of Anabasine

References

  1. Anabasine, a selective nicotinic acetylcholine receptor agonist, antagonizes MK-801-elicited mouse popping behavior, an animal model of schizophrenia. Mastropaolo, J., Rosse, R.B., Deutsch, S.I. Behav. Brain Res. (2004) [Pubmed]
  2. Comparison of cleft palate induction by Nicotiana glauca in goats and sheep. Panter, K.E., Weinzweig, J., Gardner, D.R., Stegelmeier, B.L., James, L.F. Teratology (2000) [Pubmed]
  3. Congenital deformities in swine induced by wild tree tobacco, Nicotiana glauca. Keeler, R.F., Crowe, M.W. J. Toxicol. Clin. Toxicol. (1983) [Pubmed]
  4. Tobacco alkaloid derivatives as inhibitors of breast cancer aromatase. Kadohama, N., Shintani, K., Osawa, Y. Cancer Lett. (1993) [Pubmed]
  5. Congenital defects in calves from maternal ingestion of Nicotiana glauca of high anabasine content. Keeler, R.F. Clin. Toxicol. (1979) [Pubmed]
  6. Dissociations between the locomotor stimulant and depressant effects of nicotinic agonists in rats. Stolerman, I.P., Garcha, H.S., Mirza, N.R. Psychopharmacology (Berl.) (1995) [Pubmed]
  7. Specific detection of anabasine, nicotine, and nicotine metabolites in urine by liquid chromatography-tandem mass spectrometry. Hoofnagle, A.N., Laha, T.J., Md, P.M., Sadrzadeh, S.M. Am. J. Clin. Pathol. (2006) [Pubmed]
  8. Nicotine, cotinine, and anabasine inhibit aromatase in human trophoblast in vitro. Barbieri, R.L., Gochberg, J., Ryan, K.J. J. Clin. Invest. (1986) [Pubmed]
  9. Kinetics of nornicotine and anabasine nitrosation in relation to N'-nitrosonornicotine occurrence in tobacco and to tobacco-induced cancer. Mirvish, S.S., Sams, J., Hecht, S.S. J. Natl. Cancer Inst. (1977) [Pubmed]
  10. Anabasine and anatabine as biomarkers for tobacco use during nicotine replacement therapy. Jacob, P., Hatsukami, D., Severson, H., Hall, S., Yu, L., Benowitz, N.L. Cancer Epidemiol. Biomarkers Prev. (2002) [Pubmed]
  11. Anabaseine is a potent agonist on muscle and neuronal alpha-bungarotoxin-sensitive nicotinic receptors. Kem, W.R., Mahnir, V.M., Papke, R.L., Lingle, C.J. J. Pharmacol. Exp. Ther. (1997) [Pubmed]
  12. Discriminative stimulus properties of nicotine: further evidence for mediation at a cholinergic receptor. Pratt, J.A., Stolerman, I.P., Garcha, H.S., Giardini, V., Feyerabend, C. Psychopharmacology (Berl.) (1983) [Pubmed]
  13. Accidental fatal poisoning by Nicotiana glauca: identification of anabasine by high performance liquid chromatography/photodiode array/mass spectrometry. Steenkamp, P.A., van Heerden, F.R., van Wyk, B.E. Forensic Sci. Int. (2002) [Pubmed]
  14. Effects of Cd2+ and two cadmium organic complexes on isolated rat liver mitochondria. Korotkov, S.M., Glazunov, V.V., Rozengart, E.V., Suvorov, A.A., Nikitina, E.R. J. Biochem. Mol. Toxicol. (1999) [Pubmed]
  15. Inhibition of herpes simplex virus replication and protein synthesis by non-smoked tobacco, tobacco alkaloids and nitrosamines. Larsson, P.A., Hirsch, J.M., Gronowitz, J.S., Vahlne, A. Arch. Oral Biol. (1992) [Pubmed]
  16. Influence of nicotine, cotinine, anabasine and cigarette smoke extract on human granulosa cell progesterone and estradiol synthesis. Gocze, P.M., Szabo, I., Freeman, D.A. Gynecol. Endocrinol. (1999) [Pubmed]
  17. Increased production of cadaverine and anabasine in hairy root cultures of Nicotiana tabacum expressing a bacterial lysine decarboxylase gene. Fecker, L.F., Rügenhagen, C., Berlin, J. Plant Mol. Biol. (1993) [Pubmed]
  18. Gas chromatographic-mass spectrometric method for determination of anabasine, anatabine and other tobacco alkaloids in urine of smokers and smokeless tobacco users. Jacob, P., Yu, L., Liang, G., Shulgin, A.T., Benowitz, N.L. J. Chromatogr. (1993) [Pubmed]
  19. The fetal cleft palate: I. Characterization of a congenital model. Weinzweig, J., Panter, K.E., Pantaloni, M., Spangenberger, A., Harper, J.S., Lui, F., Gardner, D., Wierenga, T.L., Edstrom, L.E. Plast. Reconstr. Surg. (1999) [Pubmed]
  20. Structural diversity and defensive properties of norditerpenoid alkaloids. González-Coloma, A., Reina, M., Medinaveitia, A., Guadaño, A., Santana, O., Martínez-Díaz, R., Ruiz-Mesía, L., Alva, A., Grandez, M., Díaz, R., Gavín, J.A., De la Fuente, G. J. Chem. Ecol. (2004) [Pubmed]
  21. Relative toxicities and neuromuscular nicotinic receptor agonistic potencies of anabasine enantiomers and anabaseine. Lee, S.T., Wildeboer, K., Panter, K.E., Kem, W.R., Gardner, D.R., Molyneux, R.J., Chang, C.W., Soti, F., Pfister, J.A. Neurotoxicology and teratology. (2006) [Pubmed]
  22. A fatal poisoning from Nicotiana glauca. Castorena, J.L., Garriott, J.C., Barnhardt, F.E., Shaw, R.F. J. Toxicol. Clin. Toxicol. (1987) [Pubmed]
  23. Anabasine toxicity from a topical folk remedy. Murphy, N.G., Albin, C., Tai, W., Benowitz, N.L. Clinical pediatrics. (2006) [Pubmed]
 
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