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Nantenine
Systematic (IUPAC) name
(S)-1,2-Dimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-benzo[de][1,3]benzodioxolo[5,6-g]quinoline
Identifiers
CAS number 2565-01-7
ATC code none
PubChem 197001
Chemical data
Formula C 20H21NO4  
Mol. mass 339.385 g/mol
SMILES eMolecules & PubChem
Pharmacokinetic data
Bioavailability  ?
Metabolism  ?
Half life  ?
Excretion  ?
Therapeutic considerations
Pregnancy cat.  ?
Legal status
Routes  ?

Nantenine is an alkaloid found in the plant Nandina domestica[1] as well as some Corydalis species.[2] It is an antagonist at both the α1 adrenergic receptor[3] and the 5-HT2A serotonin receptor,[4] and blocks both the behavioural and physiological effects of MDMA in animals.[5]

See also

References

  1. ^ Shoji N, Umeyama A, Takemoto T, Ohizumi Y (April 1984). "Serotonergic receptor antagonist from Nandina domestica Thunberg". Journal of Pharmaceutical Sciences 73 (4): 568–70. PMID 6726648.  
  2. ^ Kiryakov HG, Iskrenova E, Daskalova E, Kuzmanov B, Evstatieva L (March 1982). "Alkaloids of Corydalis slivenensis". Planta Medica 44 (3): 168–70. doi:10.1055/s-2007-971432. PMID 17402105.  
  3. ^ Indra B, Matsunaga K, Hoshino O, Suzuki M, Ogasawara H, Ohizumi Y (February 2002). "Structure-activity relationship studies with (+/-)-nantenine derivatives for alpha1-adrenoceptor antagonist activity". European Journal of Pharmacology 437 (3): 173–8. PMID 11890906. http://linkinghub.elsevier.com/retrieve/pii/S0014299902013031.  
  4. ^ Chaudhary S, Pecic S, Legendre O, Navarro HA, Harding WW (May 2009). "(+/-)-Nantenine analogs as antagonists at human 5-HT(2A) receptors: C1 and flexible congeners". Bioorganic & Medicinal Chemistry Letters 19 (9): 2530–2. doi:10.1016/j.bmcl.2009.03.048. PMID 19328689.  
  5. ^ Fantegrossi WE, Kiessel CL, Leach PT, Van Martin C, Karabenick RL, Chen X, Ohizumi Y, Ullrich T, Rice KC, Woods JH (May 2004). "Nantenine: an antagonist of the behavioral and physiological effects of MDMA in mice". Psychopharmacology 173 (3-4): 270–7. doi:10.1007/s00213-003-1741-2. PMID 14740148.  
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