Nantenine

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Nantenine
Nantenine.png
Systematic (IUPAC) name
(S)-1,2-Dimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-benzo[de][1,3]benzodioxolo[5,6-g]quinoline
Clinical data
Legal status
?
Identifiers
CAS number 2565-01-7 YesY
ATC code None
PubChem CID 197001
ChemSpider 170619 N
ChEMBL CHEMBL467094 N
Chemical data
Formula C20H21NO4 
Mol. mass 339.385 g/mol
 N (what is this?)  (verify)

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[edit]

References[edit]

  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. doi:10.1002/jps.2600730435. 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. doi:10.1016/S0014-2999(02)01303-1. PMID 11890906. 
  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. PMC 2677726. 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.