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Nantenine









Nantenine


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Nantenine
Nantenine.png
Clinical data
ATC code
  • none
Identifiers
CAS Number

  • 2565-01-7 ☑Y

PubChem CID
  • 197001
ChemSpider

  • 170619 ☒N
UNII
  • XE0AU8C122
ChEMBL

  • ChEMBL467094 ☒N
Chemical and physical data
Formula
C20H21NO4
Molar mass 339.385 g/mol
3D model (JSmol)
  • Interactive image

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 ☒N☑Y (what is this?)
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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]




  • Apomorphine

  • Bulbocapnine

  • Glaucine

  • Nuciferine

  • Pukateine

  • Stepholidine

  • Tetrahydropalmatine




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..mw-parser-output cite.citation{font-style:inherit}.mw-parser-output q{quotes:"""""""'""'"}.mw-parser-output code.cs1-code{color:inherit;background:inherit;border:inherit;padding:inherit}.mw-parser-output .cs1-lock-free a{background:url("//upload.wikimedia.org/wikipedia/commons/thumb/6/65/Lock-green.svg/9px-Lock-green.svg.png")no-repeat;background-position:right .1em center}.mw-parser-output .cs1-lock-limited a,.mw-parser-output .cs1-lock-registration a{background:url("//upload.wikimedia.org/wikipedia/commons/thumb/d/d6/Lock-gray-alt-2.svg/9px-Lock-gray-alt-2.svg.png")no-repeat;background-position:right .1em center}.mw-parser-output .cs1-lock-subscription a{background:url("//upload.wikimedia.org/wikipedia/commons/thumb/a/aa/Lock-red-alt-2.svg/9px-Lock-red-alt-2.svg.png")no-repeat;background-position:right .1em center}.mw-parser-output .cs1-subscription,.mw-parser-output .cs1-registration{color:#555}.mw-parser-output .cs1-subscription span,.mw-parser-output .cs1-registration span{border-bottom:1px dotted;cursor:help}.mw-parser-output .cs1-hidden-error{display:none;font-size:100%}.mw-parser-output .cs1-visible-error{font-size:100%}.mw-parser-output .cs1-subscription,.mw-parser-output .cs1-registration,.mw-parser-output .cs1-format{font-size:95%}.mw-parser-output .cs1-kern-left,.mw-parser-output .cs1-kern-wl-left{padding-left:0.2em}.mw-parser-output .cs1-kern-right,.mw-parser-output .cs1-kern-wl-right{padding-right:0.2em}


  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.















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