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Glaucine
Systematic (IUPAC) name
(S)-5,6,6a,7-tetrahydro-1,2,9,10-tetramethoxy-6-methyl-4H-dibenzo[de,g]quinoline
Identifiers
CAS number 475-81-0 5630-11-5
ATC code none
PubChem 16754
Chemical data
Formula C21H25NO4 
Mol. mass 355.428 g/mol
SMILES eMolecules & PubChem
Therapeutic considerations
Pregnancy cat.  ?
Legal status

Glaucine is an alkaloid found in several different plant species such as Glaucium flavum[1], Glaucium oxylobum,[2] Croton lechleri[3] and Corydalis yanhusuo.[4] It has bronchodilator and antiinflammatory effects, acting as a PDE4 inhibitor and calcium channel blocker,[5] and is used medically as an antitussive in some countries.[6] Glaucine may produce side effects such as sedation, fatigue, and a hallucinogenic effect characterised by colourful visual images,[7][8] and has recently been detected as a novel recreational drug.[9]

See also

References

  1. ^ G.B. Lapa; O.P. Sheichenko; A.G. Serezhechkin and O.N. Tolkachev (August 2004). "HPLC Determination of Glaucine in Yellow Horn Poppy Grass (Glaucium flavum Crantz)". Pharmaceutical Chemistry Journal 38 (1): 441–442. doi:10.1023/B:PHAC.0000048907.58847.c6. ISSN 0091-150X. http://www.springerlink.com/content/pp5l676q2g03w237/. Retrieved 2009-06-14. "S-(+)-Glaucine (C21H25NO4) is the main alkaloid component in the grass of yellow horn poppy (Glaucium luteum L., syn. Glaucium flavum Crantz) of the Papaveraceae family". 
  2. ^ Morteza-Semnani K, Amin G, Shidfar MR, Hadizadeh H, Shafiee A. Antifungal activity of the methanolic extract and alkaloids of Glaucium oxylobum. Fitoterapia. 2003 Jul;74(5):493-6. PMID 12837370
  3. ^ Milanowski DJ, Winter RE, Elvin-Lewis MP, Lewis WH. Geographic distribution of three alkaloid chemotypes of Croton lechleri. Journal of Natural Products. 2002 Jun;65(6):814-9. PMID 12088421
  4. ^ Xu XH, Yu GD, Wang ZT. Resource investigation and quality evaluation on wild Corydalis yanhusuo. (Chinese). Zhongguo Zhong Yao Za Zhi. 2004 May;29(5):399-401. PMID 15706885
  5. ^ Cortijo J, Villagrasa V, Pons R, Berto L, Martí-Cabrera M, Martinez-Losa M, Domenech T, Beleta J, Morcillo EJ. Bronchodilator and anti-inflammatory activities of glaucine: In vitro studies in human airway smooth muscle and polymorphonuclear leukocytes. British Journal of Pharmacology. 1999 Aug;127(7):1641-51. PMID 10455321
  6. ^ Rühle KH, Criscuolo D, Dieterich HA, Köhler D, Riedel G. Objective evaluation of dextromethorphan and glaucine as antitussive agents. British Journal of Clinical Pharmacology. 1984 May;17(5):521-4. PMID 6375709
  7. ^ Rovinskiĭ VI. A case of hallucinogen-like action of glaucine. (Russian). Klinicheskaia Meditsina (Mosk). 1989 Sep;67(9):107-8. PMID 2586025
  8. ^ Rovinskiĭ VI. Acute glaucine syndrome in the physician's practice: the clinical picture and potential danger. (Russian). Klinicheskaia Meditsina (Mosk). 2006;84(11):68-70. PMID 17243616
  9. ^ Dargan PI, Button J, Hawkins L, Archer JR, Ovaska H, Lidder S, Ramsey J, Holt DW, Wood DM. Detection of the pharmaceutical agent glaucine as a recreational drug. European Journal of Clinical Pharmacology. 2008 May;64(5):553-4. PMID 18204834
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