Glaucin

Glaucin
(IUPAC) ime
	(S)-5,6,6a,7-tetrahidro-1,2,9,10-tetrametoksi-6-metil-4H-dibenzo[de,g]hinolin
Klinički podaci
AHFS/Drugs.com	Internacionalno ime leka
Identifikatori
CAS broj	475-81-0 ; 5630-11-5
ATC kod	nije dodeljen
PubChem	16754
ChemSpider	15883
UNII	NU19306XA7
ChEMBL	CHEMBL228082
Hemijski podaci
Formula	C21H25NO4
Mol. masa	355,428 g/mol
SMILES	eMolekuli & PubHem
InChI
	InChI=1S/C21H25NO4/c1-22-7-6-12-9-18(25-4)21(26-5)20-14-11-17(24-3)16(23-2)10-13(14)8-15(22)19(12)20/h9-11,15H,6-8H2,1-5H3/t15-/m0/s1 ; Key: RUZIUYOSRDWYQF-HNNXBMFYSA-N
Farmakoinformacioni podaci
Trudnoća	?
Pravni status

Glaucin je alkaloid prisutan u nekoliko različitih vrsta biljki kao što su Glaucium flavum^[5], Glaucium oxylobum,^[6] Croton lechleri^[7] i Corydalis yanhusuo.^[8] On ima bronhodilatatorske i antiinflamatorne efekte, usled delovanja kao PDE4 inhibitor i blokator kalcijumovog kanala,^[9] i koristi se kao antitusik u nekim zemljama.^[10] Glaucin može da ima nuspojave poput sedacije, umora, i halucinogena dejstva karakterisana burnim vizuelnim prikazima,^[11]^[12] i od nedavno je zabeležena njegova upotreba kao droge.^[13]

Reference uredi

↑ Li Q, Cheng T, Wang Y, Bryant SH (2010). „PubChem as a public resource for drug discovery.”. Drug Discov Today 15 (23-24): 1052-7. DOI:10.1016/j.drudis.2010.10.003. PMID 20970519. edit
↑ Evan E. Bolton, Yanli Wang, Paul A. Thiessen, Stephen H. Bryant (2008). „Chapter 12 PubChem: Integrated Platform of Small Molecules and Biological Activities”. Annual Reports in Computational Chemistry 4: 217-241. DOI:10.1016/S1574-1400(08)00012-1.
↑ Hettne KM, Williams AJ, van Mulligen EM, Kleinjans J, Tkachenko V, Kors JA. (2010). „Automatic vs. manual curation of a multi-source chemical dictionary: the impact on text mining”. J Cheminform 2 (1): 3. DOI:10.1186/1758-2946-2-3. PMID 20331846. edit
↑ Gaulton A, Bellis LJ, Bento AP, Chambers J, Davies M, Hersey A, Light Y, McGlinchey S, Michalovich D, Al-Lazikani B, Overington JP. (2012). „ChEMBL: a large-scale bioactivity database for drug discovery”. Nucleic Acids Res 40 (Database issue): D1100-7. DOI:10.1093/nar/gkr777. PMID 21948594. edit
↑ 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. Pristupljeno 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« ^{[mrtav link]}
↑ 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
↑ 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
↑ 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
↑ 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
↑ 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
↑ Rovinskiĭ VI. A case of hallucinogen-like action of glaucine. (Russian). Klinicheskaia Meditsina (Mosk). 1989 Sep;67(9):107-8. PMID 2586025
↑ 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
↑ 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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[1] Li Q, Cheng T, Wang Y, Bryant SH (2010). „PubChem as a public resource for drug discovery.”. Drug Discov Today 15 (23-24): 1052-7. DOI:10.1016/j.drudis.2010.10.003. PMID 20970519. edit

[2] Evan E. Bolton, Yanli Wang, Paul A. Thiessen, Stephen H. Bryant (2008). „Chapter 12 PubChem: Integrated Platform of Small Molecules and Biological Activities”. Annual Reports in Computational Chemistry 4: 217-241. DOI:10.1016/S1574-1400(08)00012-1.

[3] Hettne KM, Williams AJ, van Mulligen EM, Kleinjans J, Tkachenko V, Kors JA. (2010). „Automatic vs. manual curation of a multi-source chemical dictionary: the impact on text mining”. J Cheminform 2 (1): 3. DOI:10.1186/1758-2946-2-3. PMID 20331846. edit

[4] Gaulton A, Bellis LJ, Bento AP, Chambers J, Davies M, Hersey A, Light Y, McGlinchey S, Michalovich D, Al-Lazikani B, Overington JP. (2012). „ChEMBL: a large-scale bioactivity database for drug discovery”. Nucleic Acids Res 40 (Database issue): D1100-7. DOI:10.1093/nar/gkr777. PMID 21948594. edit

[5] 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. Pristupljeno 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« ^{[mrtav link]}

[6] 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

[7] 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

[8] 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

[9] 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

[10] 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

[11] Rovinskiĭ VI. A case of hallucinogen-like action of glaucine. (Russian). Klinicheskaia Meditsina (Mosk). 1989 Sep;67(9):107-8. PMID 2586025

[12] 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

[13] 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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