beta-karbolin

β-Karbolin
Nazivi
	IUPAC naziv 9H-β-karbolin
	Drugi nazivi 9H-pirido[3,4-b]indol
Identifikacija
CAS broj	244-63-3 ;
3D model (Jmol)	interaktivna slika;
ChEBI	CHEBI:109895 ;
ChemSpider	58486 ;
ECHA InfoCard	100.005.418
MeSH	norharman
PubChem C ID	64961;
	SMILES c2cncc3nc1ccccc1c23; ; ; ; ; ;
Svojstva
Hemijska formula	C11H8N2
Molarna masa	168,20 g/mol
	Ukoliko nije drugačije napomenuto, podaci se odnose na standardno stanje materijala (na 25 °C [77 °F], 100 kPa).
	verifikuj (šta je ?)
	Reference infokutije

β-Karbolin (9H-pirido[3,4-b]indol, norharman) je heterociklično jedinjenje koje sadrži azot. On je osnova klase jedinjenja poznatih kao β-karbolini.^[3]^[4]

Struktura

β-Karbolin pripada grupi indolnih alkaloida i sadrži piridinski prsten koji je kondenzovan sa indolnim skeletonom.^[5] Struktura β-karbolina je slična sa triptaminom, gde je etilaminski lanac prespojen sa indolnim prstenom putem dodatnog ugljeničnog atoma, da proizvede strukturu sa tri prstena. Biosinteza β-karbolina sledi put koji počinje od analognih triptamina.^[6] Različiti nivoi zasićenja su mogući u trećem prstenu, što je označeno u donjoj strukturnoj formuli obojenim dvostrukim vezama:

Substituted beta-carbolines (structural formula)

Primeri β-karbolina

Neki od važnijih β-karbolina su navedeni u ovoj tabeli.

Kratko ime	Crvena veza	Plava veza	R1	R6	R7	Struktura
β-Karbolin	×	×	H	H	H
Triptolin			H	H	H
Pinolin			H	OCH₃	H
Harman	×		CH₃	H	H
Harmin	×	×	CH₃	H	OCH₃
Harmalin	×		CH₃	H	OCH₃
Tetrahidroharmin			CH₃	HH	OCH₃

Reference

^ 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. PMID 20970519. doi:10.1016/j.drudis.2010.10.003. уреди
^ 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.
^ Katritzky A.R.; Pozharskii A.F. (2000). Handbook of Heterocyclic Chemistry (Second изд.). Academic Press. ISBN 0080429882.
^ Clayden, Jonathan; Greeves, Nick; Warren, Stuart; Wothers, Peter (2001). Organic Chemistry (I изд.). Oxford University Press. ISBN 978-0-19-850346-0.
^ The Encyclopedia of Psychoactive Plants: Ethnopharmacology and its Applications. Ratsch, Christian. Park Street Press c. 2005
^ Baiget, Jessica; Llona-Minguez, Sabin; Lang, Stuart; MacKay, Simon P; Suckling, Colin J; Sutcliffe, Oliver B (2011). „Manganese dioxide mediated one-pot synthesis of methyl 9H-pyrido[3,4-b]indole-1-carboxylate: Concise synthesis of alangiobussinine”. Beilstein Journal of Organic Chemistry. 7: 1407—11. PMC 3201054  . PMID 22043251. doi:10.3762/bjoc.7.164.

Literatura

Spoljašnje veze

Beta-Carbolines на US National Library of Medicine Medical Subject Headings (MeSH)
TiHKAL #44
Farzin D, Mansouri N (2006). „Antidepressant-like effect of harmane and other beta-carbolines in the mouse forced swim test”. Eur Neuropsychopharmacol. 16 (5): 324—8. PMID 16183262. doi:10.1016/j.euroneuro.2005.08.005.

[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. PMID 20970519. doi:10.1016/j.drudis.2010.10.003. уреди

[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.

[Katritzky2nd-3] Katritzky A.R.; Pozharskii A.F. (2000). Handbook of Heterocyclic Chemistry (Second изд.). Academic Press. ISBN 0080429882.

[Clayden1st-4] Clayden, Jonathan; Greeves, Nick; Warren, Stuart; Wothers, Peter (2001). Organic Chemistry (I изд.). Oxford University Press. ISBN 978-0-19-850346-0.

[5] The Encyclopedia of Psychoactive Plants: Ethnopharmacology and its Applications. Ratsch, Christian. Park Street Press c. 2005

[6] Baiget, Jessica; Llona-Minguez, Sabin; Lang, Stuart; MacKay, Simon P; Suckling, Colin J; Sutcliffe, Oliver B (2011). „Manganese dioxide mediated one-pot synthesis of methyl 9H-pyrido[3,4-b]indole-1-carboxylate: Concise synthesis of alangiobussinine”. Beilstein Journal of Organic Chemistry. 7: 1407—11. PMC 3201054  . PMID 22043251. doi:10.3762/bjoc.7.164.

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