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beta-karbolin

β-Karbolin
Nazivi
IUPAC naziv
9H-β-karbolin
Drugi nazivi
9H-pirido[3,4-b]indol
Identifikacija
3D model (Jmol)
ChEBI
ChemSpider
ECHA InfoCard 100.005.418
MeSH norharman
  • c2cncc3nc1ccccc1c23
Svojstva
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).
ДаY verifikuj (šta je ДаYНеН ?)
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]

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)
Substituted beta-carbolines (structural formula)

Primeri β-karbolina

[уреди | уреди извор]

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
β-Carboline
Triptolin    
H
H
H
Triptolin
Pinolin    
H
OCH3
H
Pinolin
Harman
×
 
CH3
H
H
Harman
Harmin
×
×
CH3
H
OCH3
Harmine
Harmalin
×
 
CH3
H
OCH3
Harmaline
Tetrahidroharmin    
CH3
H
H
OCH3
Tetrahydroharmine
  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. 
  3. ^ Katritzky A.R.; Pozharskii A.F. (2000). Handbook of Heterocyclic Chemistry (Second изд.). Academic Press. ISBN 0080429882. 
  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 3201054Слободан приступ. PMID 22043251. doi:10.3762/bjoc.7.164. 

Spoljašnje veze

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beta-karbolin
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