Fizostigmin

Fizostigmin
(IUPAC) ime
(3aR,8aS)-1,3a,8-Trimetil-1H,2H,3H,3aH,8H,8aH-pirolo[2,3-b]indol-5-il N-metilkarbamat
Klinički podaci
Robne marke Antilirium
AHFS/Drugs.com Monografija
Identifikatori
CAS broj 57-47-6
ATC kod S01EB05 V03AB19
PubChem[1][2] 5983
DrugBank DB00981
ChemSpider[3] 5763
UNII 9U1VM840SP DaY
KEGG[4] D00196 DaY
ChEBI CHEBI:27953 DaY
ChEMBL[5] CHEMBL94 DaY
Hemijski podaci
Formula C15H21N3O2 
Mol. masa 275,346 g/mol
SMILES eMolekuli & PubHem
Farmakokinetički podaci
Metabolizam Glavni metabolit: Eserolin
Farmakoinformacioni podaci
Trudnoća C(US)
Pravni status ℞-only (SAD)
Način primene intravenonozno, intramuskularno, ofthalmički

Fizostigmin (eserin) je parasimpatomimetski alkaloid. On je reverzibilni inhibitor holinesteraze.

Ova supstanca je sintetisana 1935. Dostupna je pod imenima: Antilirium, Isopto Eserine, Eserin salicilat i Eserin sulfat.

Farmakologija

Fizostigmin deluje tako što ometa metabolizam acetilholina. On je kovalentni (reverzibilni - veza se hidrolizuje) inhibitor acetilholinsteraze, enzima odgovornog za razlaganje acetilholina u sinaptičkim rascepima neuromuskularnih spojeva.[6] On indirektno stimuliše nikotinske i muskarinske receptore.

Biosinteza

Biosinteza fizostigmina je predložena počevši od triptaminske metilacije i postheterociklizacije katalisane nepoznatim enzimom:

Fizostigminska biosinteza
Fizostigminska biosinteza

Reference

  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. ↑ Joanne Wixon, Douglas Kell (2000). „Website Review: The Kyoto Encyclopedia of Genes and Genomes — KEGG”. Yeast 17 (1): 48–55. DOI:10.1002/(SICI)1097-0061(200004)17:1<48::AID-YEA2>3.0.CO;2-H. 
  5. ↑ 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
  6. ↑ Katzung, B. G.; Masters, S.; Trever, A. (2009). Basic and Clinical Pharmacology. McGraw Hill. str. 110. ISBN 978-0-07-160405-5. 

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