Chemistry:Guvacine

From HandWiki

Guvacine is a tetrahydropyridine alkaloid found in areca nuts.[1] It is the N-demethylated derivative of arecaidine and the product of ester hydrolysis of guvacoline, both of which are also found in areca nuts as well. The compound is a potent and selective GABA reuptake inhibitor via GABA transporter 1 (GAT-1) inhibition.[2][3][4] It shows poor blood–brain barrier penetration.[5] Lime hydrolyzes guvacoline to guvacine.[6]

See also

References

  1. "Transport of the areca nut alkaloid arecaidine by the human proton-coupled amino acid transporter 1 (hPAT1)". The Journal of Pharmacy and Pharmacology 65 (4): 582–590. April 2013. doi:10.1111/jphp.12006. PMID 23488788. 
  2. "Inhibitors of the GABA uptake systems". Molecular and Cellular Biochemistry 31 (2): 105–121. June 1980. doi:10.1007/BF00240816. PMID 6251361. 
  3. "GABA uptake inhibitors. Design, molecular pharmacology and therapeutic aspects". Current Pharmaceutical Design 6 (12): 1193–1209. August 2000. doi:10.2174/1381612003399608. PMID 10903390. 
  4. "The GABA transporter and its inhibitors". Current Medicinal Chemistry 7 (10): 1063–1079. October 2000. doi:10.2174/0929867003374363. PMID 10911018. 
  5. "Inhibitors of mammalian central nervous system selective amino acid transporters". Current Medicinal Chemistry 7 (2): 199–209. February 2000. doi:10.2174/0929867003375380. PMID 10637362. 
  6. "Betel nut constituents as inhibitors of gamma-aminobutyric acid uptake". Nature 258 (5536): 627–628. December 1975. doi:10.1038/258627a0. PMID 1207742. Bibcode1975Natur.258..627J.