Naslov
Preparation of quinuclidin-3-ol enantiomers and their interaction with human cholinesterases

Autori
Tomić, Srđanka ; Primožič, Ines ; Oršulić, Mislav

Vrsta, podvrsta i kategorija rada
Sažeci sa skupova, sažetak, znanstveni

Izvornik
VIII International Meeting on Cholinesterases : book of abstracts / - , 2004

Skup
VIII International Meeting on Cholinesterases

Mjesto i datum
Perugia, Italija, 26.09.2004. - 30.09.2004

Vrsta sudjelovanja
Poster

Vrsta recenzije
Nije recenziran

Ključne riječi
syntheses ; quaternization ; resolution of enantiomers ; N-benzyl and N-metyl acetates of quinuclidin-3-ol

Sažetak
The (R)- and (S)- enantiomers of quinuclidin-3-ol, (R)- and (S)-QOH were prepared by resolution of commercially available racemic quinuclidin-3-ol using D- and L- tartaric acid. (R)- and (S)- quinuclidin-3-yl-acetates, (R)- and (S)-QA were synthesized by esterification of (R)- and (S)-QOH with acetic anhydride. Subsequently both enantiomers of quaternary N-metyl alcohols and acetates (MetQOH and MetQA) were prepared using methyl iodide as a quaternization agent. Enantiomers of quaternary N-benzyl alcohols and acetates (BzQOH and BzQA) were synthesized in a similar manner by using benzyl bromid as a quaternization agent. All prepared compounds were then tested as substrates of acetylcholinesterase and butyrylcholinesterase, and/or inhibitors of the cholinesterases.

Izvorni jezik
Engleski

Znanstvena područja
Kemija

POVEZANOST RADA