hrvatski jezikClear Cookie - decide language by browser settings

Benzobicyclo[3.2.1]octene derivatives as a new class of cholinesterase inhibitors

Čadež, Tena; Grgičević, Ana; Ahmetović, Ramiza; Barić, Danijela; Maček Hrvat, Nikolina; Kovarik, Zrinka; Škorić, Irena (2020) Benzobicyclo[3.2.1]octene derivatives as a new class of cholinesterase inhibitors. Molecules, 25 (21). ISSN 1420-3049

PDF - Published Version - article
Available under License Creative Commons Attribution.

Download (6MB) | Preview


A library of amine, oxime, ether, epoxy and acyl derivatives of the benzobicyclo[3.2.1]octene were synthesized and evaluated as inhibitors of both human acetylcholinesterase (AChE) and butyrylcholinesterase (BChE). The majority of the tested compounds exhibited higher selectivity for BChE. Structural adjustment for AChE seems to have been achieved by acylation, and the furan ring opening of furo- benzobicyclo[3.2.1]octadiene results for compound 51 with the highest AChE affinity (IC50=8.3 µM). Interestingly, its analogue, an oxime ether with a benzobicyclo[3.2.1]- skeleton, compound 32 was one of the most potent BChE inhibitors in this study (IC50=31 µM), but not as potent as endo-43, an ether derivative of the benzobicyclo[3.2.1]octene with an additional phenyl substituent (IC50=17 µM). Therefore, we identified several cholinesterase inhibitors with a potential for further development as potential drugs for treatment of neurodegenerative diseases.

Item Type: Article
Uncontrolled Keywords: acylation; benzobicyclo[3.2.1]octane/octene; benzylamines; cholinesterase; epoxidation; oximes
Subjects: NATURAL SCIENCES > Interdisciplinary Natural Sciences
Divisions: Division of Physical Chemistry
Project titleProject leaderProject codeProject type
Analiza interakcija butirilkolinesteraze s novim inhibitorima i reaktivatorima-AnalyseBChEZrinka KovarikIP-2018-01-7683HRZZ
Depositing User: Danijela Barić
Date Deposited: 10 Nov 2020 10:13
DOI: 10.3390/molecules25214872

Actions (login required)

View Item View Item


Downloads per month over past year

Increase Font
Decrease Font
Dyslexic Font