Synthesis and cholinesterase inhibitory activity of selected indole-based compounds

Gršič, Marija (author), Meden, Anže (author), Knez, Damijan (author), Jukič, Marko (author), Svete, Jurij (author), Gobec, Stanislav (author), Grošelj, Uroš (author)

Synthesis and anticholinesterase activity of 18 previously unpublished indole- and tryptophan-derived compounds are disclosed. These compounds containing an indole structural unit exhibit selective submicromolar inhibition of human butyrylcholinesterase (hBChE). The structures of the newly synthesized compounds were confirmed by ▫$^1H$▫ and ▫$^{13}NMR$▫, IR spectroscopy, and high-resolution mass spectrometry.

• Language: English
• Keywords: indole derivatives, tryptophan derivatives, amidations, cholinesterase (ChE) inhibitors, 1, 1’-Carbonyldiimidazole (CDI), rearrangements, catalytic hydrogenation
• Work type: Article
• Typology: 1.01 - Original Scientific Article
• Organization: FFA - Faculty of Pharmacy; FKKT - Faculty of Chemistry and Chemical Technology
• Publication status: Published
• Publication version: Version of Record
• Year: 2023
• Number of pages: Str. 545-559
• Numbering: Vol. 70, no. 4
• PID: 20.500.12556/RUL-153470
• UDC: 543.057
• ISSN on article: 1580-3155
• DOI: 10.17344/acsi.2023.8460
• COBISS.SI-ID: 179806979
• Publication date in RUL: 09.01.2024

Record is a part of a journal

• Title: Acta chimica slovenica
• Shortened title: Acta chim. slov.
• Publisher: Slovensko kemijsko društvo, =Slovenian Chemical Society
• ISSN: 1580-3155
• COBISS.SI-ID: 21870085

Licences

• License: CC BY 4.0, Creative Commons Attribution 4.0 International
• Link: http://creativecommons.org/licenses/by/4.0/
• Description: This is the standard Creative Commons license that gives others maximum freedom to do what they want with the work as long as they credit the author.

Secondary language

• Language: Slovenian

Abstract

V članku je opisana sinteza in antiholinesterazna aktivnost 18 doslej neobjavljenih spojin, derivatov indola in triptofana. Spojine, ki vsebujejo indolni strukturni fragment, izkazujejo selektivno submikromolarno zaviranje človeške butirilholin esteraze (hBChE). Strukture na novo sintetiziranih spojin so bile potrjene z ▫$^1H$▫ and ▫$^{13} NMR$▫ IR spektroskopijo in masno spektrometrijo visoke ločljivosti.

• Keywords: derivati indola, derivati triptofana, amidacije, zaviralci holinesteraze (ChE), 1, 1’-karbonildiim-idazol (CDI), prerazporeditve, katalitsko hidrogeniranje