Design and synthesis of novel 3-triazolyl-1-thiogalactosides as galectin-1, -3 and -8 inhibitors

van Klaveren, Sjors (avtor), Dernovšek, Jaka (avtor), Jakopin, Žiga (avtor), Anderluh, Marko (avtor), Leffler, Hakon (avtor), Nilsson, Ulf J. (avtor), Tomašič, Tihomir (avtor)

Galectins are galactoside-binding proteins that play a role in various pathophysiological conditions, making them attractive targets in drug discovery. We have designed and synthesised a focused library of aromatic 3-triazolyl-1-thiogalactosides targeting their core site for binding of galactose and a subsite on its non-reducing side. Evaluation of their binding affinities for galectin-1, -3, and -8N identified acetamide-based compound 36 as a suitable compound for further affinity enhancement by adding groups at the reducing side of the galactose. Synthesis of its dichlorothiophenyl analogue 59 and the thiodigalactoside analogue 62 yielded promising pan-galectin inhibitors.

• Jezik: Angleški jezik
• Vrsta gradiva: Članek v reviji
• Tipologija: 1.01 - Izvirni znanstveni članek
• Organizacija: FFA - Fakulteta za farmacijo
• Status publikacije: Objavljeno
• Različica publikacije: Objavljena publikacija
• Leto izida: 2022
• Št. strani: str. 18973-18984
• Številčenje: Vol. 12, iss. 29
• PID: 20.500.12556/RUL-137879-ad0f6b22-48a5-5fc0-5f37-8a6f84036551
• UDK: 615.4:54(057)
• ISSN pri članku: 2046-2069
• DOI: 10.1039/D2RA03163A
• COBISS.SI-ID: 113857283
• Datum objave v RUL: 05.07.2022

Gradivo je del revije

• Naslov: RSC advances
• Založnik: RSC Publishing
• ISSN: 2046-2069
• COBISS.SI-ID: 2513252

Licence

• Licenca: CC BY 4.0, Creative Commons Priznanje avtorstva 4.0 Mednarodna
• Povezava: http://creativecommons.org/licenses/by/4.0/deed.sl
• Opis: To je standardna licenca Creative Commons, ki daje uporabnikom največ možnosti za nadaljnjo uporabo dela, pri čemer morajo navesti avtorja.
• Začetek licenciranja: 05.07.2022

Sekundarni jezik

• Jezik: Slovenski jezik
• Ključne besede: β-galaktozid, galektini, raziskava zdravil, diklorotiofenilni analog 59