Naslov
Transition metal-catalyzed synthesis of new 3-substituted coumarin derivatives as antibacterial and cytostatic agents

Autori
Sokol, Ivana ; Toma, Mateja ; Krnić, Mia ; Meščić Macan, Andrijana ; Drenjančević , Domagoj ; Liekens, Sandra ; Raić-Malić, Silvana ; Gazivoda Kraljević, Tatjana

Izvornik
Future Medicinal Chemistry (1756-8919) 13 (2021), 21; 1865-1884

Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni

Ključne riječi
1, 2, 3-triazole ; 3-substituted coumarin ; antibacterial ; antitumor ; click reaction ; coumarin ; Sonogashira coupling ; Suzuki-Miyaura coupling

Sažetak
Using transition metal-catalyzed reactions, a series of 7-hydroxycoumarin derivatives were synthesized with aliphatic and aryl moiety attached directly at C3 of the coumarin ring and through the ethynyl or 1, 2, 3-triazole linker. The 3-substituted coumarin derivative bearing bistrifluoromethylphenyl at the C-4 position of 1, 2, 3-triazole (33) showed strong and selective antiproliferative activity against cervical carcinoma cells. The 7-hydroxy-4-methylcoumarin with a phenyl ring directly attached to coumarin at C-3 (10) showed good potency against the methicillinresistant Staphylococcus aureus and vancomycin-resistant strains. Conclusion: The most active coumarin derivatives owe their antiproliferative potential to the 3, 5-ditrifluoromethylphenyl substituent (in 33) and antibacterial activity to the aromatic moiety (in 10) ; their structure can be optimized further for improved effect.

Izvorni jezik
Engleski

Znanstvena područja
Kemija

POVEZANOST RADA