Transition metal-catalyzed synthesis of new 3-substituted coumarin derivatives as antibacterial and cytostatic agents (CROSBI ID 298546)
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Podaci o odgovornosti
Sokol, Ivana ; Toma, Mateja ; Krnić, Mia ; Meščić Macan, Andrijana ; Drenjančević , Domagoj ; Liekens, Sandra ; Raić-Malić, Silvana ; Gazivoda Kraljević, Tatjana
engleski
Transition metal-catalyzed synthesis of new 3-substituted coumarin derivatives as antibacterial and cytostatic agents
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.
1, 2, 3-triazole ; 3-substituted coumarin ; antibacterial ; antitumor ; click reaction ; coumarin ; Sonogashira coupling ; Suzuki-Miyaura coupling
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Podaci o izdanju
13 (21)
2021.
1865-1884
objavljeno
1756-8919
1756-8927
10.4155/fmc-2021-0161