Naslov
Synthesis of 4-aryl-1,2,3-triazolyl appended natural coumarin-related compounds with antiproliferative, radical scavenging activities and intracellular ROS production modification

Autori
Bistrović, Andrea ; Stipaničev, Nikolina ; Opačak-Bernardi, Teuta ; Jukić, Marijana ; Martinez, Sanja ; Glavaš-Obrovac, Ljubica ; Raić-Malić, Silvana

Izvornik
New journal of chemistry (1144-0546) 41 (2017), 15; 7531-7543

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

Ključne riječi
natural coumarins ; 1, 2, 3-triazole ; antioxidant ; reactive oxygen species (ROS) production ; cytotoxic effects in vitro

Sažetak
Novel natural coumarin-based umbelliferone, herniarin and esculetin series linked to hydroxy- and methoxy-substituted and non-substituted phenyl rings through a 1, 2, 3-triazole spacer were provided by environmentally friendly click chemistry under microwave irradiation. The antioxidative activity of the compounds was evaluated by DPPH-scavenging activity and cyclic voltammetry assays. While adjacent 6- and 7- hydroxyl groups in coumarins made a major contribution to antioxidative power and a decrease of ROS production relative to esculetin, a p- methoxy-substituted phenyl moiety had an impact on pronounced and selective antiproliferative activity against chronic leukemia cells in blast crisis (K562) with no significant change in the ROS generation. 6, 7-Dihydroxycoumarin can be considered as a promising scaffold with a major contribution to antioxidant potential and, thereby, further structural modification of 6, 7- dihydroxycoumarin linked to aryl-1, 2, 3-triazole may provide a hybrid molecule that may be of interest for potential application to prevent diseases related to the oxidative-stress imbalance.

Izvorni jezik
Engleski

Znanstvena područja
Kemija, Biologija, Biotehnologija

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