Janez Mravljak (Avtor), Lara Slavec (Avtor), Martina Hrast (Avtor), Matej Sova (Avtor)

Povzetek

Quinazolinones represent an important scaffold in medicinal chemistry with diverse biological activities. Here, two series of 2-substituted quinazolin-4(3H)-ones were synthesized and evaluated for their antioxidant properties using three different methods, namely DPPH, ABTS and TEACCUPRAC, to obtain key information about the structure%antioxidant activity relationships of a diverse set of substituents at position 2 of the main quinazolinone scaffold. Regarding the antioxidant activity, ABTS and TEACCUPRAC assays were more sensitive and gave more reliable results than the DPPH assay. To obtain antioxidant activity of 2-phenylquinazolin-4(3H)-one, the presence of at least one hydroxyl group in addition to the methoxy substituent or the second hydroxyl on the phenyl ring in the ortho or para positions is required. An additional ethylene linker between quinazolinone ring and phenolic substituent, present in the second series (compounds 25a and 25b), leads to increased antioxidant activity. Furthermore, in addition to antioxidant activity, the derivatives with two hydroxyl groups in the ortho position on the phenyl ring exhibited metal-chelating properties. Our study represents a successful use of three different antioxidant activity evaluation methods to define 2-(2,3-dihydroxyphenyl)quinazolin-4(3H)-one 21e as a potent antioxidant with promising metal-chelating properties.

Ključne besede

antioksidanti;sinteze;lastnosti keliranja kovin;kinazolinoni;quinazolinone;synthesis;antioxidant;DPPH;ABTS;CUPRAC;metal-chelating properties;

Podatki

Jezik: Angleški jezik
Leto izida:
Tipologija: 1.01 - Izvirni znanstveni članek
Organizacija: UL FFA - Fakulteta za farmacijo
UDK: 543:615.4:54
COBISS: 83008003 Povezava se bo odprla v novem oknu
ISSN: 1420-3049
Št. ogledov: 117
Št. prenosov: 54
Ocena: 0 (0 glasov)
Metapodatki: JSON JSON-RDF JSON-LD TURTLE N-TRIPLES XML RDFA MICRODATA DC-XML DC-RDF RDF

Ostali podatki

Sekundarni jezik: Slovenski jezik
Sekundarne ključne besede: Farmacevtska kemija;
Vrsta dela (COBISS): Članek v reviji
Strani: str. 1-16
Letnik: ǂVol. ǂ26
Zvezek: ǂiss. ǂ21
Čas izdaje: 2021
DOI: 10.3390/molecules26216585
ID: 15209458