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Free radical scavenging activity of morin 2’-O− phenoxide anion


Marković, Zoran; Milenković, Dejan; Đorović, Jelena; Dimitrić Marković, Jasmina; Stepanić, Višnja; Lučić, Bono; Amić, Dragan
Free radical scavenging activity of morin 2’-O− phenoxide anion // Food chemistry, 135 (2012), 3; 2070-2077 doi:10.1016/j.foodchem.2012.05.119 (međunarodna recenzija, članak, znanstveni)


Naslov
Free radical scavenging activity of morin 2’-O− phenoxide anion

Autori
Marković, Zoran ; Milenković, Dejan ; Đorović, Jelena ; Dimitrić Marković, Jasmina ; Stepanić, Višnja ; Lučić, Bono ; Amić, Dragan

Izvornik
Food chemistry (0308-8146) 135 (2012), 3; 2070-2077

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

Ključne riječi
Morin; Phenoxide anion; Radical scavenging; HAT; SPLET; SET-PT

Sažetak
Due to intramolecular H-atom transfer deprotonation of the most acidic 3-OH group of morin yields 2’-O− phenoxide anion. The reaction enthalpies related to mechanisms of free radical scavenging activity of this dominant species at physiological pH of 7.4, were calculated by PM6 and DFT methods in gas-phase, water, benzene and DMSO. Obtained results indicate 4’-OH group of 2’-O− phenoxide anion as active site for radical inactivation. Thermodynamically favored mechanism depends on the polarity of reaction media: in polar solvents (water and DMSO) sequential proton loss electron transfer (SPLET) mechanism is preferred while in non-polar benzene (and in gas-phase) hydrogen atom transfer (HAT) mechanism is responsible for the free radical scavenging activity of morin phenoxide anion. Obtained results show that fast semiempirical PM6 method fairly mimics more accurate time consuming DFT results.

Izvorni jezik
Engleski

Znanstvena područja
Kemija



POVEZANOST RADA


Projekt / tema
079-0000000-3211 - Odnos strukture i aktivnosti flavonoida (Dragan Amić, )
098-0982464-2511 - Epigenetičke i imunomodulatorne promjene u zloćudnim tumorima glave i vrata (Koraljka Gall-Trošelj, )
098-1770495-2919 - Razvoj metoda za modeliranje svojstava bioaktivnih molekula i proteina (Bono Lučić, )

Ustanove
Fakultet agrobiotehničkih znanosti Osijek,
Institut "Ruđer Bošković", Zagreb

Časopis indeksira:


  • Current Contents Connect (CCC)
  • Web of Science Core Collection (WoSCC)
    • Science Citation Index Expanded (SCI-EXP)
    • SCI-EXP, SSCI i/ili A&HCI
  • Scopus
  • MEDLINE


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