Pregled bibliografske jedinice broj: 959768
QSAR of Radical Inactivation by Selected Anthraquinones
QSAR of Radical Inactivation by Selected Anthraquinones // Math/Chem/Comp 2018 Book of Abstracts / Vančik, Hrvoj ; Cioslowski, Jerzy (ur.).
Dubrovnik, Hrvatska, 2018. 11, 1 (poster, nije recenziran, sažetak, znanstveni)
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Naslov
QSAR of Radical Inactivation by Selected Anthraquinones
Autori
Amić, Ana ; Jeremić, Svetlana ; Lučić, Bono ; Marković, Zoran ; Amić, Dragan
Vrsta, podvrsta i kategorija rada
Sažeci sa skupova, sažetak, znanstveni
Izvornik
Math/Chem/Comp 2018 Book of Abstracts
/ Vančik, Hrvoj ; Cioslowski, Jerzy - , 2018
Skup
30th Math/Chem/Comp Conference
Mjesto i datum
Dubrovnik, Hrvatska, 18.06.2018. - 23.06.2018
Vrsta sudjelovanja
Poster
Vrsta recenzije
Nije recenziran
Ključne riječi
QSAR ; anthraquinones ; BDE ; RCI ; 13C NMR
Sažetak
Anthraquinones are natural antioxidants capable to combat the progression of various diseases [1]. Among underlying health promoting mechanisms, radical scavenging could be operative via several possible processes [2]. In building QSAR models, among thousands molecular descriptors we preferred those with clear physicochemical meaning related to antiradical mechanisms, e.g., bond dissociation enthalpy (BDE) as a general parameter for (poly)phenolics radical scavenging activity, 13C NMR chemical shift of C atom adjacent to phenolic OH group [3], aromaticity indices (e.g. ring current index, RCI [4]), hydrogen bonding indices, etc. Due to limited number of compounds (12 anthraquinones [5]), only models with one or two descriptors are acceptable. The best one descriptor model, using 13C NMRmin chemical shift (r = −0.983, rcv = −0.969), is presented in Fig. 1. The phenolic OH group with more abstractable H atom shielded the 13C nucleus from the external magnetic field more effectively than the OH group with less abstractable H atom. One descriptor models using BDE and RCI, are slightly inferior: r = −0.934 (rcv = −0.904) and r = 0.914 (rcv = −0.848), respectively. The best two descriptor model embraces 13C NMRmin chemical shift and RDF055m descriptor (related to the 3D positions of the atoms) and possesses only slightly better statistics: r = −0.990, rcv = −0.979. It should be emphasized that obtained model(s) are transferable to flavones [6], another class of (poly)phenols, Fig 2.
Izvorni jezik
Engleski
Znanstvena područja
Kemija
