Iodine-Substituted Dithiocarbamic Flavanones—A Structure–Activity Relationship Study of Their Antioxidant Properties

The antioxidant properties of novel diiodo-substituted 3-dithiocarbamic flavanones were investigated. The three frameworks that proved to be the most active ones in our previous studies were selected. By varying the nature of the substituent at the para position of flavanone ring <b>B</b>...

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Main Authors: Mihail Lucian Birsa, Laura Gabriela Sarbu
Format: Article
Language:English
Published: MDPI AG 2025-05-01
Series:Molecules
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Online Access:https://www.mdpi.com/1420-3049/30/11/2280
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author Mihail Lucian Birsa
Laura Gabriela Sarbu
author_facet Mihail Lucian Birsa
Laura Gabriela Sarbu
author_sort Mihail Lucian Birsa
collection DOAJ
description The antioxidant properties of novel diiodo-substituted 3-dithiocarbamic flavanones were investigated. The three frameworks that proved to be the most active ones in our previous studies were selected. By varying the nature of the substituent at the para position of flavanone ring <b>B</b>, a structure–activity relationship study on radical scavenging properties was performed. The influence of these substituents (F, Cl, Br and H) was investigated against DPPH and ABTS<sup>+•</sup>. The results indicate that the presence of the halogen substituents induces better antioxidant properties than ascorbic acid and BHT. The highest radical scavenging activity was found in the case of morpholine carbodithioates. Regarding the ABTS<sup>+•</sup> assay, all investigated flavanones exhibited better antioxidant properties than BHT.
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series Molecules
spelling doaj-art-b629a8a871ef4bac9576728c79f5842f2025-08-20T03:46:53ZengMDPI AGMolecules1420-30492025-05-013011228010.3390/molecules30112280Iodine-Substituted Dithiocarbamic Flavanones—A Structure–Activity Relationship Study of Their Antioxidant PropertiesMihail Lucian Birsa0Laura Gabriela Sarbu1Department of Chemistry, Alexandru Ioan Cuza University of Iasi, 11 Carol I Blvd., 700506 Iasi, RomaniaDepartment of Chemistry, Alexandru Ioan Cuza University of Iasi, 11 Carol I Blvd., 700506 Iasi, RomaniaThe antioxidant properties of novel diiodo-substituted 3-dithiocarbamic flavanones were investigated. The three frameworks that proved to be the most active ones in our previous studies were selected. By varying the nature of the substituent at the para position of flavanone ring <b>B</b>, a structure–activity relationship study on radical scavenging properties was performed. The influence of these substituents (F, Cl, Br and H) was investigated against DPPH and ABTS<sup>+•</sup>. The results indicate that the presence of the halogen substituents induces better antioxidant properties than ascorbic acid and BHT. The highest radical scavenging activity was found in the case of morpholine carbodithioates. Regarding the ABTS<sup>+•</sup> assay, all investigated flavanones exhibited better antioxidant properties than BHT.https://www.mdpi.com/1420-3049/30/11/2280antioxidantsbenzopyransdithiocarbamatesflavanonesradical enolatesbenzylic radical
spellingShingle Mihail Lucian Birsa
Laura Gabriela Sarbu
Iodine-Substituted Dithiocarbamic Flavanones—A Structure–Activity Relationship Study of Their Antioxidant Properties
Molecules
antioxidants
benzopyrans
dithiocarbamates
flavanones
radical enolates
benzylic radical
title Iodine-Substituted Dithiocarbamic Flavanones—A Structure–Activity Relationship Study of Their Antioxidant Properties
title_full Iodine-Substituted Dithiocarbamic Flavanones—A Structure–Activity Relationship Study of Their Antioxidant Properties
title_fullStr Iodine-Substituted Dithiocarbamic Flavanones—A Structure–Activity Relationship Study of Their Antioxidant Properties
title_full_unstemmed Iodine-Substituted Dithiocarbamic Flavanones—A Structure–Activity Relationship Study of Their Antioxidant Properties
title_short Iodine-Substituted Dithiocarbamic Flavanones—A Structure–Activity Relationship Study of Their Antioxidant Properties
title_sort iodine substituted dithiocarbamic flavanones a structure activity relationship study of their antioxidant properties
topic antioxidants
benzopyrans
dithiocarbamates
flavanones
radical enolates
benzylic radical
url https://www.mdpi.com/1420-3049/30/11/2280
work_keys_str_mv AT mihaillucianbirsa iodinesubstituteddithiocarbamicflavanonesastructureactivityrelationshipstudyoftheirantioxidantproperties
AT lauragabrielasarbu iodinesubstituteddithiocarbamicflavanonesastructureactivityrelationshipstudyoftheirantioxidantproperties