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Exploring quinolinone–chalcones: Synthesis, antioxidant potential and industrial applications in biofuels.

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Title: Exploring quinolinone–chalcones: Synthesis, antioxidant potential and industrial applications in biofuels.
Authors: Duarte, Vitor S.1 (AUTHOR) vitorvsd132@gmail.com, de Paula, Renata Layse G.1 (AUTHOR), Almeida, Leonardo R.1 (AUTHOR), D'Oliveira, Giulio D. C.2 (AUTHOR), Pérez, Caridad N.2 (AUTHOR), Custódio, Jean M. F.1 (AUTHOR), Carvalho‐Silva, Valter H.1 (AUTHOR), Lombardi, Andrea3 (AUTHOR), Napolitano, Hamilton B.1 (AUTHOR) hbnapolitano@gmail.com
Source: Biofuels, Bioproducts & Biorefining. Nov2025, Vol. 19 Issue 6, p1765-1783. 19p.
Subject Terms: *Chalcones, *Antioxidants, *Hydroxyl group, *Machine learning, *Biomass energy, *Chemical synthesis, *Hydroxyquinoline
Abstract: Biofuels undergo oxidative degradation, which reduces their storage stability and efficiency, hindering their large‐scale adoption and integration into the global energy matrix. To address this issue, we synthesized and characterized four novel quinolinone–chalcone derivatives (substituted with Br, Cl, OCH3 and OCH2CH3) as potential antioxidant additives. Structural analysis, density functional theory calculations and machine learning‐based hydroxyl radical scavenging rate evaluation were performed to assess the influence of the substituents on stability and antioxidant capacity. Single‐crystal X‐ray diffraction revealed C–H···O and C–H···π interactions contributing to supramolecular stability, while electronic property analysis indicated enhanced kinetic stability and regions near the sulfonamide group prone to nucleophilic attack. Machine learning predictions showed that the bromine derivative exhibited a hydroxyl radical scavenging rate of 7.97 × 109 m−1 s−1, comparable with the commercial antioxidant butylated hydroxytoluene (4.34 × 109 m−1 s−1). These findings highlight the potential of quinolinone–chalcone derivatives as efficient antioxidant additives, improving the oxidative stability and sustainability of biofuels. [ABSTRACT FROM AUTHOR]
Database: Energy & Power Source
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Header DbId: enr
DbLabel: Energy & Power Source
An: 189332548
AccessLevel: 6
PubType: Academic Journal
PubTypeId: academicJournal
PreciseRelevancyScore: 0
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  Data: Exploring quinolinone–chalcones: Synthesis, antioxidant potential and industrial applications in biofuels.
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  Data: <searchLink fieldCode="AR" term="%22Duarte%2C+Vitor+S%2E%22">Duarte, Vitor S.</searchLink><relatesTo>1</relatesTo> (AUTHOR)<i> vitorvsd132@gmail.com</i><br /><searchLink fieldCode="AR" term="%22de+Paula%2C+Renata+Layse+G%2E%22">de Paula, Renata Layse G.</searchLink><relatesTo>1</relatesTo> (AUTHOR)<br /><searchLink fieldCode="AR" term="%22Almeida%2C+Leonardo+R%2E%22">Almeida, Leonardo R.</searchLink><relatesTo>1</relatesTo> (AUTHOR)<br /><searchLink fieldCode="AR" term="%22D'Oliveira%2C+Giulio+D%2E+C%2E%22">D'Oliveira, Giulio D. C.</searchLink><relatesTo>2</relatesTo> (AUTHOR)<br /><searchLink fieldCode="AR" term="%22Pérez%2C+Caridad+N%2E%22">Pérez, Caridad N.</searchLink><relatesTo>2</relatesTo> (AUTHOR)<br /><searchLink fieldCode="AR" term="%22Custódio%2C+Jean+M%2E+F%2E%22">Custódio, Jean M. F.</searchLink><relatesTo>1</relatesTo> (AUTHOR)<br /><searchLink fieldCode="AR" term="%22Carvalho‐Silva%2C+Valter+H%2E%22">Carvalho‐Silva, Valter H.</searchLink><relatesTo>1</relatesTo> (AUTHOR)<br /><searchLink fieldCode="AR" term="%22Lombardi%2C+Andrea%22">Lombardi, Andrea</searchLink><relatesTo>3</relatesTo> (AUTHOR)<br /><searchLink fieldCode="AR" term="%22Napolitano%2C+Hamilton+B%2E%22">Napolitano, Hamilton B.</searchLink><relatesTo>1</relatesTo> (AUTHOR)<i> hbnapolitano@gmail.com</i>
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  Data: <searchLink fieldCode="JN" term="%22Biofuels%2C+Bioproducts+%26+Biorefining%22">Biofuels, Bioproducts & Biorefining</searchLink>. Nov2025, Vol. 19 Issue 6, p1765-1783. 19p.
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  Data: *<searchLink fieldCode="DE" term="%22Chalcones%22">Chalcones</searchLink><br />*<searchLink fieldCode="DE" term="%22Antioxidants%22">Antioxidants</searchLink><br />*<searchLink fieldCode="DE" term="%22Hydroxyl+group%22">Hydroxyl group</searchLink><br />*<searchLink fieldCode="DE" term="%22Machine+learning%22">Machine learning</searchLink><br />*<searchLink fieldCode="DE" term="%22Biomass+energy%22">Biomass energy</searchLink><br />*<searchLink fieldCode="DE" term="%22Chemical+synthesis%22">Chemical synthesis</searchLink><br />*<searchLink fieldCode="DE" term="%22Hydroxyquinoline%22">Hydroxyquinoline</searchLink>
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  Data: Biofuels undergo oxidative degradation, which reduces their storage stability and efficiency, hindering their large‐scale adoption and integration into the global energy matrix. To address this issue, we synthesized and characterized four novel quinolinone–chalcone derivatives (substituted with Br, Cl, OCH3 and OCH2CH3) as potential antioxidant additives. Structural analysis, density functional theory calculations and machine learning‐based hydroxyl radical scavenging rate evaluation were performed to assess the influence of the substituents on stability and antioxidant capacity. Single‐crystal X‐ray diffraction revealed C–H···O and C–H···π interactions contributing to supramolecular stability, while electronic property analysis indicated enhanced kinetic stability and regions near the sulfonamide group prone to nucleophilic attack. Machine learning predictions showed that the bromine derivative exhibited a hydroxyl radical scavenging rate of 7.97 × 109 m−1 s−1, comparable with the commercial antioxidant butylated hydroxytoluene (4.34 × 109 m−1 s−1). These findings highlight the potential of quinolinone–chalcone derivatives as efficient antioxidant additives, improving the oxidative stability and sustainability of biofuels. [ABSTRACT FROM AUTHOR]
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        Value: 10.1002/bbb.2774
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      – Code: eng
        Text: English
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        PageCount: 19
        StartPage: 1765
    Subjects:
      – SubjectFull: Chalcones
        Type: general
      – SubjectFull: Antioxidants
        Type: general
      – SubjectFull: Hydroxyl group
        Type: general
      – SubjectFull: Machine learning
        Type: general
      – SubjectFull: Biomass energy
        Type: general
      – SubjectFull: Chemical synthesis
        Type: general
      – SubjectFull: Hydroxyquinoline
        Type: general
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      – TitleFull: Exploring quinolinone–chalcones: Synthesis, antioxidant potential and industrial applications in biofuels.
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            – D: 01
              M: 11
              Text: Nov2025
              Type: published
              Y: 2025
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