Synthesis and biological evaluation of some azo dyes based on 3-cyano-6-hydroxy-4-methyl-1-propyl-2-pyridone
Sinteza i biološka svojstva nekih azo boja na bazi 3-cijano-6-hidroksi-4-metil-1-propil-2-piridona
Аутори
Tadić, JulijanaLađarević, Jelena
Svetozarević, Milica
Matović, Luka
Mašulović, Aleksandra
Mijin, Dušan
Конференцијски прилог (Објављена верзија)
Метаподаци
Приказ свих података о документуАпстракт
Azo dyes are the most important group of organic synthetic dyes. High molar extinction coefficients, which characterize azo compounds, contribute to their wide use in traditional dyeing of various materials, as well as the increasing application in new technologies such as optical devices and solar cells. Numerous studies show that azo dyes based on heterocyclic molecules possess biological activity. Arylazo pyridone dyes belong to the class of disperse dyes, which exhibit antibacterial, antifungal, anticancer and antioxidant properties. In this work, three azo dyes were synthesized starting from 2-, 3- and 4-aminophenol and 3-cyano-6-hydroxy-4-methyl-1-propyl-2-pyridone. The structure of dyes was confirmed by ATR-FTIR, NMR and UV-Vis spectroscopy. The antioxidant activity of compounds was examined by the ABTS method. Physico-chemical descriptors and ADME parameters were determined in silico using SwissADME program.
Azo boje su najznačajnija grupa organskih sintetskih boja. Visoki molarni ekstencioni koefici-jenti, koji karakterišu azo jedinjena, doprinose njihovoj širokoj upotrebi kako u tradicionalnom bo-jenju materijala, tako i sve većoj primeni u novijim tehnologijama kao što su optički materijali i solarne ćelije. Mnoga istraživanja pokazuju da azo boje dobijene iz heterocikličnih molekula imaju biološku aktivnost. Arilazo piridonske boje pripadaju klasi disperznih boja koje ispoljavaju antibak-terijsku, antifungalnu, antikancerogenu i antioksidativnu aktivnost. U ovom radu sintetisane su tri azo boje polazeći iz 2-, 3-i 4-aminofenola i 3-cijano-6-hidroksi-4-metil-1-propil-2-piridona. Struk-tura jedinjenja potvrđena je ATR-FTIR, NMR i UV-Vis podacima. Antioksidsativna aktivnost jedinje-nja ispitana je ABTS metodom. Fizičko-hemijski deskriptori i ADME parametari određeni su in silico pomoću SwissADME programa.
Кључне речи:
hydrazone / ADME / antioxidant properties / hidrazon / ADME / antioksidativna svojstvaИзвор:
Zbornik radova / 34. Međunarodni kongres o procesnoj industriji, PROCESING '21, 3. i 4. jun 2021, Novi Sad, 2021, 83-88Издавач:
- Beograd : Savez mašinskih i elektrotehničkih inženjera i tehničara Srbije (SMEITS), Društvo za procesnu tehniku
Колекције
Институција/група
Inovacioni centarTY - CONF AU - Tadić, Julijana AU - Lađarević, Jelena AU - Svetozarević, Milica AU - Matović, Luka AU - Mašulović, Aleksandra AU - Mijin, Dušan PY - 2021 UR - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/6743 AB - Azo dyes are the most important group of organic synthetic dyes. High molar extinction coefficients, which characterize azo compounds, contribute to their wide use in traditional dyeing of various materials, as well as the increasing application in new technologies such as optical devices and solar cells. Numerous studies show that azo dyes based on heterocyclic molecules possess biological activity. Arylazo pyridone dyes belong to the class of disperse dyes, which exhibit antibacterial, antifungal, anticancer and antioxidant properties. In this work, three azo dyes were synthesized starting from 2-, 3- and 4-aminophenol and 3-cyano-6-hydroxy-4-methyl-1-propyl-2-pyridone. The structure of dyes was confirmed by ATR-FTIR, NMR and UV-Vis spectroscopy. The antioxidant activity of compounds was examined by the ABTS method. Physico-chemical descriptors and ADME parameters were determined in silico using SwissADME program. AB - Azo boje su najznačajnija grupa organskih sintetskih boja. Visoki molarni ekstencioni koefici-jenti, koji karakterišu azo jedinjena, doprinose njihovoj širokoj upotrebi kako u tradicionalnom bo-jenju materijala, tako i sve većoj primeni u novijim tehnologijama kao što su optički materijali i solarne ćelije. Mnoga istraživanja pokazuju da azo boje dobijene iz heterocikličnih molekula imaju biološku aktivnost. Arilazo piridonske boje pripadaju klasi disperznih boja koje ispoljavaju antibak-terijsku, antifungalnu, antikancerogenu i antioksidativnu aktivnost. U ovom radu sintetisane su tri azo boje polazeći iz 2-, 3-i 4-aminofenola i 3-cijano-6-hidroksi-4-metil-1-propil-2-piridona. Struk-tura jedinjenja potvrđena je ATR-FTIR, NMR i UV-Vis podacima. Antioksidsativna aktivnost jedinje-nja ispitana je ABTS metodom. Fizičko-hemijski deskriptori i ADME parametari određeni su in silico pomoću SwissADME programa. PB - Beograd : Savez mašinskih i elektrotehničkih inženjera i tehničara Srbije (SMEITS), Društvo za procesnu tehniku C3 - Zbornik radova / 34. Međunarodni kongres o procesnoj industriji, PROCESING '21, 3. i 4. jun 2021, Novi Sad T1 - Synthesis and biological evaluation of some azo dyes based on 3-cyano-6-hydroxy-4-methyl-1-propyl-2-pyridone T1 - Sinteza i biološka svojstva nekih azo boja na bazi 3-cijano-6-hidroksi-4-metil-1-propil-2-piridona EP - 88 SP - 83 UR - https://hdl.handle.net/21.15107/rcub_technorep_6743 ER -
@conference{ author = "Tadić, Julijana and Lađarević, Jelena and Svetozarević, Milica and Matović, Luka and Mašulović, Aleksandra and Mijin, Dušan", year = "2021", abstract = "Azo dyes are the most important group of organic synthetic dyes. High molar extinction coefficients, which characterize azo compounds, contribute to their wide use in traditional dyeing of various materials, as well as the increasing application in new technologies such as optical devices and solar cells. Numerous studies show that azo dyes based on heterocyclic molecules possess biological activity. Arylazo pyridone dyes belong to the class of disperse dyes, which exhibit antibacterial, antifungal, anticancer and antioxidant properties. In this work, three azo dyes were synthesized starting from 2-, 3- and 4-aminophenol and 3-cyano-6-hydroxy-4-methyl-1-propyl-2-pyridone. The structure of dyes was confirmed by ATR-FTIR, NMR and UV-Vis spectroscopy. The antioxidant activity of compounds was examined by the ABTS method. Physico-chemical descriptors and ADME parameters were determined in silico using SwissADME program., Azo boje su najznačajnija grupa organskih sintetskih boja. Visoki molarni ekstencioni koefici-jenti, koji karakterišu azo jedinjena, doprinose njihovoj širokoj upotrebi kako u tradicionalnom bo-jenju materijala, tako i sve većoj primeni u novijim tehnologijama kao što su optički materijali i solarne ćelije. Mnoga istraživanja pokazuju da azo boje dobijene iz heterocikličnih molekula imaju biološku aktivnost. Arilazo piridonske boje pripadaju klasi disperznih boja koje ispoljavaju antibak-terijsku, antifungalnu, antikancerogenu i antioksidativnu aktivnost. U ovom radu sintetisane su tri azo boje polazeći iz 2-, 3-i 4-aminofenola i 3-cijano-6-hidroksi-4-metil-1-propil-2-piridona. Struk-tura jedinjenja potvrđena je ATR-FTIR, NMR i UV-Vis podacima. Antioksidsativna aktivnost jedinje-nja ispitana je ABTS metodom. Fizičko-hemijski deskriptori i ADME parametari određeni su in silico pomoću SwissADME programa.", publisher = "Beograd : Savez mašinskih i elektrotehničkih inženjera i tehničara Srbije (SMEITS), Društvo za procesnu tehniku", journal = "Zbornik radova / 34. Međunarodni kongres o procesnoj industriji, PROCESING '21, 3. i 4. jun 2021, Novi Sad", title = "Synthesis and biological evaluation of some azo dyes based on 3-cyano-6-hydroxy-4-methyl-1-propyl-2-pyridone, Sinteza i biološka svojstva nekih azo boja na bazi 3-cijano-6-hidroksi-4-metil-1-propil-2-piridona", pages = "88-83", url = "https://hdl.handle.net/21.15107/rcub_technorep_6743" }
Tadić, J., Lađarević, J., Svetozarević, M., Matović, L., Mašulović, A.,& Mijin, D.. (2021). Synthesis and biological evaluation of some azo dyes based on 3-cyano-6-hydroxy-4-methyl-1-propyl-2-pyridone. in Zbornik radova / 34. Međunarodni kongres o procesnoj industriji, PROCESING '21, 3. i 4. jun 2021, Novi Sad Beograd : Savez mašinskih i elektrotehničkih inženjera i tehničara Srbije (SMEITS), Društvo za procesnu tehniku., 83-88. https://hdl.handle.net/21.15107/rcub_technorep_6743
Tadić J, Lađarević J, Svetozarević M, Matović L, Mašulović A, Mijin D. Synthesis and biological evaluation of some azo dyes based on 3-cyano-6-hydroxy-4-methyl-1-propyl-2-pyridone. in Zbornik radova / 34. Međunarodni kongres o procesnoj industriji, PROCESING '21, 3. i 4. jun 2021, Novi Sad. 2021;:83-88. https://hdl.handle.net/21.15107/rcub_technorep_6743 .
Tadić, Julijana, Lađarević, Jelena, Svetozarević, Milica, Matović, Luka, Mašulović, Aleksandra, Mijin, Dušan, "Synthesis and biological evaluation of some azo dyes based on 3-cyano-6-hydroxy-4-methyl-1-propyl-2-pyridone" in Zbornik radova / 34. Međunarodni kongres o procesnoj industriji, PROCESING '21, 3. i 4. jun 2021, Novi Sad (2021):83-88, https://hdl.handle.net/21.15107/rcub_technorep_6743 .