Synthesis of Phenols Containing Quinazolin-4(3H)-one Ring and Investigation of Their Antioxidant Activities

Feyzi Sinan Tokalı; Parham Taslımı

Makale detayları

Synthesis of Phenols Containing Quinazolin-4(3H)-one Ring and Investigation of Their Antioxidant Activities

Yazarlar:

Feyzi Sinan Tokalı | Parham Taslımı

Yayıncı:

Afyon Kocatepe University

Ana Başlıklar:

Fiziksel Kimya (Diğer)

Dergi:

Afyon Kocatepe Üniversitesi Fen Ve Mühendislik Bilimleri Dergisi Vol.25 Issue 2, pp.312-320

Belge Tipi:

Makale

Yayın Tarihi:

11/2025

Belge Dili:

Türkçe

Document ID (Org No.):

2001344412

pISSN:

2149-3367

Anahtar kelimeler:

Özet:

 In this study, four compounds 1-4 belonging to the quinazolin-43H-one class, which represents a significant part of nitrogen-containing six-membered heterocyclic compounds, were synthesized and their structures were characterized using NMR 1H and 13C and HRMS spectroscopy techniques. As an application, the antioxidant activities of the synthesized compounds were examined using Fe3-Fe2 Reduction Capacity, Cu2-Cu Reduction Capacity, DPPH 1,1-Diphenyl 2-picryl hydrazyl Free Radical Scavenging Activity and ABTS 2,2-Azino-bis3-ethylbenzo-thiazoline-6-sulfonic acid Radical Scavenging Activity methods. The antioxidant activities of the compounds were evaluated against the standard antioxidants BHA, BHT, α-Tocopherol and Trolox. It has been shown that the Fe3-Fe2 Reduction and Cu2-Cu Reduction activities of 2-Methyl-3-2,3,4-trihydroxybenzylideneaminoquinazolin-43H-one 4 are better than all standards with absorbance values of 2.163 and 1.663, respectively. While it has a stronger DPPH radical scavenging activity than α-Tocopherol with the IC50: 10.40 µgmL value, it has an ABTS scavenging activity comparable to α-Tocopherol with an IC50: 10.40 µgmL value.

 In this study, four compounds 1-4 belonging to the quinazolin-43H-one class, which represents a significant part of nitrogen-containing six-membered heterocyclic compounds, were synthesized and their structures were characterized using NMR 1H and 13C and HRMS spectroscopy techniques. As an application, the antioxidant activities of the synthesized compounds were examined using Fe3-Fe2 Reduction Capacity, Cu2-Cu Reduction Capacity, DPPH 1,1-Diphenyl 2-picryl hydrazyl Free Radical Scavenging Activity and ABTS 2,2-Azino-bis3-ethylbenzo-thiazoline-6-sulfonic acid Radical Scavenging Activity methods. The antioxidant activities of the compounds were evaluated against the standard antioxidants BHA, BHT, α-Tocopherol and Trolox. It has been shown that the Fe3-Fe2 Reduction and Cu2-Cu Reduction activities of 2-Methyl-3-2,3,4-trihydroxybenzylideneaminoquinazolin-43H-one 4 are better than all standards with absorbance values of 2.163 and 1.663, respectively. While it has a stronger DPPH radical scavenging activity than α-Tocopherol with the IC50: 10.40 µgmL value, it has an ABTS scavenging activity comparable to α-Tocopherol with an IC50: 10.40 µgmL value.

 In this study, four compounds 1-4 belonging to the quinazolin-43H-one class, which represents a significant part of nitrogen-containing six-membered heterocyclic compounds, were synthesized and their structures were characterized using NMR 1H and 13C and HRMS spectroscopy techniques. As an application, the antioxidant activities of the synthesized compounds were examined using Fe3-Fe2 Reduction Capacity, Cu2-Cu Reduction Capacity, DPPH 1,1-Diphenyl 2-picryl hydrazyl Free Radical Scavenging Activity and ABTS 2,2-Azino-bis3-ethylbenzo-thiazoline-6-sulfonic acid Radical Scavenging Activity methods. The antioxidant activities of the compounds were evaluated against the standard antioxidants BHA, BHT, α-Tocopherol and Trolox. It has been shown that the Fe3-Fe2 Reduction and Cu2-Cu Reduction activities of 2-Methyl-3-2,3,4-trihydroxybenzylideneaminoquinazolin-43H-one 4 are better than all standards with absorbance values of 2.163 and 1.663, respectively. While it has a stronger DPPH radical scavenging activity than α-Tocopherol with the IC50: 10.40 µgmL value, it has an ABTS scavenging activity comparable to α-Tocopherol with an IC50: 10.40 µgmL value.

 Bu çalışmada azot içeren altı üyeli heterosiklik bileşiklerin önemli bir bölümünü temsil eden kinazolin-43H-on sınıfına ait dört adet bileşik 1-4 sentezlenmiş ve yapıları NMR 1H ve 13C ve HRMS spektroskopisi teknikleri kullanılarak karakterize edilmiştir. Uygulama olarak sentezlenen bileşiklerin antioksidan aktiviteleri Fe3-Fe2 İndirgeme Kapasitesi, Cu2-Cu İndirgeme Kapasitesi, DPPH 1,1-Difenil 2-pikril hidrazil Serbest Radikali Süpürme Aktivitesi ve ABTS 2,2-Azino-bis 3-etilbenzo-tiyazolin-6-sülfonik asit Radikali Süpürme Aktivitesi yöntemleri kullanılarak incelenmiştir. Bileşiklerin antioksidan aktiviteleri standart antioksidanlar olan BHA, BHT, α-Tokoferol ve Troloxa karşı değerlendirilmiştir. Çalışmadan elde edilen bulgular 2-Metill-3-2,3,4-trihidroksibenzilidenaminokinazolin-43H-on 4 bileşiğinin Fe3-Fe2 İndirgeme ve Cu2-Cu İndirgeme aktivitesinin sırasıyla 2.163 ve 1.663 absorbans değeriyle bütün standartlardan daha iyi olduğunu göstermiştir. Yine 4 bileşiği IC50: 12.64 µgmL değeriyle -Tokoferolden daha güçlü DPPH radikali giderme aktivitesine sahipken IC50: 10.40 µgmL değeriyle -Tokoferol ile kıyaslanabilir ABTS giderme aktivitesine sahiptir.

Makale detayları

Synthesis of Phenols Containing Quinazolin-4(3H)-one Ring and Investigation of Their Antioxidant Activities

Yazarlar:

Feyzi Sinan Tokalı | Parham Taslımı

Yayıncı:

Afyon Kocatepe University

Ana Başlıklar:

Fiziksel Kimya (Diğer)

Dergi:

Afyon Kocatepe Üniversitesi Fen Ve Mühendislik Bilimleri Dergisi Vol.25 Issue 2, pp.312-320

Belge Tipi:

Makale

Yayın Tarihi:

11/2025

Belge Dili:

Türkçe

Document ID (Org No.):

2001344412

pISSN:

2149-3367

Quinazolin-4(3H)-one

Antioxidant

Synthesis

NMR

DPPH

CupracKinazolin-4(3H)-on

Antioksidan

Sentez

NMR

DPPH

Kuprak

Sayı

Makale detayları

Yazarlar: Feyzi Sinan Tokalı | Parham Taslımı

Yayıncı: Afyon Kocatepe University

Ana Başlıklar: Fiziksel Kimya (Diğer)

Dergi: Afyon Kocatepe Üniversitesi Fen Ve Mühendislik Bilimleri Dergisi Vol.25 Issue 2, pp.312-320

Belge Tipi: Makale

Yayın Tarihi: 11/2025

Belge Dili: Türkçe

Document ID (Org No.): 2001344412

pISSN: 2149-3367

Sayı

Yazarlar:

Feyzi Sinan Tokalı | Parham Taslımı

Yayıncı:

Afyon Kocatepe University

Ana Başlıklar:

Fiziksel Kimya (Diğer)

Dergi:

Afyon Kocatepe Üniversitesi Fen Ve Mühendislik Bilimleri Dergisi Vol.25 Issue 2, pp.312-320

Belge Tipi:

Makale

Yayın Tarihi:

11/2025

Belge Dili:

Türkçe

Document ID (Org No.):

2001344412

pISSN:

2149-3367