A New Schiff Base Molecule Prepared from Pyrimidine-2-thione: Synthesis, Spectral Characterization, Cytotoxic Activity, DFT, and Molecular Docking Studies

KÖKBUDAK, ZÜLBİYE; Akkoç, Senem; TÜRKMENOĞLU, BURÇİN

doi:10.37094/adyujsci.1020171

A New Schiff Base Molecule Prepared from Pyrimidine-2-thione: Synthesis, Spectral Characterization, Cytotoxic Activity, DFT, and Molecular Docking Studies

Zülbiye KÖKBUDAK, (Erciyes Üniversitesi, Fen Fakültesi, Kimya Bölümü, Kayseri, Türkiye)

Burçin TÜRKMENOĞLU, (Erzincan Binali Yıldırım Üniversitesi, Eczacılık Fakültesi, Analitik Kimya Anabilim Dalı, Erzincan, Türkiye)

Senem AKKOÇ (Süleyman Demirel Üniversitesi, Eczacılık Fakültesi, Temel Eczacılık Bilimleri Anabilim Dalı, Isparta, Türkiye)

Adıyaman Üniversitesi Fen Bilimleri Dergisi

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Yıl: 2022 Cilt: 12 Sayı: 1 Sayfa Aralığı: 9 - 25 Metin Dili: İngilizce DOI: 10.37094/adyujsci.1020171 İndeks Tarihi: 10-08-2022

A New Schiff Base Molecule Prepared from Pyrimidine-2-thione: Synthesis, Spectral Characterization, Cytotoxic Activity, DFT, and Molecular Docking Studies

Öz:

Schiff base derivatives are some of the most widely used organic compounds for industrial purposes and they exhibit a broad range of biological activities. In this paper, a new Schiff base derivative (2) synthesized from the condensation reaction of 1-amino-5-benzoyl)-4- phenylpyrimidine-2(1H)-thione (1) with 2-chlorobenzaldehyde. The new compound was characterized by 1H, 13C NMR, and FT-IR. The biological activity property of this compound was tested against two different cancer cell lines and a healthy human cell line. The results demonstrate that molecule 2 has antiproliferative activity. In molecular modeling studies, the interaction site was examined using the epidermal growth factor receptor (EGFR) tyrosine kinase domain. Alignment in molecular docking, surface mapping binding, amino acids, and binding energy calculated. Glide score energy was found to be -9.820 kcal/mol and it predicted that the bonding interaction is strong. Theoretical calculations were made to compare the experimental and theoretical data. These calculations were performed on the 6–31 G* basis set using the Density Functional Theory (DFT) method and Becke-3-Parameter-Lee-Yang-Parr (B3LYP). Using this method, various parameters, such as frontier molecular orbitals, HOMO-LUMO energy levels, band gap, and chemical reactivity indices were found and interpreted.

Anahtar Kelime: Molecular Docking 2-Chlorobenzaldehyde Pyrimidine-2-thione Schiff Base Synthesis Cytotoxic activity

Belge Türü: Makale Makale Türü: Araştırma Makalesi Erişim Türü: Erişime Açık

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APA	KÖKBUDAK Z, TÜRKMENOĞLU B, Akkoç S (2022). A New Schiff Base Molecule Prepared from Pyrimidine-2-thione: Synthesis, Spectral Characterization, Cytotoxic Activity, DFT, and Molecular Docking Studies. , 9 - 25. 10.37094/adyujsci.1020171
Chicago	KÖKBUDAK ZÜLBİYE,TÜRKMENOĞLU BURÇİN,Akkoç Senem A New Schiff Base Molecule Prepared from Pyrimidine-2-thione: Synthesis, Spectral Characterization, Cytotoxic Activity, DFT, and Molecular Docking Studies. (2022): 9 - 25. 10.37094/adyujsci.1020171
MLA	KÖKBUDAK ZÜLBİYE,TÜRKMENOĞLU BURÇİN,Akkoç Senem A New Schiff Base Molecule Prepared from Pyrimidine-2-thione: Synthesis, Spectral Characterization, Cytotoxic Activity, DFT, and Molecular Docking Studies. , 2022, ss.9 - 25. 10.37094/adyujsci.1020171
AMA	KÖKBUDAK Z,TÜRKMENOĞLU B,Akkoç S A New Schiff Base Molecule Prepared from Pyrimidine-2-thione: Synthesis, Spectral Characterization, Cytotoxic Activity, DFT, and Molecular Docking Studies. . 2022; 9 - 25. 10.37094/adyujsci.1020171
Vancouver	KÖKBUDAK Z,TÜRKMENOĞLU B,Akkoç S A New Schiff Base Molecule Prepared from Pyrimidine-2-thione: Synthesis, Spectral Characterization, Cytotoxic Activity, DFT, and Molecular Docking Studies. . 2022; 9 - 25. 10.37094/adyujsci.1020171
IEEE	KÖKBUDAK Z,TÜRKMENOĞLU B,Akkoç S "A New Schiff Base Molecule Prepared from Pyrimidine-2-thione: Synthesis, Spectral Characterization, Cytotoxic Activity, DFT, and Molecular Docking Studies." , ss.9 - 25, 2022. 10.37094/adyujsci.1020171
ISNAD	KÖKBUDAK, ZÜLBİYE vd. "A New Schiff Base Molecule Prepared from Pyrimidine-2-thione: Synthesis, Spectral Characterization, Cytotoxic Activity, DFT, and Molecular Docking Studies". (2022), 9-25. https://doi.org/10.37094/adyujsci.1020171

APA	KÖKBUDAK Z, TÜRKMENOĞLU B, Akkoç S (2022). A New Schiff Base Molecule Prepared from Pyrimidine-2-thione: Synthesis, Spectral Characterization, Cytotoxic Activity, DFT, and Molecular Docking Studies. Adıyaman Üniversitesi Fen Bilimleri Dergisi, 12(1), 9 - 25. 10.37094/adyujsci.1020171
Chicago	KÖKBUDAK ZÜLBİYE,TÜRKMENOĞLU BURÇİN,Akkoç Senem A New Schiff Base Molecule Prepared from Pyrimidine-2-thione: Synthesis, Spectral Characterization, Cytotoxic Activity, DFT, and Molecular Docking Studies. Adıyaman Üniversitesi Fen Bilimleri Dergisi 12, no.1 (2022): 9 - 25. 10.37094/adyujsci.1020171
MLA	KÖKBUDAK ZÜLBİYE,TÜRKMENOĞLU BURÇİN,Akkoç Senem A New Schiff Base Molecule Prepared from Pyrimidine-2-thione: Synthesis, Spectral Characterization, Cytotoxic Activity, DFT, and Molecular Docking Studies. Adıyaman Üniversitesi Fen Bilimleri Dergisi, vol.12, no.1, 2022, ss.9 - 25. 10.37094/adyujsci.1020171
AMA	KÖKBUDAK Z,TÜRKMENOĞLU B,Akkoç S A New Schiff Base Molecule Prepared from Pyrimidine-2-thione: Synthesis, Spectral Characterization, Cytotoxic Activity, DFT, and Molecular Docking Studies. Adıyaman Üniversitesi Fen Bilimleri Dergisi. 2022; 12(1): 9 - 25. 10.37094/adyujsci.1020171
Vancouver	KÖKBUDAK Z,TÜRKMENOĞLU B,Akkoç S A New Schiff Base Molecule Prepared from Pyrimidine-2-thione: Synthesis, Spectral Characterization, Cytotoxic Activity, DFT, and Molecular Docking Studies. Adıyaman Üniversitesi Fen Bilimleri Dergisi. 2022; 12(1): 9 - 25. 10.37094/adyujsci.1020171
IEEE	KÖKBUDAK Z,TÜRKMENOĞLU B,Akkoç S "A New Schiff Base Molecule Prepared from Pyrimidine-2-thione: Synthesis, Spectral Characterization, Cytotoxic Activity, DFT, and Molecular Docking Studies." Adıyaman Üniversitesi Fen Bilimleri Dergisi, 12, ss.9 - 25, 2022. 10.37094/adyujsci.1020171
ISNAD	KÖKBUDAK, ZÜLBİYE vd. "A New Schiff Base Molecule Prepared from Pyrimidine-2-thione: Synthesis, Spectral Characterization, Cytotoxic Activity, DFT, and Molecular Docking Studies". Adıyaman Üniversitesi Fen Bilimleri Dergisi 12/1 (2022), 9-25. https://doi.org/10.37094/adyujsci.1020171