EN
Naringenin-Based Oximes and Hydrazones: Synthesis, Molecular Docking with Bovine Serum Albumin and Drug-Likeness, Admet Profiling Studies
Abstract
Scientists are now increasingly interested in the flavonoid molecule naringenin due to the broad spectrum of biological roles it conducts. Oximes and hydrazones were created employing derivatives of the naringenin-active substances 7-piperidinethoxy and 7-morpholinethoxy to contribute to this research. The ability of the produced compounds to bind to BSA was determined by molecular docking and their potential as medications was assessed using various methods. Based on Lipinski's rule of five, none of the substances were hazardous or carcinogenic, and their blood-brain barrier crossing values were all within permissible limits.
Keywords
Supporting Institution
Trakya University
Project Number
TÜBAP 2018/232
Ethical Statement
There are no ethical issues after the publication of this manuscript.
Thanks
We gratefully acknowledge the financial support of the scientific research project commission of Trakya University (TÜBAP 2018/232).
References
- [1]. Formica, J, Regelson, W. 1995. Review of the biology of quercetin and related bioflavonoids. Food and Chemical Toxicology; 33(12):1061-1080. https://doi.org/10.1016/0278-6915(95)00077-1.
- [2]. Cazarolli, LH, Zanatta, L, Alberton, EH, Bonorino, Figueiredo, MSR, Folador, P, Damazio, RG, et al. 2008. Flavonoids: prospective drug candidates. Mini Reviews in Medicinal Chemistry; 8(13):1429-1440. https://doi.org/10.2174/138955708786369564.
- [3]. Cushnie, TT, Lamb, AJ. 2011. Recent advances in understanding the antibacterial properties of flavonoids. International Journal of Antimicrobial Agents; 38(2):99-107. https://doi.org/10.1016/j.ijantimicag.2011.02.014.
- [4]. Miller, E, Schreier, P. Studies on flavonol degradation by peroxidase (donor: H2O2-oxidoreductase, EC 1.11. 1.7): Part 1—Kaempferol. Food Chemistry; 17(2):143-154. https://doi.org/10.1016/0308-8146(85)90083-4.
- [5]. Wiseman, H. 1996. Dietary influences on membrane function: importance in protection against oxidative damage and disease. The Journal of Nutritional Biochemistry; 7(1):2-15. https://doi.org/10.1016/0955-2863(95)00152-2.
- [6]. Hollman, P, Hertog, M, Katan, M. 1996. Role of dietary flavonoids in protection against cancer and coronary heart disease. Biochemical Society Transactions; 24:785-789. https://doi.org/10.1042/bst0240785.
- [7]. Zaim, Ö, Doğanlar, O, Zreigh, MM, Doğanlar, ZB, Özcan, H. 2018. Synthesis, Cancer‐Selective Antiproliferative and Apoptotic Effects of Some (±)‐Naringenin Cycloaminoethyl Derivatives. Chemistry & Biodiversity; 15(7):e1800016. https://doi.org/10.1002/cbdv.201800016
- [8]. Hodek, P, Trefil, P, Stiborová, M. 2002. Flavonoids-potent and versatile biologically active compounds interacting with cytochromes P450. Chemico-Biological Interactions, 139(1):1-21. https://doi.org/10.1016/S0009-2797(01)00285-X.
Details
Primary Language
English
Subjects
Macromolecular and Materials Chemistry (Other)
Journal Section
Research Article
Publication Date
March 26, 2025
Submission Date
September 19, 2024
Acceptance Date
January 13, 2025
Published in Issue
Year 2025 Volume: 21 Number: 1
APA
Abay, F. M., Özcan, H., Şuekinci Yılmaz, A., & Zaim, Ö. (2025). Naringenin-Based Oximes and Hydrazones: Synthesis, Molecular Docking with Bovine Serum Albumin and Drug-Likeness, Admet Profiling Studies. Celal Bayar University Journal of Science, 21(1), 66-74. https://doi.org/10.18466/cbayarfbe.1552978
AMA
1.Abay FM, Özcan H, Şuekinci Yılmaz A, Zaim Ö. Naringenin-Based Oximes and Hydrazones: Synthesis, Molecular Docking with Bovine Serum Albumin and Drug-Likeness, Admet Profiling Studies. CBUJOS. 2025;21(1):66-74. doi:10.18466/cbayarfbe.1552978
Chicago
Abay, Ferhat Melihcan, Hafize Özcan, Ayşen Şuekinci Yılmaz, and Ömer Zaim. 2025. “Naringenin-Based Oximes and Hydrazones: Synthesis, Molecular Docking With Bovine Serum Albumin and Drug-Likeness, Admet Profiling Studies”. Celal Bayar University Journal of Science 21 (1): 66-74. https://doi.org/10.18466/cbayarfbe.1552978.
EndNote
Abay FM, Özcan H, Şuekinci Yılmaz A, Zaim Ö (March 1, 2025) Naringenin-Based Oximes and Hydrazones: Synthesis, Molecular Docking with Bovine Serum Albumin and Drug-Likeness, Admet Profiling Studies. Celal Bayar University Journal of Science 21 1 66–74.
IEEE
[1]F. M. Abay, H. Özcan, A. Şuekinci Yılmaz, and Ö. Zaim, “Naringenin-Based Oximes and Hydrazones: Synthesis, Molecular Docking with Bovine Serum Albumin and Drug-Likeness, Admet Profiling Studies”, CBUJOS, vol. 21, no. 1, pp. 66–74, Mar. 2025, doi: 10.18466/cbayarfbe.1552978.
ISNAD
Abay, Ferhat Melihcan - Özcan, Hafize - Şuekinci Yılmaz, Ayşen - Zaim, Ömer. “Naringenin-Based Oximes and Hydrazones: Synthesis, Molecular Docking With Bovine Serum Albumin and Drug-Likeness, Admet Profiling Studies”. Celal Bayar University Journal of Science 21/1 (March 1, 2025): 66-74. https://doi.org/10.18466/cbayarfbe.1552978.
JAMA
1.Abay FM, Özcan H, Şuekinci Yılmaz A, Zaim Ö. Naringenin-Based Oximes and Hydrazones: Synthesis, Molecular Docking with Bovine Serum Albumin and Drug-Likeness, Admet Profiling Studies. CBUJOS. 2025;21:66–74.
MLA
Abay, Ferhat Melihcan, et al. “Naringenin-Based Oximes and Hydrazones: Synthesis, Molecular Docking With Bovine Serum Albumin and Drug-Likeness, Admet Profiling Studies”. Celal Bayar University Journal of Science, vol. 21, no. 1, Mar. 2025, pp. 66-74, doi:10.18466/cbayarfbe.1552978.
Vancouver
1.Ferhat Melihcan Abay, Hafize Özcan, Ayşen Şuekinci Yılmaz, Ömer Zaim. Naringenin-Based Oximes and Hydrazones: Synthesis, Molecular Docking with Bovine Serum Albumin and Drug-Likeness, Admet Profiling Studies. CBUJOS. 2025 Mar. 1;21(1):66-74. doi:10.18466/cbayarfbe.1552978