A novel nicotinoyl thiourea manganese complex: synthesis, characterization, and biological activity studies

Gormez, Arzu; YILDIRIM, Merve; Ozgeris, Bunyamin; Budakçı, Gülter

doi:10.32571/ijct.940169

A novel nicotinoyl thiourea manganese complex: synthesis, characterization, and biological activity studies

Gülter BUDAKÇI, (Atatürk Üniversitesi, Sağlık Bilimleri Fakültesi, Beslenme ve Diyetetik Bölümü, Erzurum, Türkiye)

Merve YILDIRIM, (Erzurum Teknik Üniversitesi, Fen Fakültesi, Moleküler Biyoloji ve Genetik Bölümü, Erzurum, Türkiye)

Arzu GÖRMEZ, (Erzurum Teknik Üniversitesi, Fen Fakültesi, Moleküler Biyoloji ve Genetik Bölümü, Erzurum, Türkiye)

Bünyamin ÖZGERİŞ (Erzurum Teknik Üniversitesi, Fen Fakültesi, Temel Bilimler Bölümü, Erzurum, Türkiye)

International Journal of Chemistry and Technology (IJCT)

3 0

Yıl: 2021 Cilt: 5 Sayı: 2 Sayfa Aralığı: 83 - 90 Metin Dili: İngilizce DOI: 10.32571/ijct.940169 İndeks Tarihi: 29-07-2022

A novel nicotinoyl thiourea manganese complex: synthesis, characterization, and biological activity studies

Öz:

In this study, nicotinoyl thiourea synthesized by starting from nicotinic acid and 3,5-dimethoxy aniline according to the literature. The resulting product was reacted with Manganese (II) acetate tetrahydrate and nicotinoyl thiourea manganese complex was synthesized with a metal-ligand ratio of 1: 1. The chemical structure of newly synthesized metal complex was characterized by FTIR, HRMS, XRD, and elemental analysis. In the second part of the study, the antibacterial and antioxidant activities of the synthesized metal complex were investigated. According to the obtained results, metal complex did not show any antibacterial activity. However, metal complex exhibited strong or equipotent antioxidant properties compared to standard antioxidants in DPPH, ABTS, and Cuprac methods. For this reason, metal complex can be evaluated as an antioxidant agent in food protection and the treatment of many diseases related oxidative stress.

Anahtar Kelime: Thiourea Manganese Metal Complex Antioxidant Properties. Antibacterial Activity

Yeni bir nikotinoyil tiyoüre mangan kompleksi: sentez, karakterizasyon ve biyolojik aktivite çalışmaları

Öz:

Bu çalışmada daha önce grubumuz tarafından sentezlenen nikotinoil tiyoüre, nikotinik asit ve 3,5-dimetoksi anilinden başlanarak sentezlenmiştir. Elde edilen ürün Mangan (II) asetat tetrahidrat ile tepkimeye sokularak 1:1 metal-ligand oranıyla nikotinoyil tiyoüre mangan kompleksi sentezlenmiştir. Sentezlenen yeni metal kompleksinin kimyasal yapısı FTIR, HRMS, XRD ve elementel analiz ile karakterize edilmiştir. Çalışmanın ikinci bölümünde sentezlenen metal kompleksin antibakteriyel ve antioksidan aktiviteleri araştırılmıştır. Elde edilen sonuçlara göre metal kompleksi herhangi bir antibakteriyel aktivite göstermemiştir. Bununla birlikte metal kompleksi DPPH, ABTS ve kuprak metotlarında standart antioksidanlara göre güçlü veya eşit potansiyelli antioksidan özellikler sergilemiştir. Bu nedenle, metal kompleksi gıdanın korunması gibi aşamalarda ve oksidatif stres ile ilişkili birçok hastalığın tedavisinde bir antioksidan ajan olarak değerlendirilebilir.

Anahtar Kelime:

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

1. Schroeder, D. C. Chem. Rev. 1955, 55 (1), 181-228.
2. Murru, S.; Singh, C. B.; Kavala, V.; Patel, B. K. Tetrahedron 2008, 64 (8), 1931-1942.
3. Saeed, A.; Flörke, U.; Erben, M. F. J. Sulphur Chem. 2014, 35 (3), 318-355.
4. Duan, L. P.; Xue, J.; Xu, L. L.; Zhang, H. B. Molecules 2010, 15 (10), 6941-6947.
5. Cunha, S.; Macedo, F. C.; Costa, G. A. N.; Rodrigues, M. T.; Verde, R. B. V.; de Souza Neta, L. C.; Vencato, I.; Lariucci, C.; Sá, F. P. Monatsh. Chem. 2007, 138 (5), 511-516.
6. Wyles, D. L.; Kaihara, K. A.; Schooley, R. T. Antimicrob. Agents Chemother. 2008, 52 (5), 1862-1864.
7. Brito, T. O.; Souza, A. X.; Mota, Y. C. C.; Morais, V. S. S.; de Souza, L. T.; de Fatima, A.; Macedo, F.; Modolo, L. V. RSC Adv. 2015, 5 (55), 44507-44515.
8. Lim, H. D.; Istyastono, E. P.; van de Stolpe, A.; Romeo, G.; Gobbi, S.; Schepers, M.; Lahaye, R.; Menge, W.; Zuiderveld, O. P.; Jongejan, A.; Smits, R. A.; Bakker, R. A.; Haaksma, E. E. J.; Leurs, R.; de Esch, I. J. P. Bioorg. Med. Chem. 2009, 17 (11), 3987-3994.
9. Elhusseiny, A. F.; Eldissouky, A.; Al-Hamza, A. M.; Hassan, H. J. Mol. Struct. 2015, 1100, 530-545.
10. Ozpozan, N.; Arslan, H.; Ozpozan, T.; Merdivan, M.; Kulcu, N. J. Therm. Anal. Calorim. 2000, 61 (3), 955-965.
11. Ozpozan, N.; Arslan, H.; Ozpozan, T.; Ozdes, N.; Kulcu, N. Thermochim. Acta 2000, 343 (1-2), 127-133.
12. Ozpozan, N.; Ozpozan, T.; Arslan, H.; Karipcin, F.; Kulcu, N. Thermochim. Acta 1999, 336 (1-2), 97-103.
13. Ozgeris, B. J. Antibiot. 2021, 74 (4), 233-243.
14. Tumer, F.; Goksu, S.; Secen, H. Russ Chem Bull. 2005, 54 (10), 2466-2467.
15. Xue, S.-j.; Guan, Q. Chinese J. Org. Chem. 2002, 22 (9), 646-650.
16. CLSI, Performance Standards for Antimicrobial Susceptibility Testing. 27 ed.; Clinical and Laboratory Standards Institute,: Wayne, PA, 2017.
17. Gormez, A.; Bozari, S.; Yanmis, D.; Gulluce, M.; Sahin, F.; Agar, G. Pol. J. Microbiol. 2015, 64 (2), 121- 127.
18. Zgoda, J. R.; Porter, J. R. Pharm. Biol. 2001, 39 (3), 221-225.
19. Gülçin, İ. Life Sci. 2006, 78 (8), 803-811.
20. Gülçin, İ. Toxicology 2006, 217 (2), 213-220.
21. Re, R.; Pellegrini, N.; Proteggente, A.; Pannala, A.; Yang, M.; Rice-Evans, C. Free Radic. Biol. Med. 1999, 26 (9), 1231-1237.
22. Gülçin, İ.; Mshvildadze, V.; Gepdiremen, A.; Elias, R. Phytomedicine 2006, 13 (5), 343-351.
23. Aksu, K.; Ozgeris, B.; Taslimi, P.; Naderi, A.; Gulcin, I.; Goksu, S. Arch. Pharm. (Weinheim) 2016, 349 (12), 944-954.
24. Tohma, H. S.; Gulçin, I. Int. J. Food Prop. 2010, 13 (4), 657-671.
25. Nozha, S. G.; Morgan, S. M.; Ahmed, S. E. A.; ElMogazy, M. A.; Diab, M. A.; El-Sonbati, A. Z.; AbouDobara, M. I. J. Mol. Struct. 2020, 129525.
26. Selvakumaran, N.; Bhuvanesh, N. S. P.; Karvembu, R. Dalton Trans. 2014, 43 (43), 16395-16410.
27. Yeşilkaynak, T. J. Turkish Chem. Soc. Sect. Chem. 2016, 3 (3), 1-14.
28. Cullity, B. D., Elements of X-Ray Diffraction. 2nd Edition ed.; Addison-Wesley Publishing Company, Inc. : Reading, MA, 1978.
29. Rauf, M. K.; Talib, A.; Badshah, A.; Zaib, S.; Shoaib, K.; Shahid, M.; Florke, U.; Imtiaz ud, D.; Iqbal, J. Eur. J. Med. Chem. 2013, 70, 487-496.
30. Obradovic, D.; Nikolic, S.; Milenkovic, I.; Milenkovic, M.; Jovanovic, P.; Savic, V.; Roller, A.; Crnogorac, M. D.; Stanojkovic, T.; Grguric-Sipka, S. J. Inorg. Biochem. 2020, 210.
31. Altaf, A. A.; Shahzad, A.; Gul, Z.; Rasool, N.; Badshah, A.; Lal, B.; Khan, E. J. Drug Des.Med. Chem. (JDDMC) 2015, 1 (1), 1-11.
32. Özgeriş, B. Russ. J. Org. Chem. 2021, 57 (3), 422- 429.
33. Zhong, Z.; Xing, R.; Liu, S.; Wang, L.; Cai, S.; Li, P. Carbohydr. Res. 2008, 343 (3), 566-570.
34. Ngaini, Z.; Arif, M. A. M.; Hussain, H.; Mei, E. S.; Tang, D.; Kamaluddin, D. H. A. Phosphorus Sulfur Silicon Relat. Elem. 2012, 187 (1), 1-7.
35. Venkatesh, P.; Pandeya, S. N. Int. J. Chemtech Res. 2009, 1 (3), 733-741.
36. Mojarab, M.; Soltani, R.; Aliabadi, A. Jundishapur J. Nat. Parm. Prod. 2013, 8 (3), 125-130.
37. Chen,W. J.; Sun, S. F.; Cao, W.; Liang, Y.; Song, J. R. J. Ml. Struct. 2009, 918 (1-3), 194-197.

APA	Budakçı G, YILDIRIM M, Gormez A, Ozgeris B (2021). A novel nicotinoyl thiourea manganese complex: synthesis, characterization, and biological activity studies. , 83 - 90. 10.32571/ijct.940169
Chicago	Budakçı Gülter,YILDIRIM Merve,Gormez Arzu,Ozgeris Bunyamin A novel nicotinoyl thiourea manganese complex: synthesis, characterization, and biological activity studies. (2021): 83 - 90. 10.32571/ijct.940169
MLA	Budakçı Gülter,YILDIRIM Merve,Gormez Arzu,Ozgeris Bunyamin A novel nicotinoyl thiourea manganese complex: synthesis, characterization, and biological activity studies. , 2021, ss.83 - 90. 10.32571/ijct.940169
AMA	Budakçı G,YILDIRIM M,Gormez A,Ozgeris B A novel nicotinoyl thiourea manganese complex: synthesis, characterization, and biological activity studies. . 2021; 83 - 90. 10.32571/ijct.940169
Vancouver	Budakçı G,YILDIRIM M,Gormez A,Ozgeris B A novel nicotinoyl thiourea manganese complex: synthesis, characterization, and biological activity studies. . 2021; 83 - 90. 10.32571/ijct.940169
IEEE	Budakçı G,YILDIRIM M,Gormez A,Ozgeris B "A novel nicotinoyl thiourea manganese complex: synthesis, characterization, and biological activity studies." , ss.83 - 90, 2021. 10.32571/ijct.940169
ISNAD	Budakçı, Gülter vd. "A novel nicotinoyl thiourea manganese complex: synthesis, characterization, and biological activity studies". (2021), 83-90. https://doi.org/10.32571/ijct.940169

APA	Budakçı G, YILDIRIM M, Gormez A, Ozgeris B (2021). A novel nicotinoyl thiourea manganese complex: synthesis, characterization, and biological activity studies. International Journal of Chemistry and Technology (IJCT), 5(2), 83 - 90. 10.32571/ijct.940169
Chicago	Budakçı Gülter,YILDIRIM Merve,Gormez Arzu,Ozgeris Bunyamin A novel nicotinoyl thiourea manganese complex: synthesis, characterization, and biological activity studies. International Journal of Chemistry and Technology (IJCT) 5, no.2 (2021): 83 - 90. 10.32571/ijct.940169
MLA	Budakçı Gülter,YILDIRIM Merve,Gormez Arzu,Ozgeris Bunyamin A novel nicotinoyl thiourea manganese complex: synthesis, characterization, and biological activity studies. International Journal of Chemistry and Technology (IJCT), vol.5, no.2, 2021, ss.83 - 90. 10.32571/ijct.940169
AMA	Budakçı G,YILDIRIM M,Gormez A,Ozgeris B A novel nicotinoyl thiourea manganese complex: synthesis, characterization, and biological activity studies. International Journal of Chemistry and Technology (IJCT). 2021; 5(2): 83 - 90. 10.32571/ijct.940169
Vancouver	Budakçı G,YILDIRIM M,Gormez A,Ozgeris B A novel nicotinoyl thiourea manganese complex: synthesis, characterization, and biological activity studies. International Journal of Chemistry and Technology (IJCT). 2021; 5(2): 83 - 90. 10.32571/ijct.940169
IEEE	Budakçı G,YILDIRIM M,Gormez A,Ozgeris B "A novel nicotinoyl thiourea manganese complex: synthesis, characterization, and biological activity studies." International Journal of Chemistry and Technology (IJCT), 5, ss.83 - 90, 2021. 10.32571/ijct.940169
ISNAD	Budakçı, Gülter vd. "A novel nicotinoyl thiourea manganese complex: synthesis, characterization, and biological activity studies". International Journal of Chemistry and Technology (IJCT) 5/2 (2021), 83-90. https://doi.org/10.32571/ijct.940169