Synthesis, Characterization, and Evaluation of MCF-7 (Breast Cancer) for Schiff, Mannich Bases, and Their Complexes

https://doi.org/10.22146/ijc.87003

Ali Mudher Abdulkareem Al-Khazraji(1*)

(1) Department of Chemistry, College of Education for Pure Science Ibn Al-Haitham, University of Baghdad, Baghdad 10011, Iraq
(*) Corresponding Author

Abstract


A new synthesis of Schiff (K) 6 and Mannich bases (Q) 7 had formed compound (Q) 7 by reacting compound (K) with N-methylaniline at the presence of formalin 35% to given Mannich base (Q). Additionally, new complexes were formed by reacting Schiff base (K) with metal salts CuCl2·2H2O, PdCl2·2H2O, and PtCl6·6H2O by 2:1 of M:L ratio. New ligands and their complexes were characterized, exanimated, and confirmed through several techniques, including FTIR, UV-visible, 1H-NMR, 13C-NMR spectroscopy, CHN analysis, FAA, TG, molar conductivity, and magnetic susceptibility. These compounds and their complexes were screened against breast cancer cells. It was determined that several of these compounds had a significant anti-breast cancer effect due to their ability to induce cell death and reduce tumor growth. Metal complexes have been thoroughly studied as a potential anti-cancer therapy and have shown promising results. It was revealed these complexes uniquely affect the biological processes involved in cancer growth, leading to apoptosis and fading of cells. To form MCF-7 cell cultures, MCF-7 cells were seeded in 96-well plates at an appropriate density (5 × 105 cells/well). Metal complexes utilized in MCF-7 therapy have the potential to disband some of the harms associated with chemotherapy, such as drug resistance and toxicity.

Keywords


Schiff base; Mannich base; breast cancer; apoptosis; MCF-7 cells

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References

[1] Wei, L., Chang, X., and Wang, C.J., 2020, Catalytic asymmetric reactions with N-metallated azomethine ylides, Acc. Chem. Res., 53 (5), 1084–1100.

[2] Raczuk, E., Dmochowska, B., Samaszko-Fiertek, J., and Madaj, J., 2022, Different Schiff bases—Structure, importance and classification, Molecules, 27 (3), 787.

[3] Al-Khazraji, A.M., and Al Hassani, R.A., 2020, Synthesis, characterization and spectroscopic study of new metal complexes form heterocyclic compounds for photostability study, Sys. Rev. Pharm., 11 (5), 535–555.

[4] Abd Razak, N., Abu, N., Ho, W.Y., Zamberi, N.R., Tan, S.W., Alitheen, N.B., Long, K., and Yeap, S.K., 2019, Cytotoxicity of eupatorin in MCF-7 and MDA-MB-231 human breast cancer cells via cell cycle arrest, anti-angiogenesis and induction of apoptosis, Sci. Rep., 9 (1), 1514.

[5] Lindhagen, E., Nygren, P., and Larsson, R., 2008, The fluorometric microculture cytotoxicity assay, Nat. Protoc., 3 (8), 1364–1369.

[6] Al-Khazraji, A.M.A., 2023, Synthesis of Co(II), Ni(II), Cu(II), Pd(II), and Pt(IV) complexes with 14,15,34,35-tetrahydro-11H,31H-4,8-diaza-1,3(3,4)-ditriazola-2,6(1,4)-dibenzenacyclooctaphane-4,7-dien-15,35-dithione, and the thermal stability of polyvinyl chloride modified complexes, Indones. J. Chem., 23 (3), 754–769.

[7] Al-Ezzy, R.M., Alshanon, A.F., and Khalaf, H.M., 2023, Studying some cytotoxic and cytogenetic potentials of Dandelion methanolic extract on MCF-7 cancer cell line: An in vitro study, Iraqi J. Sci., 64 (3), 1160–1170.

[8] Baldwin, E.L., and Osheroff, N., 2005, Etoposide, topoisomerase II and cancer, Curr. Med. Chem.: Anti-Cancer Agents, 5 (4), 363–372.

[9] Fusco, R., Cordaro, M., Siracusa, R., Peritore, A.F., D’Amico, R., Licata, P., Crupi, R., and Gugliandolo, E., 2020, Effects of hydroxytyrosol against lipopolysaccharide-induced inflammation and oxidative stress in bovine mammary epithelial cells: A natural therapeutic tool for bovine mastitis, Antioxidants, 9 (8), 693.

[10] Wang, H., and Mao, X., 2020, Evaluation of the efficacy of neoadjuvant chemotherapy for breast cancer, Drug Des., Dev. Ther., 14, 2423–2433.

[11] Aswathanarayanappa, C., Bheemappa, E., Bodke, Y.D., Krishnegowda, P.S., Venkata, S.P., and Ningegowda, R., 2013, Synthesis and evaluation of antioxidant properties of novel 1,2,4‐triazole‐based Schiff base heterocycles, Arch. Pharm., 346 (12), 922–930.

[12] Seelam, N., Shrivastava, S., Prasanthi, S., and Gupta, S., 2016, Synthesis and in vitro study of some fused 1,2,4-triazole derivatives as antimycobacterial agents, J. Saudi Chem. Soc., 20 (4), 411–418.

[13] Lehrich, B.M., Liang, Y., and Fiandaca, M.S., 2021, Foetal bovine serum influence on in vitro extracellular vesicle analyses, J. Extracell. Vesicles, 10 (3), e12061.

[14] Tamer, T.M., Sabet, M.M., Omer, A.M., Abbas, E., Eid, A.I., Mohy-Eldin, M.S., and Hassan, M.A., 2021, Hemostatic and antibacterial PVA/Kaolin composite sponges loaded with penicillin–streptomycin for wound dressing applications, Sci. Rep., 11 (1), 3428.

[15] Vajta, G., and Kuwayama, M., 2006, Improving cryopreservation systems, Theriogenology, 65 (1), 236–244.

[16] Al-Khazraji, A.M., Al Hassani, R.A., and Ahmed, A., 2020, Studies on the photostability of polystyrene films with new metals complex of 1,2,4-triazole-3-thione derivate, Sys. Rev. Pharm., 11 (5), 525–534.

[17] Hozien, Z.A., El-Mahdy, A.F., Abo Markeb, A., Ali, L.S.A., and El-Sherief, H.A.H., 2020, Synthesis of Schiff and Mannich bases of new s-triazole derivatives and their potential applications for removal of heavy metals from aqueous solution and as antimicrobial agents, RSC Adv., 10 (34), 20184–20194.

[18] Hossain, N., Zaini, J., Mahlia, T., and Azad, A.K., 2019, Elemental, morphological and thermal analysis of mixed microalgae species from drain water, Renewable Energy, 131, 617–624.

[19] Pérez, S., Montalbán, M.G., Carissimi, G., Licence, P., and Víllora, G., 2020, In vitro cytotoxicity assessment of monocationic and dicationic pyridinium-based ionic liquids on HeLa, MCF-7, BGM and EA.hy926 cell lines, J. Hazard. Mater., 385, 121513.

[20] Casaos, J., Gorelick, N.L., Huq, S., Choi, J., Xia, Y., Serra, R., Felder, R., Lott, T., Kast, R.E., Suk, I., Brem, H., Tyler, B., and Skuli, N., 2019, The use of ribavirin as an anticancer therapeutic: Will it go viral?, Mol. Cancer Ther., 18 (7), 1185–1194.

[21] Ianevski, A., Yao, R., Biza, S., Zusinaite, E., Mannik, A., Kivi, G., Planken, A., Kurg, K., Tombak, E.M., Ustav, Jr. M., Shtaida, N., Kulesskiy, E., Jo, E., Yang, J., Lysvand, H., Løseth, K., Oksenych, V., Aas, P.A., Tenson, T., Vitkauskienė, A., Windisch, M.P., Fenstad, M.H., Nordbø, S.A., Ustav, M., Bjørås, M., and Kainov, D.E., 2020, Identification and tracking of antiviral drug combinations, Viruses, 12 (10), 1178.

[22] El-Sheridy, N.A., El-Moslemany, R.M., Ramadan, A.A., Helmy, M.W., and El-Khordagui, L.K., 2021, Enhancing the in vitro and in vivo activity of itraconazole against breast cancer using miltefosine-modified lipid nanocapsules, Drug Delivery, 28 (1), 906–919.

[23] Li, L., Gao, B., Wen, Y., Zhang, Z., Chen, R., He, Z., Kaziem, A.E., Shi, H., and Wang, M., 2020, Stereoselective bioactivity, toxicity and degradation of the chiral triazole fungicide bitertanol, Pest. Manage. Sci., 76 (1), 343–349.

[24] Yang, F.W., Li, Y.X., Ren, F.Z., Wang, R., and Pang, G.F., 2019, Toxicity, residue, degradation and detection methods of the insecticide triazophos, Environ. Chem. Lett., 17 (4), 1769–1785.

[25] Deepthi, A., Thomas, N.V., and Sruthi, S.L., 2021, An overview of the reactions involving azomethine imines over half a decade, New J. Chem., 45 (20), 8847–8873.

[26] Barreca, M., Stathis, A., Barraja, P., Bertoni, F., 2020, An overview on anti-tubulin agents for the treatment of lymphoma patients, Pharmacol. Ther., 211, 107552.

[27] Ciapetti, G., Cenni, E., Pratelli, L., and Pizzoferrato, A., 1993, In vitro evaluation of cell/biomaterial interaction by MTT assay, Biomaterials, 14 (5), 359–364.

[28] Xu, X., Lai, Y., and Hua, Z.C., 2019, Apoptosis and apoptotic body: Disease message and therapeutic target potentials, Biosci. Rep., 39 (1), BSR20180992.

[29] Olmsted III, J., and Kearns, D.R., 1977, Mechanism of ethidium bromide fluorescence enhancement on binding to nucleic acids, Biochemistry, 16 (16), 3647–3654.

[30] Fischer, E.G., 2020, Nuclear morphology and the biology of cancer cells, Acta Cytol., 64 (6), 511–519.



DOI: https://doi.org/10.22146/ijc.87003

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