TY  - JOUR
T1  - Antiproliferative effect of silver compounds containing benzimidazole ring
AU  - Bahar, Dilek
AU  - Akkoç, Senem
AU  - Özkan, Buket Banu
PY  - 2025
DA  - April
Y2  - 2024
DO  - 10.23902/trkjnat.1549105
JF  - Trakya University Journal of Natural Sciences
JO  - Trakya Univ J Nat Sci
PB  - Trakya University
WT  - DergiPark
SN  - 2528-9691
SP  - 1
EP  - 8
VL  - 26
IS  - 1
LA  - en
AB  - With its significant biological activities, the benzimidazole nucleus is a crucial pharmacophore in medicine. Recent studies have focused on the synthesis and biological activity of benzimidazole compounds. Therefore, this study prepared a series of N-heterocyclic silver compounds containing benzimidazole nuclei. These complexes were cultured with lung (A549), colon (CaCo2), breast (MCF7), prostate (PC3) cancer cell lines, and healthy lung (WI38) cell line, and their anticancer effects were investigated through MTT, apoptosis determination, and oxidative stress tests. The results revealed that the presence of drug candidates was more practical than that of commercially used cisplatin.
KW  - Apoptosis
KW  - cytotoxic activity
KW  - Ag-NHC
KW  - oxidative stress.
N2  - Benzimidazol çekirdeği önemli biyolojik aktiviteleri ile tıpta önemli bir farmakofordur. Son çalışmalar benzimidazol bileşiklerinin sentezi ve biyolojik aktivitesine odaklanmıştır. Bu nedenle, bu çalışmada benzimidazol çekirdekleri içeren bir dizi N-heterosiklik gümüş bileşiği hazırlamıştır. Bileşiklerin etkilerini incelemek için in vitro hücre kültür deneyleri yapılmıştır. Bileşikler akciğer (A549), kolon (CaCo2), meme (MCF7), prostat (PC3) kanser hücre hatları ve sağlıklı akciğer (WI38) hücre hattı ile kültüre edilmiş ve bileşiklerin antikanser etkileri bu hücreler üzerinde MTT hücre çoğalma testi, apoptoz tayini ve oksidatif stres testleri yapılarak araştırılmıştır. Sonuçlar ilaç adaylarının varlığının ticari olarak kullanılan sisplatinden daha pratik olduğunu ortaya koymuştur.
CR  - 1.	Abdelgawad, M.A., Bakr, R.B., Ahmad, W., Al-Sanea, M.M. & Elshemy, H.A.H. 2019. New pyrimidine-benzoxazole/benzimidazole hybrids: Synthesis, antioxidant, cytotoxic activity, in vitro cyclooxygenase and phospholipase A2-V inhibition. Bioorganic Chemistry, 92: 1-6. https://doi.org/10.1016/j.bioorg.2019.103218
CR  - 2.	Akkoç, S. 2019. Derivatives of 1‐(2‐(Piperidin‐1‐yl) ethyl)‐1H‐benzo [d] imidazole: Synthesis, characterization, determining of electronic properties and cytotoxicity studies. ChemistrySelect, 4(17): 4938-4943. https://doi.org/10.1002/slct.201900353
CR  - 3.	Akkoç, S., Gök, Y., İlhan, İ.Ö. & Kayser, V. 2016a. N-Methylphthalimide-substituted benzimidazolium salts and PEPPSI Pd–NHC complexes: synthesis, characterization and catalytic activity in carbon–carbon bond-forming reactions. Beilstein Journal of Organic Chemistry, 12(1): 81-88. https://doi.org/10.3762/bjoc.12.9
CR  - 4.	Akkoç, S., Gök, Y., Özdemir, İ. & Günal, S. 2014. N-Heterocyclic Carbene Silver Complexes: Synthesis, Characterization and in Vitro Antimicrobial Studies. Journal of the Chinese Advanced Materials Society, 2(1): 20-30. https://doi.org/10.1080/22243682.2014.882795
CR  - 5.	Akkoç, S., Kayser, V. & İlhan, İ.Ö. 2019. Synthesis and in vitro anticancer evaluation of some benzimidazolium salts. Journal of Heterocyclic Chemistry, 56(10): 2934-2944. https://doi.org/10.1002/jhet.3687
CR  - 6.	Akkoç, S., Kayser, V., İlhan, İ.Ö., Hibbs, D.E., Gök, Y., Williams, P.A., Hawkins, B. & Lai, F. 2017. New compounds based on a benzimidazole nucleus: synthesis, characterization and cytotoxic activity against breast and colon cancer cell lines. Journal of Organometallic Chemistry, 839: 98-107. https://doi.org/10.1016/j.jorganchem.2017.03.037
CR  - 7.	Akkoç, S., Özer İlhan, İ., Gök, Y., Upadhyay, P.J. & Kayser, V. 2016b. In vitro cytotoxic activities of new silver and PEPPSI palladium N-heterocyclic carbene complexes derived from benzimidazolium salts. Inorganica Chimica Acta, 449: 75-81. https://doi.org/10.1016/j.ica.2016.05.001
CR  - 8.	Aslan, H. G., Akkoç, S. & Kökbudak, Z. 2020. Anticancer activities of various new metal complexes prepared from a Schiff base on A549 cell line. Inorganic Chemistry Communications, 111: 11-6. https://doi.org/10.1016/j.inoche.2019.107645
CR  - 9.	Bansal, Y. & Silakari, O. 2012. The therapeutic journey of benzimidazoles: A review. Bioorganic Medicinal Chemistry, 20(21): 6208-6236. https://doi.org/10.1016/j.bmc.2012.09.013
CR  - 10.	Block, K.I., Gyllenhaal, C., Lowe, L., Amedei, A., Amin, A.R., Amin, A., Ashraf, S.S. 2015. A broad-spectrum integrative design for cancer prevention and therapy. In Seminars in Cancer Biology, 35(Suppl): 276-304. https://doi:10.1016/j.semcancer.2015.09.007
CR  - 11.	Chaicharoenaudomrung, N., Kunhorm, P. & Noisa, P. 2019. Three-dimensional cell culture systems as an in vitro platform for cancer and stem cell modeling. World Journal of Stem Cells, 11(12): 1065-1083. https://doi:10.4252/wjsc.v11.i12.1065
CR  - 12.	Gök, Y., Akkoç, S., Albayrak, S., Akkurt, M. & Tahir, M.N. 2014. N‐Phenyl‐substituted carbene precursors and their silver complexes: synthesis, characterization and antimicrobial activities. Applied Organometallic Chemistry, 28(4): 244-251. https://doi.org/10.1002/aoc.3116
CR  - 13.	Gök, Y., Akkoc, S., Çelikal, Ö.Ö., Özdemir, İ. & Günal, S. 2019. In vitro antimicrobial studies of naphthalen-1-ylmethyl substituted silver N-heterocyclic carbene complexes. Arabian Journal of Chemistry, 12(8): 2513-2518. https://doi.org/10.1016/j.arabjc.2015.04.019
CR  - 14.	Siegel, R., Giaquinto A.N. & Jemal A. 2024. Cancer statistics. CA: A Cancer Journal For Clinicians, 60(5): 277-300. https://doi.org/10.3322/caac.21820
CR  - 15.	Liu, T., Sun, C., Xing, X., Jing, L., Tan, R., Luo, Y. & Zhao, Y. 2012. Synthesis and evaluation of 2-[2-(phenylthiomethyl)-1H-benzo [d] imidazol-1-yl) acetohydrazide derivatives as antitumor agents. Bioorganic & Medicinal Chemistry Letters, 22(9): 3122-3125. https://doi.org/10.1016/j.bmcl.2012.03.061
CR  - 16.	Mavrova, A.T., Wesselinova, D., Vassilev, N. & Tsenov, J.A. 2013. Design, synthesis and antiproliferative properties of some new 5-substituted-2-iminobenzimidazole derivatives. European Journal of Medicinal Chemistry, 63: 696-701. https://doi.org/10.1016/j.ejmech.2013.03.010
CR  - 17.	Özil, M., Parlak, C. & Baltaş, N. 2018. A simple and efficient synthesis of benzimidazoles containing piperazine or morpholine skeleton at C-6 position as glucosidase inhibitors with antioxidant activity. Bioorganic Chemistry, 76: 468-477. https://doi.org/10.1016/j.bioorg.2017.12.019
CR  - 18.	Shingalapur, R.V., Hosamani, K.M., Keri, R.S. & Hugar, M.H. 2010. Derivatives of benzimidazole pharmacophore: Synthesis, anticonvulsant, antidiabetic and DNA cleavage studies. European Journal of Medicinal Chemistry, 45(5): 1753-1759. https://doi.org/10.1016/j.ejmech.2010.01.007
CR  - 19.	Taha, M., Mosaddik, A., Rahim, F., Ali, S., Ibrahim, M. & Almandil, N.B., 2018. Synthesis, antiglycation and antioxidant potentials of benzimidazole derivatives. Journal of King Saud University -Science, 32(1): 191-194. https://doi.org/10.1016/j.jksus.2018.04.003
CR  - 20.	Thimmegowda, N.R., Swamy, S.N., Kumar, C.A., Kumar, Y.S., Chandrappa, S., Yip, G. W. & Rangappa, K.S. 2008. Synthesis, characterization and evaluation of benzimidazole derivative and its precursors as inhibitors of MDA-MB-231 human breast cancer cell proliferation. Bioorganic & Medicinal Chemistry Letters. 18(1): 432-435. https://doi.org/10.1016/j.bmcl.2007.08.078
CR  - 21.	Tonelli, M., Novelli, F., Tasso, B., Vazzana, I., Sparatore, A., Boido, V., Sparatore, F., La Colla, P., Sanna, G., Giliberti, G., Busonera, B., Farci, P., Ibba, C. & Loddo, R. 2014. Antiviral activity of benzimidazole derivatives. III. Novel anti-CVB-5, anti-RSV and anti-Sb-1 agents. Bioorganic Medicinal Chemistry, 22(17): 4893-4909. https://doi.org/10.1016/j.bmc.2014.06.043
UR  - https://doi.org/10.23902/trkjnat.1549105
L1  - https://dergipark.org.tr/en/download/article-file/4210109
ER  -