Research Article
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In vitro Cytogenetic Analysis in Human Cultured Blood Lymphocytes of Newly Synthesızed Two Different Benzoic Acid Derivatives [(4-(3-acetyl-2-methyl-4-phenyl-1H-pyrrol-1-yl) Benzoic Acid) and (4-(3-cinamoyl-2-methyl-4-phenyl-1H-pyrrol-1-yl) Benzoic Acid)]

Year 2022, Volume: 1 Issue: 1, 6 - 20, 30.01.2022

Abstract

Globally, benzoic acid and its various derivatives are widely used as antibacterial and antifungal agents, as well as in the hygiene, cosmetic, food, and pharmaceutical industries. This study is planned to reveal the cytotoxic and genotoxic identity of the newly synthesized pyrrole derivative molecules [4-(3-acetyl-2-methyl-4-phenyl-1H-pyrrol-1-yl) Benzoic Acid (D085)] and pyrrole-chalcone hybrid derivative [4-(3-cinamoyl-2-methyl-4-phenyl-1H-pyrrol-1-yl) Benzoic Acid (D085-K)]. Experiments were performed using in vitro chromosome aberration (CA) and micronucleus (MN) tests in human peripheral lymphocytes (HPL). The test substance concentrations used in the study were determined via a preliminary study. Based on the genotoxic and cytotoxic effects of both test compounds, the 24-hour treatment was found to be more effective than the 48-hour treatment. The fact that the induced MN frequency is similar to the CA frequency gives a preliminary idea about the clastogenic potential of the test substances. Compound D085 induced a base change mutation, while D085-K induced a frameshift mutation. Furthermore, in this study, high concentrations of the test compounds were generally found to be cytotoxic according to MI and NDI data as indicators of cytotoxicity.

Supporting Institution

Çukurova Üniversitesi

Project Number

FYL-2018-10557

Thanks

This research was funded by Unit of Scientific Research Projects, Cukurova University (CUBAP), Turkey.

References

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Year 2022, Volume: 1 Issue: 1, 6 - 20, 30.01.2022

Abstract

Project Number

FYL-2018-10557

References

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  • [8]Xu X, Zhang Y (2002). Synthesis of 3H-pyrroles promoted by samarium/cat. iodine system, synthetic commun. 32(17): 2643-2650.
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  • [24]Satyanarayana M, Tiwari P, Tripathi BK, Srivastava AK, Pratap R (2004). Synthesis and antihyperglycemic activity of chalcone based arlyoxypropanolamines. Bioorganic and Medicinal Chemistry; 12: 883-889.
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  • [26]Fayed TA, Awad MK (2004). Dual emission of chalcone-analogue dyes emitting in the red region. Chemical Physics; 303: 317-326. https://doi.org/10.1016/j.chemphys.2004.06.023
  • [27]Mukherjee S, Kumar V, Prasad AK, Raj HG, Bracke ME, Olsen CE, Jain SC, Parmar VS (2001). Synhetic and biological activity evaluation studies on novel 1,3-diarylpropenones. Bioorg. Med. Chem.; 9: 337-345. https://doi.org/10.1016/S0968-0896(00)00249-2
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  • [29]Rida SM, Soliman FS, Badawy ES (1986). Novel benzimidazoles with potential antimicrobial and antineoplastic activities. Pharmazie.;41(8): 563-5.
  • [30]Wigerinck P, Van Aerschot A, Janssen G, Claes P, Balzarini J, De Clercq E, Herdewijn P (1990). Synthesis and antiviral activity of 3'-heterocyclic substituted 3'-deoxythymidines. J. Med. Chem.; 1990 Feb; 33(2): 868-73.
  • [31]Bandyopadhyay D, Mukherjee S, Granados JC, Short JD, Banik BK (2012). Ultrasound-assisted bismuth nitrate-induced green synthesis of novel pyrrole derivatives and their biological evaluation as anticancer agents. Eur J Med Chem.; 2012 Apr; 50: 209-215. https://doi.org/10.1016/j.ejmech.2012.01.055.
  • [32]Geng Y, Wang X, Yang L, Sun H, Wang Y, Zhao Y, She R, Wang MX, Wang DX, Tang J (2015). Antitumor activity of a 5-hydroxy-1H-pyrrol-2-(5H)-one-based synthetic small molecule in vitro and in vivo. PLoS One.; 2015 Jun 4; 10(6): e0128928. https://doi.org/10.1371/journal.pone.0128928
  • [33]Kumar D, Kumar NM, Akamatsu K, Kusaka E, Harada H, Ito T (2010). Synthesis and biological evaluation of indolyl chalcones as antitumor agents. Bioorganic&Medicinal Chemistry Letters; 3916-3919. https://doi.org/10.1016/j.bmcl.2010.05.016
  • [34]Rizvi SUF, Siddiqui HL, Johns M, Detorio M, Schinazi RF (2012). Anti-HIV-1 and cytotoxicity studies of piperidyl-thienyl chalcones and their 2-pyrazoline derivatives. Med. Chem. Res.; 21: 3741-9.
  • [35]Maronpot RR (2015). Toxicological assessment of ashitaba chalcone. Food and Chemical Toxicology; 77: 111-119. https://doi.org/10.1016/j.fct.2014.12.021
  • [36]Akkurt D (2014). Mutagenic activities of benzoxazole derivative 12 compounds on Salmonella typhimurium TA98, TA100. Master Thesis, Hacettepe University, Institute of Science, Department of Biology.
  • [37]Yüzbaşıoğlu D, Zengin N, Ünal F (2014). Food preservatives and genotoxicity tests. Food; 39 (3): 179-186.
  • [38]Akbaşlar D (2018). Synthesis of 1,2,3,4-Tetrasubstituted pyrrole compounds in lactic acid media by one pot-three component method: heteroaril derivatives of these molecules and ınvestigation antimicrobial activities of these molecules. PhD Thesis, Cukurova University, Instıtute of Natural and Applied Sciences, Department of Chemistry.
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There are 62 citations in total.

Details

Primary Language English
Journal Section Research Articles
Authors

Rumeysa Meşe

Hasan Basri İla This is me 0000-0002-3221-8587

Project Number FYL-2018-10557
Publication Date January 30, 2022
Published in Issue Year 2022 Volume: 1 Issue: 1

Cite

APA Meşe, R., & İla, H. B. (2022). In vitro Cytogenetic Analysis in Human Cultured Blood Lymphocytes of Newly Synthesızed Two Different Benzoic Acid Derivatives [(4-(3-acetyl-2-methyl-4-phenyl-1H-pyrrol-1-yl) Benzoic Acid) and (4-(3-cinamoyl-2-methyl-4-phenyl-1H-pyrrol-1-yl) Benzoic Acid)]. Cukurova University Journal of Natural and Applied Sciences, 1(1), 6-20.
AMA Meşe R, İla HB. In vitro Cytogenetic Analysis in Human Cultured Blood Lymphocytes of Newly Synthesızed Two Different Benzoic Acid Derivatives [(4-(3-acetyl-2-methyl-4-phenyl-1H-pyrrol-1-yl) Benzoic Acid) and (4-(3-cinamoyl-2-methyl-4-phenyl-1H-pyrrol-1-yl) Benzoic Acid)]. Cukurova University Journal of Natural and Applied Sciences. January 2022;1(1):6-20.
Chicago Meşe, Rumeysa, and Hasan Basri İla. “In Vitro Cytogenetic Analysis in Human Cultured Blood Lymphocytes of Newly Synthesızed Two Different Benzoic Acid Derivatives [(4-(3-Acetyl-2-Methyl-4-Phenyl-1H-Pyrrol-1-Yl) Benzoic Acid) and (4-(3-Cinamoyl-2-Methyl-4-Phenyl-1H-Pyrrol-1-Yl) Benzoic Acid)]”. Cukurova University Journal of Natural and Applied Sciences 1, no. 1 (January 2022): 6-20.
EndNote Meşe R, İla HB (January 1, 2022) In vitro Cytogenetic Analysis in Human Cultured Blood Lymphocytes of Newly Synthesızed Two Different Benzoic Acid Derivatives [(4-(3-acetyl-2-methyl-4-phenyl-1H-pyrrol-1-yl) Benzoic Acid) and (4-(3-cinamoyl-2-methyl-4-phenyl-1H-pyrrol-1-yl) Benzoic Acid)]. Cukurova University Journal of Natural and Applied Sciences 1 1 6–20.
IEEE R. Meşe and H. B. İla, “In vitro Cytogenetic Analysis in Human Cultured Blood Lymphocytes of Newly Synthesızed Two Different Benzoic Acid Derivatives [(4-(3-acetyl-2-methyl-4-phenyl-1H-pyrrol-1-yl) Benzoic Acid) and (4-(3-cinamoyl-2-methyl-4-phenyl-1H-pyrrol-1-yl) Benzoic Acid)]”, Cukurova University Journal of Natural and Applied Sciences, vol. 1, no. 1, pp. 6–20, 2022.
ISNAD Meşe, Rumeysa - İla, Hasan Basri. “In Vitro Cytogenetic Analysis in Human Cultured Blood Lymphocytes of Newly Synthesızed Two Different Benzoic Acid Derivatives [(4-(3-Acetyl-2-Methyl-4-Phenyl-1H-Pyrrol-1-Yl) Benzoic Acid) and (4-(3-Cinamoyl-2-Methyl-4-Phenyl-1H-Pyrrol-1-Yl) Benzoic Acid)]”. Cukurova University Journal of Natural and Applied Sciences 1/1 (January 2022), 6-20.
JAMA Meşe R, İla HB. In vitro Cytogenetic Analysis in Human Cultured Blood Lymphocytes of Newly Synthesızed Two Different Benzoic Acid Derivatives [(4-(3-acetyl-2-methyl-4-phenyl-1H-pyrrol-1-yl) Benzoic Acid) and (4-(3-cinamoyl-2-methyl-4-phenyl-1H-pyrrol-1-yl) Benzoic Acid)]. Cukurova University Journal of Natural and Applied Sciences. 2022;1:6–20.
MLA Meşe, Rumeysa and Hasan Basri İla. “In Vitro Cytogenetic Analysis in Human Cultured Blood Lymphocytes of Newly Synthesızed Two Different Benzoic Acid Derivatives [(4-(3-Acetyl-2-Methyl-4-Phenyl-1H-Pyrrol-1-Yl) Benzoic Acid) and (4-(3-Cinamoyl-2-Methyl-4-Phenyl-1H-Pyrrol-1-Yl) Benzoic Acid)]”. Cukurova University Journal of Natural and Applied Sciences, vol. 1, no. 1, 2022, pp. 6-20.
Vancouver Meşe R, İla HB. In vitro Cytogenetic Analysis in Human Cultured Blood Lymphocytes of Newly Synthesızed Two Different Benzoic Acid Derivatives [(4-(3-acetyl-2-methyl-4-phenyl-1H-pyrrol-1-yl) Benzoic Acid) and (4-(3-cinamoyl-2-methyl-4-phenyl-1H-pyrrol-1-yl) Benzoic Acid)]. Cukurova University Journal of Natural and Applied Sciences. 2022;1(1):6-20.