Thiophene-benzimidazolium 고분자 솔트: 합성, 특성분석, 항균활동 및 산업건강측면에서의 평가

Savas Kanbur; Gulcin Ozcan Ates; Sinem Altinisik; Ulas Cinar; Fatma Baycan

Polymer(Korea), Vol.45, No.6, 817-823, November, 2021

DOI10.7317/pk.2021.45.6.817 Export Citation

Thiophene-benzimidazolium 고분자 솔트: 합성, 특성분석, 항균활동 및 산업건강측면에서의 평가

Thiophene-benzimidazolium Polymer Salts: Synthesis, Characterization, Antimicrobial Activities, and Evaluation in Terms of Occupational Health

Savas Kanbur, Gulcin Ozcan Ates, Sinem Altinisik¹, Ulas Cinar², and Fatma Baycan^{3, †}

Department of Medical Services and Techniques, Canakkale Onsekiz Mart University, Canakkale, Turkey
¹Department of Chemical Engineering, Faculty of Engineering, Canakkale Onsekiz Mart University, Canakkale, Turkey
²Occupational Health and Safety Education Application and Research Center, Canakkale Onsekiz Mart University, 17100 Canakkale, Turkey
³Department of Chemistry, Faculty of Arts and Sciences, Canakkale Onsekiz Mart University, Canakkale, Turkey

E-mail:

A new thiophene benzimidazole based polymer (TBIP) was synthesized and then the TBIP-Br, TBIP-BF4 and TBIP-ClO4 polymer salts were obtained in water. All polymer salts can be dissolved in environmentally friendly solvents such as water or ethanol. Electrochemical and optical properties of the polymers were elucidated with cyclic voltammetry (CV) and ultraviolet-visible absorption (UV-Vis) spectroscopy. By using CV, the highest occupied molecular orbital (HOMO) values were found as approximately 1.70 eV. According to the atomic force microscopy (AFM) images of the thin film of TBIP, there are homogeneously distributed and smaller particles on the film surface, while the surface of TBIP-Br and TBIP-ClO4 thin films is rougher due to -Br and -ClO4 counter ions being bigger than -BF4. Additionally, the antimicrobial activity of TBIP polymers was also investigated. All TBIP and its salts were showed antimicrobial activity against S. aureus ATCC 6538 and no antimicrobial activity against E. coli ATCC 1301 and ATCC 25922.

Keywords:benzimidazole polymer;thiophene;antimicrobial activity;polymer salts;occupational health

[References]

Walba H, Isensee RW, J. Org. Chem., 26, 2789 (1961)
Singh PK, Silakari O, Key Heterocycle Cores for Designing Multitargeting Molecules, Elsevier: Amsterdam, 2018.
Wright JB, The Chemistry of the Benzimidazoles Research Laboratories, The Upjohn Company: Kalamazoo, 1951.
Hunter L, Marriott JA, J. Chem. Soc., 139, 777 (1941)
Husain A, Varshney MM, Rashid M, Mishra R, Akhter A, J. Pharm. Res., 4, 413 (2011)
Kalidhar U, Kaur A, J. Pharm. Biol. Chem. Sci., 2, 11 (2011)
Kuldipsinh PB, Stoyanka N, Illiyan I, Manjunath DG, Mini-Rev. Med. Chem., 13, 1421 (2013)
Chanda K, Rajasekhar S, Maiti B, Musuvathi B, Curr. Org. Synth., 13, 1 (2016)
Narasimhan B, Sharma D, Kumar P, Med. Chem. Res., 21, 269 (2012)
Woolley DW, J. Biol. Chem., 152, 225 (1944)
Wuerges J, Geremia S, Randaccio L, Biochem. J., 403, 431 (2007)
Desai KG, Desai KR, Bioorg. Med. Chem., 14, 8271 (2006)
Holloway GA, Baell JB, Fairlamb AH, Novello PM, Parisot JP, Richardson J, Watson KG, Street IP, Bioorg. Med. Chem. Lett., 17, 1422 (2007)
Guven OO, Erdogan T, Goker H, Yildiz S, Bioorg. Med. Chem. Lett., 17, 2233 (2007)
Ansari KF, Lal C, Eur. J. Med. Chem., 44, 2294 (2009)
Harris JD, Liu JK, Carter KR, Macromolecules, 48(19), 6970 (2015)
Burt SA, Reinders RD, Lett. Appl. Microbiol., 36, 162 (2003)
Ozcan G, Demirel Zorba NN, Food Sci. Technol. Int., 22, 353 (2016)
Ansari KF, Lal C, Eur. J. Med. Chem., 44, 4028 (2009)
Emadi A, Intl. J. Farm. Alli. Sci., 9, 72 (2020)
Padalkar VS, Borse BN, Gupta VD, Phatangare KR, Patil VS, Umape PG, Sekar N, Arab. J. Chem., 9, S1125 (2016)

[1] Walba H, Isensee RW, J. Org. Chem., 26, 2789 (1961)

[2] Singh PK, Silakari O, Key Heterocycle Cores for Designing Multitargeting Molecules, Elsevier: Amsterdam, 2018.

[3] Wright JB, The Chemistry of the Benzimidazoles Research Laboratories, The Upjohn Company: Kalamazoo, 1951.

[4] Hunter L, Marriott JA, J. Chem. Soc., 139, 777 (1941)

[5] Husain A, Varshney MM, Rashid M, Mishra R, Akhter A, J. Pharm. Res., 4, 413 (2011)

[6] Kalidhar U, Kaur A, J. Pharm. Biol. Chem. Sci., 2, 11 (2011)

[7] Kuldipsinh PB, Stoyanka N, Illiyan I, Manjunath DG, Mini-Rev. Med. Chem., 13, 1421 (2013)

[8] Chanda K, Rajasekhar S, Maiti B, Musuvathi B, Curr. Org. Synth., 13, 1 (2016)

[9] Narasimhan B, Sharma D, Kumar P, Med. Chem. Res., 21, 269 (2012)

[10] Woolley DW, J. Biol. Chem., 152, 225 (1944)

[11] Wuerges J, Geremia S, Randaccio L, Biochem. J., 403, 431 (2007)

[12] Desai KG, Desai KR, Bioorg. Med. Chem., 14, 8271 (2006)

[13] Holloway GA, Baell JB, Fairlamb AH, Novello PM, Parisot JP, Richardson J, Watson KG, Street IP, Bioorg. Med. Chem. Lett., 17, 1422 (2007)

[14] Guven OO, Erdogan T, Goker H, Yildiz S, Bioorg. Med. Chem. Lett., 17, 2233 (2007)

[15] Ansari KF, Lal C, Eur. J. Med. Chem., 44, 2294 (2009)

[16] Harris JD, Liu JK, Carter KR, Macromolecules, 48(19), 6970 (2015)

[17] Burt SA, Reinders RD, Lett. Appl. Microbiol., 36, 162 (2003)

[18] Ozcan G, Demirel Zorba NN, Food Sci. Technol. Int., 22, 353 (2016)

[19] Ansari KF, Lal C, Eur. J. Med. Chem., 44, 4028 (2009)

[20] Emadi A, Intl. J. Farm. Alli. Sci., 9, 72 (2020)

[21] Padalkar VS, Borse BN, Gupta VD, Phatangare KR, Patil VS, Umape PG, Sekar N, Arab. J. Chem., 9, S1125 (2016)