Antibacterial and Antioxidant Activities of Polyeugenol with High Molecular Weight

https://doi.org/10.22146/ijc.44659

Erwin Abdul Rahim(1*), Nur Istiqomah(2), Gilang Almilda(3), Ahmad Ridhay(4), Ni Ketut Sumarni(5), Indriani Indriani(6)

(1) Department of Chemistry, Tadulako University, Jl. Sukarno-Hatta Km 9, Palu 94148, Central Sulawesi, Indonesia
(2) Department of Chemistry, Tadulako University, Jl. Sukarno-Hatta Km 9, Palu 94148, Central Sulawesi, Indonesia
(3) Department of Chemistry, Tadulako University, Jl. Sukarno-Hatta Km 9, Palu 94148, Central Sulawesi, Indonesia
(4) Department of Chemistry, Tadulako University, Jl. Sukarno-Hatta Km 9, Palu 94148, Central Sulawesi, Indonesia
(5) Department of Chemistry, Tadulako University, Jl. Sukarno-Hatta Km 9, Palu 94148, Central Sulawesi, Indonesia
(6) Department of Chemistry, Tadulako University, Jl. Sukarno-Hatta Km 9, Palu 94148, Central Sulawesi, Indonesia
(*) Corresponding Author

Abstract


This study was aimed to prepare polyeugenol with high molecular weight and to evaluate its antibacterial and antioxidant activities. First, polyeugenol was synthesized from eugenol in the presence of H2SO4-CH3COOH (4:1) as catalyst. The synthesized polyeugenol was weighed by using viscometer, revealing its high molecular weight of (7.76–21.9) × 105 g/mol. Furthermore, the antibacterial activity of the polyeugenol was conducted against Staphylococcus aureus and Escherichia coli bacteria. It was conducted by applying well diffusion method at 1, 2, 3, 4 and 5% concentrations to observe inhibition zones, in which the tests showed that the antibacterial activity of the polyeugenol against S. aureus were 17.42, 17.76, 18.79, 21.42 and 22.55 mm, while those against E. coli were 15.87, 17.23, 17.56, 18.24 and 19.21 mm, respectively. In short, these results indicated a strong antibacterial activity. Then, tests on antioxidant activity against free radical DPPH (2,2-diphenyl-1-pycrylhydrazyl) gave the IC50 value of 80.47 µg/mL, indicating a strong antioxidant activity. Therefore, the polymer synthesized in this work has a high potential to be applied in various biomedical applications.

Keywords


polyeugenol; high molecular weight; antibacterial activity; antioxidant activity

Full Text:

Full Text PDF


References

[1] Rahim, E.A., Sanda, F., and Masuda, T., 2004, Synthesis and properties of novel polyacetylene containing eugenol moieties, J. Macromol. Sci. Part A Pure Appl. Chem., 41 (2), 133–141.

[2] Rahim, E.A., Sanda, F., and Masuda, T., 2004, Synthesis and properties of novel eugenol-based polymers, Polym. Bull., 52 (2), 93–100.

[3] Rahim, E.A., 2018, Unique polymerization and new smart material of eugenol-based helical polymers, Int. J. Sci. Res., 7 (11), 990–996.

[4] Rahim, E.A., Sanda, F., and Masuda, T., 2006, Synthesis and properties of optically active amino acid-based polyacetylenes bearing eugenol and fluorene moieties, J. Polym. Sci., Part A: Polym. Chem., 44 (2), 810–819.

[5] Miao, J.T., Yuan, L., Guan, Q., Liang, G., and Gu, A., 2017, Biobased heat resistant epoxy resin with extremely high biomass content from 2,5-furandicarboxylic acid and eugenol, ACS Sustainable Chem. Eng., 5 (8), 7003–7011.

[6] Liu, K., Madbouly, S.A., and Kessler, M.R., 2015, Biorenewable thermosetting copolymer based on soybean oil and eugenol, Eur. Polym. J., 69, 16–28.

[7] Deng, J., Yang, B., Chen, C., and Liang, J., 2015, Renewable eugenol-based polymeric oil-absorbent microspheres: Preparation and oil absorption ability, ACS Sustainable Chem. Eng., 3, 599–605.

[8] Modjinou, T., Tobias, H.R., Morales, G., Versache, D.L., Langlois, V., Grande, D., and Renard, E., 2016, UV-cured thiol-ene eugenol/ZnO composite materials with antibacterial properties, RSC Adv., 6, 88135.

[9] Cowd, M.A., 1982, Polymer Chemistry, John Murray Publishers Ltd, London.

[10] Rojo, L., Barcenilla, J.M., Vázquez, B., Gonzáles, R., and Román, J.S., 2008, Intrinsically antibacterial material based on polymeric derivatives of eugenol for biomedical applications, Biomacromolecules, 9 (9), 2530–2535.

[11] Prasetya, N.B.A., Ngadiwiyana, Ismiyarto, and Sarjono, P.R., 2019, Synthesis and study of antibacterial activity of polyeugenol, IOP Conf. Ser.: Mater. Sci. Eng., 509, 012101.

[12] Sitti, A.H., Erwin, A.R., and Musafira, 2018, Sintesis dan karakteristik polyeugenol dari eugenol menggunakan katalis H2SO4 – CH3COOH, Kovalen, 4 (3), 285–296.

[13] Remmp, P., and Merril, E.W., 1991, Polymer Synthesis, Hutting and Wept, New York.

[14] Ngadiwiyana, 2005, Polimerisasi eugenol dengan katalis asam sulfat pekat, JKSA, 8 (2), 43–47.

[15] Djunaidi, M.C., Jumina, J., Siswanta, D., and Ulbricht, M., 2015, Synthesis of Fe ionic-imprinted polyeugenol using polyethylene glycol diglycidilether as cross-linking agent for sorption of Fe(III), Indones. J. Chem., 15 (3), 305–314.

[16] Kittur, F.S., Kumar, A.B.V., Varadaraj, M.C., and Tharanathan, R.N., 2005, Chitooligosaccharides–Preparation with the aid of pectinase ribozyme from Aspergillus niger and their antibacterial activity, Carbohydr. Res., 340 (6), 1239–1245.

[17] Rastina, Sudarwanto, M., and Wientarsih, I., 2015, Aktivitas antibakteri ekstrak etanol daun kari (Murraya koenigii) terhadap Staphylococcus aureus, Escherichia coli, dan Pseudomonas sp., J. Ked. Hewan, 9 (2), 185–188.

[18] Yalpani, M., Johnson, F., and Robinson, L.E., 1992, “Antimicrobial activity of some chitosan derivatives” in Advances in Chitin and Chitosan, Eds. Brine, C.J., Sandford, P.A., and Zikakis, J.P., Elsevier, London, 543–548.

[19] da Silva, F.F.M., Monte, F.J.Q., de Lemos, T.L.G., do Nascimento, P.G.G., de Medeiros Costa, A.K., and de Paiva, L.M.M., 2018, Eugenol derivatives: Synthesis, characterization, and evaluation of antibacterial and antioxidant activities, Chem. Cent. J., 12, 34.

[20] Davis, W.W., and Stout, T.R., 1971, Disc plate method of microbiological antibiotic assay, Appl. Microbiol., 22 (4), 659–666.



DOI: https://doi.org/10.22146/ijc.44659

Article Metrics

Abstract views : 3668 | views : 2978


Copyright (c) 2019 Indonesian Journal of Chemistry

Creative Commons License
This work is licensed under a Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International License.

 

Indonesian Journal of Chemistry (ISSN 1411-9420 /e-ISSN 2460-1578) - Chemistry Department, Universitas Gadjah Mada, Indonesia.

Web Analytics View The Statistics of Indones. J. Chem.