Extraction of trans-Anethole from Star Anise (Illicium verum) Using Combination of Microwave, Ultrasonic, and Enzyme Assisted Methods and Evaluation of Their Antibacterial Activity

https://doi.org/10.22146/ijc.79341

Elvina Dhiaul Iftitah(1*), Warsito Warsito(2), Vivi Nurhadianty(3), Fitri Ariadna Sodi Miranda(4), Rafika Nur Hafidah(5)

(1) Department of Chemistry, Faculty of Mathematics and Natural Sciences, Brawijaya University, Jl. Veteran, Malang 65145, Indonesia; Essential Oil’s Institute, Brawijaya University (Entrepreuneur Building, 8th floor), Jl. Veteran, Malang 65145, Indonesia
(2) Department of Chemistry, Faculty of Mathematics and Natural Sciences, Brawijaya University, Jl. Veteran, Malang 65145, Indonesia; Essential Oil’s Institute, Brawijaya University (Entrepreuneur Building, 8th floor), Jl. Veteran, Malang 65145, Indonesia
(3) Essential Oil’s Institute, Brawijaya University (Entrepreuneur Building, 8th floor), Jl. Veteran, Malang 65145, Indonesia; Department of Chemical Engineering, Faculty of Engineering, Brawijaya University, Jl. M.T. Haryono 167, Malang 65145, Indonesia
(4) Master of Chemistry Study Program, Faculty of Mathematics and Natural Sciences, Brawijaya University, Jl. Veteran, Malang 65145, Indonesia
(5) Undergraduate of Chemistry Study Program, Faculty of Mathematics and Natural Sciences, Brawijaya University, Jl. Veteran, Malang 65145, Indonesia
(*) Corresponding Author

Abstract


This study examines the efficiency of non-conventional extraction methods to obtain trans-anethole from Illicium verum using single and combination extraction techniques: microwave assisted extraction (MAE), ultrasound-assisted extraction (UAE), and enzyme assisted extraction (EAE) employing lipase from Aspergillus oryzae. All extraction methods were conducted using 96% ethanol (1:5 w/v) with varying time durations. The resulting product was an oleoresin, subsequently analyzed and separated using thin liquid chromatography (TLC) and column chromatography employing a solvent mixture of toluene and ethyl acetate in a 9:1 ratio and identified via gas chromatography-mass spectra (GC-MS). The results revealed that trans-anethole yields from a single extraction method were 30.76% (MAE), 41.05% (UAE), and 40.90% (EAE). The combination of extraction methods, such as MAE-UAE, MAE-EAE, and UAE-EAE, produced trans-anethole yields of approximately 42.73%, 52.80%, and 45.02% respectively, surpassing the yields of the single extraction method. Notably, the triple extraction method of MAE-UAE-EAE yielded the highest trans-anethole content at 56.00%. Antibacterial testing against Staphylococcus aureus was performed on all samples. The trans-anethole demonstrating the highest inhibitory effect was obtained from the double extraction method, particularly the combination of UAE-EAE. These results underscore the synergistic efficiency of combining microwave, ultrasound, and enzymatic extraction methods, highlighting their superior efficacy in obtaining trans-anethole.


Keywords


EAE; Illicium verum; MAE; trans-anethole; UAE

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References

[1] Stojanović, T., Bursić, V., Vuković, G., Šućur, J., Popović, A., Zmijanac, M., Kuzmanović, B., and Petrović, A., 2018, The chromatographic analysis of the star anise essential oil as the potential biopesticide, J. Agron., Technol. Eng. Manage., 1 (1), 65–70.

[2] Zhang, W., Li, X., Yu, T., Yuan, L., Rao, G., Li, D., and Mu, C., 2015, Preparation, physicochemical characterization and release behavior of the inclusion complex of trans-anethole and β-cyclodextrin, Food Res. Int., 74, 55–62.

[3] Eveline, E., and Novita, A., 2020, Antibacterial potential of star anise (Illicium verum Hook. f.) against food pathogen bacteria, Microbiol. Indones., 14 (1), 3.

[4] Armenta, S., Garrigues, S., Esteve-Turrillas, F.A., and de la Guardia, M., 2019, Green extraction techniques in green analytical chemistry, TrAC, Trends Anal. Chem., 116, 248–253.

[5] Wang, C., Yang, H., and Li, J., 2021, Combination of microwave, ultrasonic, enzyme assisted method for curcumin species extraction from turmeric (Curcuma longa L.) and evaluation of their antioxidant activity, eFood, 2 (2), 73–80.

[6] Bitwell, C., Indra, S.S., Luke, C., and Kakoma, M.K., 2023, A review of modern and conventional extraction techniques and their application for extracting phytochemicals from plants, Sci. Afr., 19, e01585.

[7] Chaves, J.O., de Souza, M.C., da Silva, L.C., Lachos-Perez, D., Torres-Mayanga, P.C., Machado, A.P.F., Forster-Carneiro, T., Vázquez-Espinosa, M., González-de-Peredo, A.V., Barbero, G.F., and Rostagno, M.A., 2020, Extraction of flavonoids from natural sources using modern techniques, Front. Chem., 8., 507887.

[8] Sadeghi, A., Hakimzadeh, V., and Karimifar, B., 2017, Microwave assisted extraction of bioactive compounds from food: A review, Int. J. Food Sci. Nutr. Eng., 7 (1), 19–27.

[9] Sowbhagya, H.B., and Chitra, V.N., 2010, Enzyme-assisted extraction of flavorings and colorants from plant materials, Crit. Rev. Food Sci. Nutr., 50 (2), 146–161.

[10] Cai, M., Guo, X., Liang, H., and Sun, P., 2013, Microwave-assisted extraction and antioxidant activity from Illicium verum Hook. f., Int. J. Food Sci. Technol., 48 (11), 2324–2330.

[11] Chen, Y.H., and Yang, C.Y., 2020, Ultrasound-assisted extraction of bioactive compounds and antioxidant capacity for the valorization of Elaecarpus serratus L. leaves, Processes, 8 (10), 1218.

[12] Yusoff, I.M., Mat Taher, Z., Rahmat, Z., and Chua, L.S., 2022, A review of ultrasound-assisted extraction for plant bioactive compounds: Phenolics, flavonoids, thymols, saponins and proteins, Food Res. Int., 157, 111268.

[13] Deshmukh, A.R., Gupta, A., and Kim, B.S., 2019, Ultrasound assisted green synthesis of silver and iron oxide nanoparticles using fenugreek seed extract and their enhanced antibacterial and antioxidant activities, BioMed Res. Int., 2019, 1714358.

[14] Gligor, O., Mocan, A., Moldovan, C., Locatelli, M., Crișan, G., and Ferreira, I.C.F.R., 2019, Enzyme-assisted extractions of polyphenols – A comprehensive review, Trends Food Sci. Technol., 88, 302–315.

[15] Bin Muhsinah, A., Maqbul, M.S., Mahnashi, M.H., Jalal, M.M., Altayar, M.A., Saeedi, N.H., Alshehri, O.M., Shaikh, I.A., Khan, A.A.L., Shakeel Iqubal, S.M., Khan, K.A., Dawoud, A., Mannasaheb, B.A., Azzouz, S., and Mohammed, T., 2022, Antibacterial activity of Illicium verum essential oil against MRSA clinical isolates and determination of its phyto-chemical components, J. King Saud Univ., Sci., 34 (2), 101800.

[16] Haris, F., Mohsin, H.F., and Wahab, I.A., 2018, Identification of compounds from the Illicium extract, ESTEEM Acad. J., 14, 1–9.

[17] Hardy, B.L., Bansal, G., Hewlett, K.H., Arora, A., Schaffer, S.D., Kamau, E., Bennett, J.W., and Merrell, D.S., 2020, Antimicrobial activity of clinically isolated bacterial species against Staphylococcus aureus, Front. Microbiol., 10, 2977.

[18] Chandra, P., Enespa, E., Singh, R., and Arora, P.K., 2020, Microbial lipases and their industrial applications: A comprehensive review, Microb. Cell Fact., 19 (1), 169.

[19] Takahashi, M., Takahashi, H., Nakano, Y., Konishi, T., Terauchi, R., and Takeda, T., 2010, Characterization of a cellobiohydrolase (MoCel6A) produced by Magnaporthe oryzae, Appl. Environ. Microbiol., 76 (19), 6583–6590.

[20] Senatore, F., Oliviero, F., Scandolera, E., Taglialatela-Scafati, O., Roscigno, G., Zaccardelli, M., and De Falco, E., 2013, Chemical composition, antimicrobial and antioxidant activities of anethole-rich oil from leaves of selected varieties of fennel [Foeniculum vulgare Mill. ssp. vulgare var. azoricum (Mill) Thell], Fitoterapia, 90, 214–219.



DOI: https://doi.org/10.22146/ijc.79341

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