Antibacterial Activity of Benzyl Benzoate and Crotepoxide from  Kaempferia rotunda  L. Rhizome

Hartiwi Diastuti; Mochammad Chasani; Suwandri Suwandri

doi:10.22146/ijc.37526

Antibacterial Activity of Benzyl Benzoate and Crotepoxide from Kaempferia rotunda L. Rhizome

https://doi.org/10.22146/ijc.37526

Hartiwi Diastuti^(1*), Mochammad Chasani⁽²⁾, Suwandri Suwandri⁽³⁾

(1) Department of Chemistry, Universitas Jenderal Soedirman, Jl. dr. Soeparno 61, Karangwangkal, Purwokerto 53123, Indonesia
(2) Department of Chemistry, Universitas Jenderal Soedirman, Jl. dr. Soeparno 61, Karangwangkal, Purwokerto 53123, Indonesia
(3) Department of Chemistry, Universitas Jenderal Soedirman, Jl. dr. Soeparno 61, Karangwangkal, Purwokerto 53123, Indonesia
(*) Corresponding Author

Abstract

Benzyl benzoate and crotepoxide are the major components of Kaempferia rotunda L. rhizome. However, the bioactivity study of benzyl benzoate and crotepoxide as the antibacterial activity were still limited. Therefore, the antibacterial activity of benzyl benzoate and crotepoxide against four pathogenic bacteria, i.e., Escherichia coli ATCC 25922, Enterococcus aerogenes ATCC 13048, Bacillus cereus ATCC 6538 and Staphylococcus aureus ATCC 11778 were investigated. The isolation steps were include the extraction by maceration with acetone, then the acetone extract was partitioned with n-hexane:methanol (1:1) and ethyl acetate:water (1:1) respectively. The isolation by liquid vacuum chromatography followed by column chromatography was obtained benzyl benzoate from the n-hexane fraction and crotepoxide from ethyl acetate fraction. The molecular structure of isolated compounds was identified based on NMR (1D and 2D) spectroscopic data. The antibacterial activity assay of isolated compounds was carried out using the disc diffusion method. The antibacterial evaluation confirms that the benzyl benzoate and crotepoxide exhibits a medium level activity. Benzyl benzoate showed highest antibacterial activity against B. cereus at the MIC of 50 μg/mL and inhibitory zone of 5.9 mm, while the crotepoxide showed highest antibacterial activity against E. aerogenes at the MIC of 100 μg/mL with inhibitory zone 6.1 mm.

Keywords

antibacterial; benzyl benzoate; crotepoxide; K. rotunda L.

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References

[1] Kim, T.K., 2016, Edible Medicinal and Non-Medicinal Plants, Springer-Cham, Switzerland.

[2] Desmiaty, Y., Winarti, W., Nursih, A.M., Nisrina, H., and Finotory G., 2018, Antioxidant and antielastase activity of Kaempferia rotunda and Curcuma zedoaria, Res. J. Chem. Environ., 22 (1), 95–98.

[3] Lotulung, P.D.N., Minarti, Kardono, L.B.S., and Kawarrishi, K., 2008, Antioxidant compound from the rhizomes of Kaempferia rotunda, Pak. J. Biol. Sci., 11 (20), 2447–2450.

[4] Nugroho, B.W., Schwarz, B., Wray, V., and Proksch, P., 1996, Insecticidal constituents from rhizomes of Zingiber cassumunar and Kaempferia rotunda, Phytochemistry, 41 (1), 129–132.

[5] Imam, S.A., Rout, S.K., Sutar, N., Sharma U.S., and Sutar, R., 2013, Wound healing activity of Kaempferia rotunda Linn leaf extract, Int. J. Curr. Microbiol. Appl. Sci., 2 (12), 74–78.

[6] Agrawal, S., Bhawsar, A., Choudhary, P., Sing, S., Keskar, N., and Chaturvedi, M., 2011, In-vitro anthelmintic activity of Kaempferia rotunda, Int. J. Pharm. Life Sci., 2 (9), 1062–1064.

[7] Sultana, Z., Imam, K.M.S.U., Azam, F.M.S., Rahman, S., Rahman, S., Islam, F., and Rahmatullah, M., 2012, Evaluation of antihyperglycemic and antinociceptive activities of methanolic extract of Kaempferia Rotunda L. (Zingiberaceae) rhizomes, Adv. Nat. Appl. Sci., 6 (8), 1302–1306.

[8] Kabir, S.R., and Reza, M.A., 2014, Antibacterial activity of Kaempferia rotunda rhizome lectin and its induction of apoptosis in Ehrlich ascites carcinoma cells, Appl. Biochem. Biotechnol., 172 (6), 2866–2876.

[9] Kumar, A., Kumar, S., and Navneet, 2015, Antimicrobial activity and phytochemical analysis of Kaempferia rotunda L. rhizomes, Pharm. Lett., 7 (9), 389–395.

[10] Astutiningsih, C., Octaviani, R., and Suratiningsih, S., 2014, Daya hambat minyak atsiri dan ekstrak limbah sisa destilasi rimpang kunir putih (Kaempferia rotunda L.) terhadap pertumbuhan Candida albicans ATCC 10231, J. Pharm. Sci. Community, 11 (1), 18–22.

[11] Suphrom. N., Sonyot, W., Insumrong, K., Sawangsup, P., Sutamuang, P., and Ingkaninan, K., 2017, GC-MS analysis and in vitro anti-androgenic activity of Kaempferia rotunda Linn extract, Naresuan Univ. J. Sci. Technol., 25 (4), 34–43.

[12] Atun, S., and Arianingrum, R., 2015, Anticancer activity of bioactive compounds from Kaempferia rotunda rhizome against human breast cancer, Int. J. Pharmacogn. Phytochem. Res., 7 (2), 262–269.

[13] Woerdenbag, H.J., Windono, T., Bos, R., Riswan, S., and Quax, W.J., 2004, Composition of the essential oil of Kaempferia rotunda L. and Kaempferia angustifolia Roscoe rhizomes from Indonesia, Flavour Fragance J., 19 (2), 145–149.

[14] Sereena, K., Kumar, U.P., and Shree, A.B.R., 2011, Histochemical and phytochemical markers for the authentication of ayurvedic raw drug hallakam (Kaempferia rotunda) and its marketed adulterant, Int. J. Pharm. Sci. Res., 2 (11), 2952–2958.

[15] Farjam, M.H., 2012, Comparative study of the antimicrobial activity of essential oil and two different extract from Salvia urmiensis Bunge, Asian Pac. J. Trop. Biomed., 2 (3), 2–4.

[16] Balouiri, M., Sadiki, M., and Ibnsouda, S.K., 2016, Methods for in vitro evaluating antimicrobial activity: A review, J. Pharm. Anal., 6 (2), 71–79.

[17] Sindra, H.C., and de Mattos, M.C.S., 2016, Appel reactions of carboxylic acid with tribromoisocyanuric acid/triphenylphosphine: A mild and acid-free preparation of esters and amides, J. Braz. Chem. Soc., 27 (6), 1129–1136.

[18] Desta, Z.Y., and Sewald, N,. 2018, Isolation of non-cytotoxic crotepoxide from the root bark of Croton macrostachyus and the reassignment of its structure, Bull. Chem. Soc. Ethiop., 31 (3), 465–469.

[19] Rumengan, I.F.M., Rumampuk, N.D., Rimper, J., and Losung, F., 2014, Produksi dan uji aktivitas antimikroba senyawa bioaktif yang diekstrak dari rotifer (Brachionus rotundiformis) strain lokal, Jurnal LPPM Bidang Sains dan Teknologi, 1 (1), 56-70.

[20] Mangunwardoyo, W., and Deasywaty, U.T., 2012, Antimicrobial and identification of active compound Curcuma xanthorrhiza Roxb., IJBAS-IJENS, 12 (1), 69–78.

[21] Tripathi, M., Chawla, P., Uphadyay, R., and Trivedi, S., 2013, Essential oils from family Zingiberaceae for antimicrobial activity- a review, IJPBS, 4 (4), 149–162.

DOI: https://doi.org/10.22146/ijc.37526