Antibacterial Activity of Germacrane Type Sesquiterpenes from Curcuma heyneana Rhizomes

https://doi.org/10.22146/ijc.21264

Hartiwi Diastuti(1*), Yana Maolana Syah(2), Lia Dewi Juliawaty(3), Marlia Singgih(4)

(1) Natural Product Chemistry Group, Faculty of Mathematics and Natural Sciences, Institut Teknologi Bandung, Jl. Ganesha no. 10, Bandung 40132
(2) Natural Product Chemistry Group, Faculty of Mathematics and Natural Sciences, Institut Teknologi Bandung, Jl. Ganesha no. 10, Bandung 40132
(3) Natural Product Chemistry Group, Faculty of Mathematics and Natural Sciences, Institut Teknologi Bandung, Jl. Ganesha no. 10, Bandung 40132
(4) School of Pharmacy, Institut Teknologi Bandung, Jl. Ganesha no. 10, Bandung
(*) Corresponding Author

Abstract


The isolation of terpenoids from C. heyneana rhizomes and their antibacterial activity have been conducted. The terpenoids were isolated by using vacuum liquid chromatography and radial chromatography. The structures of the compounds were determined based on spectroscopic data (1H-NMR, 13C-NMR (1D and 2D)). The antibacterial activity was carried out by using microdilution method and evaluated against eight bacteria. Three germacrane type sesquiterpenes have been isolated from C. heyneana rhizhomes and were identified as germacrone, dehydrocurdione, and 1(10),4(5)-diepoxygermacrone. Germacrone showed highest antibacterial activity against P. aeruginosa with MIC values of 15.6 µg/mL and MBC values 31.2 µg/mL. Dehydrocurdione showed highest antibacterial activity against B. subtilis with MIC values of 31.2 µg/mL and MBC values of 31.2 µg/mL. However, 1(10),4(5)-diepoxygermacrone showed a weak antibacterial activity.

Keywords


C. heyneana; sesquiterpenes; antibacterial

Full Text:

Full Text PDF


References

[1] Abreu, A.C., McBain, A.J., and Simões, M., 2012, Nat. Prod. Rep., 29 (9), 1007–1021.

[2] Simões, M., Bennett, R.N., and Rosa, E.A.S., 2009, Nat. Prod. Rep., 26 (6), 746–757.

[3] Harit, J., Barapatre, A., Prajapati, M., Aadil, K.R., and Senapati, S., 2013, Int. J. Life Sci. Biotechnol. Pharm. Res., 2 (3), 183–189.

[4] Kamazeri, T.S.A.T., Samah, O.A., Taher, M., Susanti, D., and Qaralleh, H., 2012, Asian Pac. J. Trop. Med., 5 (3), 202–209.

[5] Saifudin, A., Tanaka, K., Kadota, S., and Tezuka, Y., 2013, J. Nat. Prod., 76 (2), 223–229.

[6] Ravindran, P.N., Babu, K.N., and Sivaraman, K., 2007, Turmeric: The Genus Curcuma, Medicinal and Aromatic Plants-Industrial Profiles, CRC Press, New York, 71–102.

[7] Firman, K., Kinoshita, T., Itai, A., and Sankawa, U., 1988, Phytochemistry, 27 (12), 3887–3889.

[8] Cho, W., Nam, J-W., Kang, H-J., Windono, T., Seo, E-K., and Lee, K-T., 2009, Int. Immunopharmacol., 9 (9), 1049–1057.

[9] Sukari, A.M., Wah T.S., Saad, S.M., Rasyid, N.Y., Rahmani, M., Lajis, N.H., and Hin, T.Y., 2010, Nat. Prod. Res., 24 (9), 838–845.

[10] CLSI (Clinical and Laboratory Standards Institute), 2012, Methods for dilution antimicrobial susceptibility test for bacteria that grow aerobically - approved standard, 9th ed., CLSI Document M07-A9, 32 (2), Wayne, PA, USA.

[11] Yang, F.Q., Li, S.P., Chen, Y., Lao S.C., Wang, Y.T., Dong, T.T., and Tsim, K.W., 2005, J. Pharm. Biomed. Anal., 39 (3-4), 552–558.

[12] Hikino, H., Konno, C., Takemoto, T., 1972, Chem. Pharm. Bull., 20 (5), 987–989.

[13] Gao, J.F., Xie, J.H., Iitaka, Y., and Inayama, S., 1989, Chem. Pharm. Bull., 37 (1), 233–236.

[14] Hariyama, K., Gao, J.F., Ohkura, T., Kawamata, T., Iitaka, Y., and Seiichi, I., 1991, Chem. Pharm. Bull., 39 (4), 843–851.

[15] Shawket, D.S., 2013, Int. J. Adv. Biol. Res., 3 (4), 490–500.

[16] Policegoudra, R.S., Rehna, K., Rao, L.J., and Aradhya, S.M., 2010, J. Biosci., 35 (2), 231–240.

[17] Sikkema, J., de Bont, J.A.M., and Poolman, B., 1994, J. Biol. Chem., 269 (11), 8022–8028.



DOI: https://doi.org/10.22146/ijc.21264

Article Metrics

Abstract views : 3318 | views : 3344


Copyright (c) 2014 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.