Naphthalene Derivates from Bawang Tiwai Bulb Eleutherine Bulbosa in Borneo

Authors

  • Supriatno Salam Faculty of Pharmacy, Universitas Mulawarman, Samarinda Department of Chemistry, Faculty of Science and Mathematics, Sultan Idris Education Universiti, Tg Malim 35900, Perak, Malaysia. https://orcid.org/0000-0002-0486-6763
  • Baso Didik Hikmawan Universitas Mulawarman, Indonesia
  • Erwin Samsul Universitas Mulawarman, Indonesia
  • Herman Herman Universitas Mulawarman, Indonesia
  • Islamudin Ahmad Universitas Mulawarman, Indonesia
  • Laode Rijai Universitas Mulawarman, Indonesia
  • Mohd Azlan Nafiah Sultan Idris Education Universiti, Malaysia

DOI:

https://doi.org/10.15575/ak.v11i1.35515

Keywords:

Eleutherine bulbosa, Eleutherol, Eleutherol C, T47D breast cancer, East Kalimantan.

Abstract

Naphthalene derivative compounds named Eleutherol (1) and Eleutherol C (2) have been isolated from Bawang Tiwai Bulb Eleutherine bulbosa. We tested its cytotoxic activity against T47D breast cancer cells in vitro after isolating compounds 1 and 2 from the EtOH extract using conventional chromatography methods. Their chemical structures were elucidated based on spectroscopic analysis, including IR, HR-TOFMS, 1D, and 2D NMR, and by comparison to those related spectra previously reported. Compounds 1 and 2 were tested for their cytotoxic effects against T47D breast cancer cells and showed moderate cytotoxicity against T47D breast cancer cells with IC50 values of 117.15 and 80.21 µM, respectively, compared with cisplatin 24.07 µM.

References

M. Insanu, S. Kusmardiyani, R. Hartati, †Recent studies on phytochemicals and pharmacological effects of Eleutherine americana Merrâ€, Procedia Chem, 2004.

https://doi.org/10.1016/j.proche.2014.12.032

T. Leyama, M.D Gunawan-Puteri, J. Kawabata, " α-Glucosidase inhibitors from the bulb of Eleutherine americana", Food Chem, 128, 308-311, 2011.

https://doi.org/10.1016/j.foodchem.2011.03.021

Z. Chen, H. Huang, C. Wang ,Y. Li, J. Ding, S. Ushio, I. Yoichi, H. Conin, "A new naphthalene derivative from Hong-Cong the rhizome of eleutherine americana Merr and Heyne (Iridaceae) ", Chem Pharm Bull, 34, 2743-2746, 1986.

https://doi.org/10.1248/cpb.34.2743

H. Hara, N. Maruyama, S. Yamashita, K.H. Lee, F.K. Bastow, Chirul, N. Marumoto, Y. Imakura, "Elecanacin, a novel new naphthoquinone from the bulb of eleutherine americana", Chem Pharm Bull, 45, 1714- 1716,1997.

https://doi.org/10.1248/cpb.45.1714

S. Paramita, M.K. Nuryanto, “Anti-inflammatory activity of Bawang Dayak (eleutherine bulbosa (mill. urb.)) ethanol bulb extractsâ€, J. Vocation. Health Stud, 2, 51-55, 2018.

https://doi.org/10.20473/jvhs.V2.I2.2018.51-55

H. Jiang, W.J. Man, A.J. Hou, L. Yang, X.D. Xing, M.L. Yan, X.Y. Guo, L. Yang, " The chemical constituents from the active fractions of eleutherine bulbosa with their anti-microbial activity ", Nat. Prod. Res, 34, 1743-1749, 2020.

https://doi.org/10.1080/14786419.2018.1530229

E.T. Arung, I.W. Kusuma, E.O. Christy, K. Shimizu, R. Kondo, " Evaluation of medicinal plants from central kalimantan for antimelanogenesis ", J. Nat. Med, 63, 473-480, 2009.

https://doi.org/10.1007/s11418-009-0351-7

X. Li, T. Ohtsuki, T. Kovano, T. Kowithayakorn, M. Ishibashi, “New Wnt/ beta-catenin signaling inhibitors isolated from eleutherine palmifolia ", Chemistry- An Asian Journal, 34, 2743-2746, 2009.

https://doi.org/10.1002/asia.200800354

K. Manjula, K. Bindu, R. Nair, “ Isolation of isoeleutherol from microwave assisted methanol extract of eleutherine bulbosa bulbs, its crystal structure elucidation and cytotoxicity evaluation ", Journal of molecular structure, 131376, 1247, 2022.

https://doi.org/10.1016/j.molstruc.2021.131376

D.L. Chen, M.G. Hu, Y.Y. Liu, R.T. Li, M. Yu, X.D. Xu, G.X. Ma, “New naphthalene derivatives from the bulbs of eleutherine americana with their protective effect on the injury of HUVECsâ€, Molecules 23, 2111,2018.

https://doi.org/10.3390/molecules23092111

M. Almeida, S. Salam, A. Rahmadani, Helmi, A.C. Narsa, S.A.F. Kusuma, Sriwidodo, “The potency of the genus uncaria from east borneo for herbal medicine purposes: a mini review†Journal of Tropical Pharmacy and Chemistry 6, 167-176, 2022.

https://doi.org/10.25026/jtpc.v6i2.457

Supriatno, Nurlelasari, T. Herlina, D. Harneti, R. Maharani, A.T. Hidayat, T. Mayanti, U. Supratman, M.N. Azmi, Y.A. Shiono, “ New limonoid from stem bark of Chisocheton pentandrus (Meliaceae)â€. Nat. Prod. Res, 32, 2610-2616, 2018.

https://doi.org/10.1080/14786419.2018.1428600

H. K. Alves TMA,â€Eelutherinone A fungitoxic naphtoquinone from eleutherine bulbosa (Iridiceae)†Memorias do Instituto Oswaldo Cruz. 2003.

https://doi.org/10.1590/S0074-02762003000500021

S. Salam, D. Harneti, R. Maharani, A. Safari, A.T. Hidayat, R. Lesmana, M. A. Nafiah, U. Supratman, T. A. K. Prescott, Y. Shiono, “Cytotoxic triterpenoids from chisocheton pentandrusâ€, Phytochemistry, 187, 112759, 2021.

https://doi.org/10.1016/j.phytochem.2021.112759

D. Chen, Z. Sun, Y. Liu, Z. Li, H. Liang, L. Chen, X. Xu, J. Yang, G. Ma, X. Huo, “Eleucanainones A and B: two dimeric structures from the bulbs of eleutherine americana with anti-MRSA activity†Org. Lett, 22, 3449-3453, 2020

https://doi.org/10.1021/acs.orglett.0c00903

B.O.T. Ifesan, D. Ibrahim, S. P. Voravuthikunchai, “Antimicrobial activity of crude ethanolic extract from eleutherine americanaâ€, Journal of Food, Agriculture & Environment, 8(3&4), 1233-1236, 2010.

https://doi.org/10.1248/cpb.34.2743

R. Mutiah, A. Listiyana, A. Suryadinata, R. Annisa, A. Hakim, W. Anggraini, R. Susilowati, “Activity of inhibit the cell cycle and induct apoptosis in HeLa cancer cell with combination of Sabrang onion (Eleutherine palmifolia (L.) Merr) and Starfruit Mistletoe (Macrosolen cochinchinensis (Lour.) Tiegh).†J. Appl. Pharm. Sci. 8, 122-128, 2019.

https://doi.org/10.7324/JAPS.2018.81016

J.Z. Xu, F. Qiu, G.X. Qu, N. L. Wang, X.S. Yao, “Studies on the Antifungal Constituens Isolated from Eleutherine americana†Chin. J. Med. Chem. 15, 157-161, 2006.

Downloads

Published

2024-08-01

Citation Check