|
UPSI Digital Repository (UDRep)
|
|
| ||||||||||||||||||||||||||||
| Abstract : Universiti Pendidikan Sultan Idris |
| Alphonsea cylindrica King belongs to the family Annonaceae, which is traditionally used to treat rheumatism, bruises, and edema. Investigation of its antibacterial properties was carried out on hexane and dichloromethane crude extracts using agar diffusion method and minimum inhibitory concentration against ESKAPE pathogens. Both extracts showed positive results in inhibiting E. faecium, S. aureus, and K. pneumoniae, while the dichloromethane extract showed further inhibition against P. aeruginosa. A morphinan alkaloid, O-methylpallidinine (1), along with a methoxybenzoic acid, isovanillic acid (2), were isolated from the dichloromethane leaf extract of the plant and elucidated via NMR spectroscopy, FTIR spectroscopy, UV-vis spectroscopy, and GC-MS, and compared with the reported data. Both compounds are reported for the first time from A. cylindrica, while O-methylpallidinine was isolated as natural product for the first time from the family Annonaceae. Both 1 and 2 showed low activity against S. aureus with an IC50 value of 371.82 ?g/mL and 385.37 ?g/mL, respectively. This is the first report on the antibacterial activity of compound 1. The results can be used as future references for the discovery of morphinans and the potential of A. cylindrica as an antibacterial source. ? 2021 Malaysian Institute of Chemistry. All rights reserved. |
| References |
Aldulaimi, A. K. O., Azziz, S. S. S. A., Bakri, Y. M., Nafiah, M. A., Awang, K., Aowda, S. A., . . . Majhool, A. A. (2018). Alkaloids from alphonsea elliptica barks and their biological activities. Journal of Global Pharma Technology, 10(8), 270-275. Retrieved from www.scopus.com Attiq, A., Jalil, J., & Husain, K. (2017). Annonaceae: Breaking the wall of inflammation. Frontiers in Pharmacology, 8(OCT) doi:10.3389/fphar.2017.00752 Bakri, Y. M., Talip, M. A., & Azziz, S. S. S. A. (2017). A mini review on alphonsea sp. (annonaceae): Traditional uses, biological activities and phytochemistry. Journal of Applied Pharmaceutical Science, 7(10), 200-203. doi:10.7324/JAPS.2017.71030 Carraz, M., Jossang, A., Franetich, J. -., Siau, A., Ciceron, L., Hannoun, L., . . . Mazier, D. (2006). A plant-derived morphinan as a novel lead compound active against malaria liver stages. PLoS Medicine, 3(12), 2392-2402. doi:10.1371/journal.pmed.0030513 Doddapaneni, S. J. D. S., Amgoth, C., Kalle, A. M., Suryadevara, S. N., & Alapati, K. S. (2018). Antimicrobial and anticancer activity of AgNPs coated with alphonsea sclerocarpa extract. 3 Biotech, 8(3) doi:10.1007/s13205-018-1155-9 Dsd, Amgoth, S. J., Chander, S., Surya Narayana, C., Madhavi, P., & Satya, K. (2018). Antioxidant and anticancer activities of an aporphine alkaloid isolated from alphonsea sclerocarpa. J.Phytopharmacol., 7(1), 51-55. Retrieved from www.scopus.com Faridah-Hanum, I., Ahmed, Z. I., Shamsul, K., Nazre, M., Lepun, P., Rusea, G., . . . Latiff, A. (2001). An annotated checklist of higher plants in ayer hitam forest reserve, puchong, selangor. Pertanika Journal Tropical Agricultural Science, 24(1), 62-75. Retrieved from www.scopus.com Fossati, E., Narcross, L., Ekins, A., Falgueyret, J. -., & Martin, V. J. J. (2015). Synthesis of morphinan alkaloids in saccharomyces cerevisiae. PLoS ONE, 10(4) doi:10.1371/journal.pone.0124459 Hauck, O., Allen, N., Lees, G. C., Rowe, H., & Verran, J. (2010). Preliminary studies into wash-fast antimicrobial treatments of polyester. Medical and healthcare textiles (pp. 122-125) doi:10.1533/9780857090348.122 Retrieved from www.scopus.com Kuete, V., Metuno, R., Ngameni, B., Tsafack, A. M., Ngandeu, F., Fotso, G. W., . . . Beng, V. P. (2007). Antimicrobial activity of the methanolic extracts and compounds from treculia obovoidea (moraceae). Journal of Ethnopharmacology, 112(3), 531-536. doi:10.1016/j.jep.2007.04.010 Lambert, R. J. W., & Pearson, J. (2000). Susceptibility testing: Accurate and reproducible minimum inhibitory concentration (MIC) and non-inhibitory concentration (NIC) values. Journal of Applied Microbiology, 88(5), 784-790. doi:10.1046/j.1365-2672.2000.01017.x Madikizela, B., Ndhlala, A. R., Finnie, J. F., & Staden, J. V. (2013). In vitro antimicrobial activity of extracts from plants used traditionally in south africa to treat tuberculosis and related symptoms. Evidence-Based Complementary and Alternative Medicine, 2013 doi:10.1155/2013/840719 Norhayati, I., Getha, K., Muhd Haffiz, J., Mohd Ilham, A., Lili Sahira, H., Siti Syarifah, M. M., & Muhd Syamil, A. (2013). In vitro antitrypanosomal activity of malaysian plants. Journal of Tropical Forest Science, 25(1), 52-59. Retrieved from www.scopus.com Obaid Aldulaimi, A. K., Abdul Azziz, S. S. S., Bakri, Y. M., Nafiah, M. A., Aowda, S. A., Awang, K., & Litaudon, M. (2019). Two new isoquinoline alkaloids from the bark of alphonsea cylindrica king and their antioxidant activity. Phytochemistry Letters, 29, 110-114. doi:10.1016/j.phytol.2018.11.022 Qing, Z. -., Yang, P., Tang, Q., Cheng, P., Liu, X. -., Zheng, Y. -., . . . Zeng, J. -. (2017). Isoquinoline alkaloids and their antiviral, antibacterial, and antifungal activities and structure-activity relationship. Current Organic Chemistry, 21(18), 1921-1934. doi:10.2174/1385272821666170207114214 Roshan-Jahn, M. S., Getha, K., Mohd-Ilham, A., Norhayati, I., Muhammad-Haffiz, J., & Amyra, A. S. (2018). In vitro anti-leismanial activity of malaysian medicinal and forest plant species. Journal of Tropical Forest Science, 30(2), 234-241. doi:10.26525/jtfs2018.30.2.234241 Talip, M. A., Azziz, S. S. S. A., Wong, C. F., Awang, K., Naz, H., Bakri, Y. M., . . . Litaudon, M. (2017). New azafluorenone derivative and antibacterial activities of alphonsea cylindrica barks. Natural Product Sciences, 23(3), 151-156. doi:10.20307/nps.2017.23.3.151 Tan, S. -., Ali, A. M., Nafiah, M. A., Awang, K., & Ahmad, K. (2015). Isolation and cytotoxic investigation of new carbazole alkaloids from murraya koenigii (linn.) spreng. Tetrahedron, 71(23), 3946-3953. doi:10.1016/j.tet.2015.04.037 Tan, S. -., Lim, S. -., Wong, M. -., Lim, C. -., & Nafiah, M. A. (2020). Chemical constituents of murraya koenigii berries. Chemistry of Natural Compounds, 56(5), 962-963. doi:10.1007/s10600-020-03202-z Vecchietti, V., Casagrande, C., Ferrari, G., Danieli, B., & Palmisano, G. (1981). Alkaloids of ocotea acutangula. Journal of the Chemical Society, Perkin Transactions 1, , 578-581. doi:10.1039/P19810000578 Weerasinghe, A., Puvenendran, S., Wickramasinghe, A., Nedra Karunaratne, D., Wijesundara, S., & Karunaratne, V. (2013). Potent bioactivities of the endemic annonaceae heighten its dire conservation status. Journal of the National Science Foundation of Sri Lanka, 41(4), 345-350. doi:10.4038/jnsfsr.v41i4.6251 Wong, T. M. (1982). A dictionary of malaysian timbers. A Dictionary of Malaysian Timbers, (30) Retrieved from www.scopus.com Xiang, M., Su, H., Hu, J., & Yan, Y. (2011). Isolation, identification and determination of methyl caffeate, ethyl caffeate and other phenolic compounds from polygonum amplexicaule var. sinense. Journal of Medicinal Plants Research, 5(9), 1685-1691. Retrieved from www.scopus.com Xie, N., Xu, R., Zhong, S., & Zhao, S. (1994). Journal of China Pharmaceutical University, 25(4) Retrieved from www.scopus.com Yang, N., Xie, N., & Zhi, F. (1999). J.China Pharm.Univ., 30, 171-173. Retrieved from www.scopus.com |
| This material may be protected under Copyright Act which governs the making of photocopies or reproductions of copyrighted materials. You may use the digitized material for private study, scholarship, or research. |