Phytochemical study of Phyllanthus amarus and its anticancer activity

This study aimed to isolate and purify compounds from Phyllanthus amarus and theirpotential as anticancer agents. About 2.01 kg of P. amarus from Euphorbiaceae family was collected from Melor, Kelantan. The sample was dried at room temperature,grinded and extracted with hexane, ethyl acetate, ethano...

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Main Author: Nur Affira Mohd Noor
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Published: 2019
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Nur Affira Mohd Noor
Phytochemical study of Phyllanthus amarus and its anticancer activity
description This study aimed to isolate and purify compounds from Phyllanthus amarus and theirpotential as anticancer agents. About 2.01 kg of P. amarus from Euphorbiaceae family was collected from Melor, Kelantan. The sample was dried at room temperature,grinded and extracted with hexane, ethyl acetate, ethanol and methanol. Compounds were purifiedusing various chromatographic techniques. The structures of the compound were determined byspectroscopic techniques including nuclear magnetic resonance, ultraviolet, infrared, massspectrometry and comparison with previous study. In addition, compounds were tested by theiranticancer effect against HeLa cells and NIH/3T3 cells by MTT assay. The results showedthat isolation of hexane and ethanol extract have produced seven compounds which were tanacetene,triglyceride fatty acids, mixtures of stigmasterol and -sitosterol, hypophyllanthin,niranthin, lintetralin, and nirtetralin. The MTT assay results showed that hypophyllanthin has a strong anticancer effect on HeLa cells compared to niranthin andlintetralin. In conclusion, P. amarus consisted of sesquiterpene, glyceride, sterols and lignans.Meanwhile, hypophyllanthin showed a potential as anticancer agent. In implication, the compoundscan be used as future reference for secondary metabolites of Malaysian plants and their potential as anticancer agents to be applied inpharmaceutical field.
format thesis
qualification_name
qualification_level Master's degree
author Nur Affira Mohd Noor
author_facet Nur Affira Mohd Noor
author_sort Nur Affira Mohd Noor
title Phytochemical study of Phyllanthus amarus and its anticancer activity
title_short Phytochemical study of Phyllanthus amarus and its anticancer activity
title_full Phytochemical study of Phyllanthus amarus and its anticancer activity
title_fullStr Phytochemical study of Phyllanthus amarus and its anticancer activity
title_full_unstemmed Phytochemical study of Phyllanthus amarus and its anticancer activity
title_sort phytochemical study of phyllanthus amarus and its anticancer activity
granting_institution Universiti Pendidikan Sultan Idris
granting_department Fakulti Sains dan Matematik
publishDate 2019
url https://ir.upsi.edu.my/detailsg.php?det=6699
_version_ 1747833292320669696
spelling oai:ir.upsi.edu.my:66992022-02-10 Phytochemical study of Phyllanthus amarus and its anticancer activity 2019 Nur Affira Mohd Noor This study aimed to isolate and purify compounds from Phyllanthus amarus and theirpotential as anticancer agents. About 2.01 kg of P. amarus from Euphorbiaceae family was collected from Melor, Kelantan. The sample was dried at room temperature,grinded and extracted with hexane, ethyl acetate, ethanol and methanol. Compounds were purifiedusing various chromatographic techniques. The structures of the compound were determined byspectroscopic techniques including nuclear magnetic resonance, ultraviolet, infrared, massspectrometry and comparison with previous study. In addition, compounds were tested by theiranticancer effect against HeLa cells and NIH/3T3 cells by MTT assay. The results showedthat isolation of hexane and ethanol extract have produced seven compounds which were tanacetene,triglyceride fatty acids, mixtures of stigmasterol and -sitosterol, hypophyllanthin,niranthin, lintetralin, and nirtetralin. The MTT assay results showed that hypophyllanthin has a strong anticancer effect on HeLa cells compared to niranthin andlintetralin. In conclusion, P. amarus consisted of sesquiterpene, glyceride, sterols and lignans.Meanwhile, hypophyllanthin showed a potential as anticancer agent. In implication, the compoundscan be used as future reference for secondary metabolites of Malaysian plants and their potential as anticancer agents to be applied inpharmaceutical field. 2019 thesis https://ir.upsi.edu.my/detailsg.php?det=6699 https://ir.upsi.edu.my/detailsg.php?det=6699 text eng closedAccess Masters Universiti Pendidikan Sultan Idris Fakulti Sains dan Matematik Abhyankar, G., Rao, K. V., & Reddy, V. D. (2013). Genomic and metabolomicfingerprinting of Phyllanthus amarus ( Schumm & Thonn ) hairy root clones.Annals of Phytomedicine, 2(1), 7488.Adeneye, A. A. (2012). The leaf and seed aqueous extract of Phyllanthus amarus improvesinsulin resistance diabetes in experimental animal studies. Journal of Ethnopharmacology, 144(3),705711.Adeneye, A. A. & Benebo, A. S. (2008). Protective effect of the aqueous leaf and seedextract of Phyllanthus amarus on gentamicin and acetaminophen-induced nephrotoxic rats.Journal of Ethnopharmacology, 118, 318323.Ajala, T. O., Igwilo, C. I., Oreagba, I. A. & Odeku, O. A. (2011). The antiplasmodial effect of the extracts and formulated capsules of Phyllanthus amarus on Plasmodium yoelii infection in mice. Asian Pacific Journal of Tropical Medicine, 283287.A. K. Jamal, W. A. Yaacob, & Laili B. Din. (2008). A chemical study on Phyllanthus reticulatus.Journal of Physical Science, 19(2), 4550.Aminul Islam, Selvan, T., Mazumder, U. K., Gupta, M. & Ghosal, S. (2008). Antitumoureffect of phyllanthin from Phyllanthus amarus against ehrlich ascites carcinoma in mice.Pharmacologyonline, 2, 796-807.Anulika, N. P., Ignatius, E. O., Raymond, E. S., Osasere, O., & Abiola, A. H. (2016). Thechemistry of natural product : Plant secondary metabolites. International Journal ofTechnology Enhancements and Emerging Engineering Research, 4(8), 18.Arshya Hashim, M. Salman Khan, & Saheem Ahmad. (2014). Alleviation ofhyperglycemia and hyperlipidemia by Phyllanthus virgatus forst extract and its partially purified fraction in Streptozotocin induced diabetic rats. EXCLI Journal, 13(August),809824.Bahuguna, A., Khan, I., Bajpai, V. K., & Kang, S. C. (2017). MTT assay to evaluate the cytotoxicpotential of a drug. Bangladesh Journal of Pharmacology, 12(2), 115118.Braekman, J. C., Daloze, D., & Pasteels, J. M. (1998). Alkaloids in animals. In M. W. Margaret F.Roberts (Ed.), Alkaloids: Biochemistry, ecology, and medicinal applications (pp. 349372).New York: Plenum Press.Catapan, E., Otuki, M. F., & Viana, A. M. (2000). In vitro culture of Phyllanthuscaroliniensis (Euphorbiaceae). Plant Cell, Tissue and Organ Culture, 62(3),195202.Chakraborty, R., Biplab, D., Devanna, N., & Sen, S. (2012). Antiinflammatory,antinociceptive and antioxidant activities of Phyllanthus acidus L. extracts. Asian Pacific Journalof Tropical Biomedicine, 2.Chang, C. C., Lien, Y. C., Liu, K. C. S. C., & Lee, S. S. (2003). Lignans fromPhyllanthus urinaria. Phytochemistry, 63(7), 825833.Chaturvedula, V. S. P., & Prakash, I. (2012). Isolation of stigmasterol and -sitosterol from thedichloromethane extract of Rubus suavissimus. International Current Pharmaceutical Journal,1(9), 239242.Chomel, M., Guittonny-Larchevque, M., Fernandez, C., Gallet, C., DesRochers, A., Par, D., etal. (2016). Plant secondary metabolites: A key driver of litter decomposition and soilnutrient cycling. Journal of Ecology, (October), 115.Croteau, R., Kutchan, T. M., & Lewis, N. G. (2000). Natural products (Secondarymetabolites). In R. Buchanan, B., Gruissem, W.,& Jones (Eds.), Biochemistry MolecularBiology of Plants (pp. 12501318). United States, US: John Wiley and Sons Ltd.de Oliveira, T. L., Munhoz, A. C. M., Lemes, B. M., Minozzo, B. R., Nepel, A.,Barison, A., et al. (2013). Antitumoural effect of Synadenium grantii hook f.(Euphorbiaceae) latex. Journal of Ethnopharmacology, 150(1), 2639.Devi, S. S. & Paul, S. B. (2011). An overview on Cicca acida (Phyllanthus acidus).Biological and Environmental Sciences, 7(I), 156160.Dharmaraj, S., A. Suhaimi Jamaludin, H. Mohammad Razak, Valliappan, R., Nor Atinah Ahmad,Harn, G. L., et al. (2006). The classification of Phyllanthus niruri Linn. according to location byinfrared spectroscopy. Vibrational Spectroscopy, 41(1), 6872.Dhongade, H.J., & Chandewar, A. V. (2013). Pharmacognostical and phytochemical studies ofPhyllanthus amarus leaves. International Journal of Biomedical And Advance Research, 4(6), 7980.Eldeen, I. M.S., Seow, E. M., R. Abdullah, & S. F. Sulaiman. (2011). In vitroantibacterial, antioxidant, total phenolic contents and anti-HIV-1 reversetranscriptase activities of extracts of seven Phyllanthus sp. South African Journal of Botany,77(1), 7579.Evidente, A., Kornienko, A., Lefranc, F., Cimmino, A., Dasari, R., Evidente, M., et al. (2015).Sesterterpenoids with anticancer activity. Current Medicinal Chemistry, 22(30), 35023522.Fernand, V. E. (2003). Initial characterization of crude extracts from Phyllanthus amarusSchum. and Thonn. and Quassia amara L. using normal phase thin layerchromatography (Master's Thesis, University of Suriname).Firn, R. (2010a). Natures Chemicals : The Natural Products that shaped our world.New York: Oxford University Press.Firn, R. (2010b). Natures Chemicals : The Natural Products that shaped our world.New York: Oxford University Press.Gaire, B. P., & Subedi, L. (2014). Phytochemistry, pharmacology and medicinal propertiesof Phyllanthus emblica Linn. Chinese Journal of Integrative Medicine, (January).Ghosh, S. (2016). Biosynthesis of structurally diverse triterpenes in plants: The role ofoxidosqualene cyclases. Proceedings of the Indian National Science Academy, 82(4).Harb, J., Alseekh, S., Tohge, T., & Fernie, A. R. (2015). Profiling of primarymetabolites and flavonols in leaves of two table grape varieties collected from Semiarid andtemperate regions. Phytochemistry, 117(October 2016), 444455.Hostettmann, K., Marston, A., Hostettmann, M. (1998). Preparative chromatography technique :Applications in natural product isolation. (pp. 15-17). Springer- Verlag Berlin Heideiberg.Ionescu, M., & Petrovi?, Z. S. (2011). Phenolation of vegetable oils. Journal of the SerbianChemical Society, 76(4), 591606.Jarchow-Choy, S. K., Koppisch, A. T., & Fox, D. T. (2014). Synthetic routes tomethylerythritol phosphate pathway intermediates and downstream isoprenoids. Current OrganicChemistry, 18(8), 10501072.Kabera, J. N., Semana, E., Mussa, A. R. & He, X. (2014). Plant secondarymetabolites: Biosynthesis, classification, function and pharmacological properties.Journal of Pharmacy and Pharmacology, 2, 377392.Kassuya, C. A. L., Silvestre, A. A., Rehder, V. L. G. & Calixto, J. B. (2003). Anti- allodynicand anti-oedematogenic properties of the extract and lignans from Phyllanthus amarus inmodels of persistent inflammatory and neuropathic pain. European Journal of Pharmacology, 478,145153.Kaufman, P. B. (1999). Bioseparation of compounds. In Natural Products from Plants (pp.235236). CRC Press.Kavit, M., Patel, B. N., & Jain, B. K. (2013). Phytochemical analysis of leaf extract ofPhyllanthus fraternus. Research Journal of Recent Sciences, 2, 1215.Khatoon, S., Rai, V., Rawat, A. K. S., & Mehrotra, S. (2006). Comparativepharmacognostic studies of three Phyllanthus species. Journal ofEthnopharmacology, 104, 7986.Kintzios, S. E. (2006). Terrestrial plant-derived anticancer agents and plant speciesused in anticancer research. Critical Reviews in Plant Sciences, 25(2), 79113.Krithika, R., Verma, R. J., Shivastav, P. S., & Suguna, L. (2011). Phyllanthin ofstandardized Phyllanthus amarus extract attenuates liver oxidative stress in mice and exertscytoprotective activity on human hepatoma cell line. Journal of Clinical and ExperimentalHepatology, 1(2), 5767.Liu, S., Wei, W., Shi, K., Cao, X., Zhou, M. & Liu, Z. (2014). In vitro and in vivoanti-hepatitis B virus activities of the lignan niranthin isolated from Phyllanthus niruri L.Journal of Ehnopharmacology, 155(2), 10611067.Maciel, M. A. M., Cunha, A. F., & Dantas, T. N. C. (2007). NMR characterization of bioactivelignans from Phyllanthus amarus Schum & Thorn. Annals of Magnetic Resonance, 6(3), 7682.Mahbuba Khatun, Mirajum Billah, & Md. Abdul Quader. (2012). Sterols and sterol glucoside fromPhyllanthus species. Dhaka University Journal of Science, 60(1), 510.Mahbubur Rahman, A. H. M. & Akter, M. (2013). Taxonomy and medicinal uses of Euphorbiaceae (Spurge ) family of Rajshahi , Bangladesh. Research in Plant Sciences, 1(3), 7480.Marcotullio, M. C., Pelosi, A., & Curini, M. (2014). Hinokinin, an emerging bioactive lignan.Journal of Molecules, 19(9), 1486214878.Md. Torequl Islam, da Mata, A. M. O. F., de Aguiar, R. P. S., Paz, M. F. C. J., de Alencar, M. V.O. B., Ferreira, P. M. P., et al. (2016a). Therapeutic potential of essential oils focusing onditerpenes. Phytotherapy Research, (October).Md. Torequl Islam, da Silva, C. B., de Alencar, M. V. O. B., Paz, M. F. C. J., deCastro Almeida, F. R., & de Carvalho Melo-Cavalcante, A. A. (2016b). Diterpenes:Advances in neurobiological drug research. Phytotherapy Research, 30(6), 915928.Ministry of Science, Technology and Environment. (1998a). Biological Diversity.Kuala Lumpur, Malaysia.Ministry of Science, Technology and Environment. (1998b). Malaysias National Policy OnBiological Diversity. Kuala Lumpur, Malaysia.Mohd Raznan Ramli, Milow, P., & Chooi, O. H. (2015). Traditional knowledge of a practitioner inmedicinal plants of Masjid Ijok village, Perak, Malaysia. Ethno Med, 9(1), 5966.Murugaiyah, V., & Chan, K. L. (2007). Determination of four lignans in Phyllanthus niruri L. bya simple high-performance liquid chromatography method withfluorescence detection. Journal of Chromatography A, 1154(1-2), 198204.Ododo, M. M., Choudhury, M. K., & Dekebo, A. H. (2016). Structure elucidation of-sitosterol with antibacterial activity from the root bark of Malva parviflora.SpringerPlus.Ojo, S. K. S., Esumeh, F. I., Osanyinlusi, S. A., & Jeje, T. O. (2017). Phytochemical andantibacterial properties of Diodia scandens and Phyllanthus amarus on Staphylococciisolated from patients in tertiary hospitals in Nigeria. Journal of Medicinal Plants for EconomicDevelopment, 1(1), 16.Parvathaneni, M., Battu, G. R., Gray, A. I., & Gummalla, P. (2014). Investigation of anticancerpotential of hypophyllanthin and phyllanthin against breast cancer by in vitro and in vivomethods. Asian Pacific Journal of Tropical Disease, 4(1), 7176.Patel, J. R., Tripathi, P., Sharma, V., Chauhan, N. S., & Dixit, V. K. (2011).Phyllanthus amarus: Ethnomedicinal uses, phytochemistry and pharmacology: A Review. Journal ofEthnopharmacology, 138(2), 286313.Pierre, L. L., & Moses, M. N. (2015). Isolation and characterisation of stigmasterol and -sitosterol from Odontonema Strictum ( Acanthaceae ). Journal of Innovations inPharmaceuticals and Biological Sciences, 2(1), 8895.Rajeshkumar, N. V., Joy, K. L., Kuttan, G., Ramsewak, R. S., Nair, M. G., & Kuttan,R. (2002). Antitumour and anticarcinogenic activity of Phyllanthus amarus extract. Journalof Ethnopharmacology, 81(1), 1722.Ramasamy, S., Norhanom Abdul Wahab, Nurhayati Zainal Abidin, & Manickam, S. (2011). Cytotoxicityevaluation of five selected Malaysian Phyllanthaceae species on various humancancer cell lines. Journal of Medicinal Plants Research, 5(11), 22672273.Rana, S., Bhatt, C., Kanaki, N., & Zaveri, M. (2012). Evaluation of cytotoxicity of someselected medicinal plants. International Journal for Pharmaceutical and Allied Research,2(3), 290295.Rumzhum, N. N., Md. Hossain Sohrab, Muhammad Abdullah Al-Mansur, Mohammad S.Rahman, Choudhury M. Hasan & Mohammad A. Rashid. (2012). Secondary metabolites from JatrophaPodagrica Hook, 23(1), 2937.Sarin, B., Verma, N., Martin, J. P. & Mohanty, A. (2014). An overview of important ethnomedicinalherbs of Phyllanthus species: Present status and future prospects. The Scientific World Journal,2014, 112.Satya, P. M, Suman, J. DSD., Narendra, K., Srinivas, K., Srilakshmi, B. J., Lakshmi Chandana M, Krishna, S. A. (2016). Phytochemical and pharmacological evaluation of Euphorbiaceaefamily plant leaves- Acalypha Indica L., Croton Bonplandianum Baill. Mintage Journal ofPharmaceutical & Medical Sciences,4(3), 1722.Shakil, N. A, Pankaj, Kumar, J., Pandey, R. K., & Saxena, D. B. (2008). Nematicidalprenylated flavanones from Phyllanthus niruri. Phytochemistry, 69(3), 75964.Shilali, K., Ramachandra, Y. L., Rajesh, K. P., & Kumara Swamy, B. E. (2014).Assessing the antioxidant potential of Phyllanthus acidus bark extracts.International Journal of Pharmacy and Pharmaceutical Sciences, 6(6), 522531.Siti Fatimah Sabran, Maryati Mohamed & Mohd Fadzelly Abu Bakar. (2016). Ethnomedicalknowledge of plants used for the treatment of tuberculosis in Johor, Malaysia.Evidence-Based Complementary and Alternative Medicine, 2016(January), 112.Srirama, R., Deepak, H. B., Senthilkumar, U., Ravikanth, G., Gurumurthy, B. R.,Shivanna, M. B., et al. (2012). Hepatoprotective activity of Indian Phyllanthus. PharmaceuticalBiology, 50(8), 948953.Srivastava, V., Singh, M., Malasoni, R., Shanker, K., Verma, R. K., Gupta, M. M., et al. (2008).Separation and quantification of lignans in Phyllanthus species by a simple chiral densitometricmethod. Journal of Separation Science, 31, 4755.Stavroula, M., & Rahul, J. (2016). Mediterranean climate affects the biosynthesis of secondarymetabolites in common medicinal plants. International Journal of Botany and Research, 6(4),1728.Strzemski, M., Wjciak-Kosior, M., Sowa, I., Rutkowska, E., Szwerc, W., Kocjan, R., et al. (2016).Carlina species as a new source of bioactive pentacyclic triterpenes. Industrial Crops andProducts, 94(October), 498504.Syed Ahmad Tajudin Tuan Johari, Nashriyah Mat, Siti-Aishah Abu Bakar, M. YusranA. Aziz, Afnani Alwi & Abdul Manaf Ali. (2012). Cytotoxicity, antiproliferative effects, andapoptosis induction of methanolic extract of cynometra cauliflora linn. Whole fruit onhuman promyelocytic leukemia HL-60 cells. Evidence- Based Complementary and AlternativeMedicine, 2012, 16.The Plant List (2010). Phyllanthus. Retrieved from http://www.theplantlist.org/Umar Mahmood, Kaul, V. K., & Singh, B. (2002). Sesquiterpene and long chain ester from Tanacetumlongifolium. Phytochemistry, 61(8), 913917.Vlahov, G. (1999). Application of NMR to the study of olive oils. Progress in NuclearMagnetic Resonance Spectroscopy, 35(79), 341357.Vlahov, G., Shaw, A. D., & Kell, D. B. (1999). Use of 13C nuclear magnetic resonancedistortionless enhancement by polarization transfer pulse sequence and multivariate analysisto discriminate olive oil cultivars. Journal of AmericanOil Chemistry Society, 76(10), 12231231.Wang, Y. J., Zhou, S. M., Xu, G., & Gao, Y. Q. (2015). Interference ofphenylethanoid glycosides from Cistanche tubulosa with the MTT assay. Journal of Molecules, 20(5),80608071.Wei, W. X., Gong, X. G., Omar Ishrud, & Pan, Y. J. (2002). New lignan isolated from Phyllanthus niruri Linn. structure elucidation by NMR spectroscopy. Bull. Korean Chemistry Society,23(6), 896898.Yoon, S. J., Sukweenadhi, J., Khorolragchaa, A., Mathiyalagan, R., Subramaniyam, S., Kim, Y.J.,et al. (2016). Overexpression of Panax ginseng sesquiterpene synthase gene conferstolerance against Pseudomonas syringae pv. tomato in Arabidopsis thaliana. Physiology andMolecular Biology of Plants, (October).Zhang, Y. J., Abe, T., Tanaka, T., Yang, C. R., & Kouno, I. (2001). Phyllanemblinins A-F, newellagitannins from Phyllanthus emblica. Journal of Natural Products,64(12), 15271532.