Characterization of Chemical Constituent and Biological Activity of Roots from Cleistanthus oblonggifolius (Roxb.) Mull. Arg

Saranya Wattananon

Department of Food Science, Faculty of Agricultural Technology, Lampang Rajabhat University, Lampang, Thailand.

Wilart Pompimon *

Department of Chemistry, Faculty of Science, Lampang Rajabhat University, Lampang, Thailand.

Phansuang Udomputtimekakul

Department of Chemistry, Faculty of Science, Lampang Rajabhat University, Lampang, Thailand.

Puttinan Maepowpan

Department of Chemistry, Faculty of Science, Chiang Mai University, 239 Huay Kaew Road, Chiang Mai, Thailand.

Thanatcha Taratong

Department of Chemistry, Faculty of Science, Lampang Rajabhat University, Lampang, Thailand.

Amornrat Khamkaew

Department of Chemistry, Faculty of Science, Lampang Rajabhat University, Lampang, Thailand.

Atchariyaporn Mookaewkrue

Department of Chemistry, Faculty of Science, Lampang Rajabhat University, Lampang, Thailand.

Raksina Boonthadang

Department of Chemistry, Faculty of Science, Lampang Rajabhat University, Lampang, Thailand.

Nopawit Khamto

Department of Chemistry, Faculty of Science, Chiang Mai University, 239 Huay Kaew Road, Chiang Mai, Thailand and Graduate School, Chiang Mai University, 239 Huay Kaew Road, Chiang Mai, Thailand.

Puracheth Rithchumpon

Department of Chemistry, Faculty of Science, Chiang Mai University, 239 Huay Kaew Road, Chiang Mai, Thailand.

Narong Nuntasaen

Center of Innovation in Chemistry, Mahidol University, Rama 6 Road, Bangkok, Thailand.

*Author to whom correspondence should be addressed.


Abstract

Background: C. oblongifolius is a species of Asian trees, originally described by William Roxburgh and later placed by Johannes Müller Argoviensis; it is now included in the family Phyllanthaceae. Distributed throughout Indochina and Malesia, its name in Vietnam is cọc rào; it has been recorded from the Andaman & Nicobar Islands, Australia (Queensland), Bangladesh, Borneo, Cambodia, Java, Lesser Sunda Islands, peninsular Malaysia, Maluku, Myanmar, New Guinea, Philippines, Solomon Islands, Sulawesi, Sumatera, Vietnam and Thailand. Several species of this genus are highly poisonous (C. collinus), some are brewed for treating dysentery (C. decurrens), and used for treatment of asthma (C. myrianthus).

Objective: This study was conducted to investigate the effect of crude extract and purified substance on inhibition of AIDS and cancer.

Methods: Phytochemical studies were extracts from these solvents used for the study: hexane, ethyl acetate and methanol. The dried herbs were ground and extracted by chromatography. Extracts and compound have been tested for HIV-1 RT, anti-syncytium and cytotoxicity. The obtained purification compounds were used to determine the structure by spectroscopic techniques such as UV. IR, NMR and MS.

Results: The study found that compound 3-O-methylellagic acid 4'-O-alpha-L-rhamnopyranoside from the roots of this plant, it was also found that ethyl acetate and methanol class extracts inhibited anti-HIV-1 RT up to 100% and 65% pure substance. For all extracts and purified compounds, syncytium inhibition assay showed inhibition HIV with EC50 <7.8 µM, TI>2.31. SH-SY5Y anticancer was showed with ED50 = 6.7 µM.

Conclusion: C. oblongifolius extract, most of these fractions were potent in inhibiting HIV-1 RT and syncytium (MC99+1A2) inhibition. In addition, hexane extract inhibited the growth of SH-SY5Y cancer cells more than other cancer cells. However, the isolated purified compound only had an inhibitory effect on HT-29 cells with ED50 10.11 µg/mL.

Keywords: Cleistanthus oblonggifolius, PHYLLANTHACEAE, biological activity


How to Cite

Wattananon, Saranya, Wilart Pompimon, Phansuang Udomputtimekakul, Puttinan Maepowpan, Thanatcha Taratong, Amornrat Khamkaew, Atchariyaporn Mookaewkrue, Raksina Boonthadang, Nopawit Khamto, Puracheth Rithchumpon, and Narong Nuntasaen. 2022. “Characterization of Chemical Constituent and Biological Activity of Roots from Cleistanthus Oblonggifolius (Roxb.) Mull. Arg”. Asian Journal of Applied Chemistry Research 12 (2):53-60. https://doi.org/10.9734/ajacr/2022/v12i2219.

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References

Pinho PM, Kijjoa A. Chemical constituents of the plants of the genus Cleistanthus and their biological activity. Phytochem. Rev. 2007;6:175–182.

Samitinan T. Thai plant names (botanical names-vernacular names) 2514;141.

Rodríguez PA. The occurrence of piscicides and stupefactants in the plant kingdom. Advances in economic botany. 1990;1-23.

Perry LM, Metzger J. Medicinal plants of East and Southeast Asia:attributed properties and uses. MIT Press, Cambridge, London.1980;620.

Shi RF, Guo JJ, Wang YT, Yang BJ, Chen DZ, Hao XJ. Two new bioactive lignans from leaves and twigs of Cleistanthus concinnus Croizat. Natural Product Research. 2019;1-7.

Pinho PM, Naengchomnong W, Kijjoa A, Nazareth N, Artur MSS, Eaton G, Herz W. An unusual glucoside from Cleistanthus gracilis. Phytochemistry. 2006;67:1789–1792.

Sastry KV, RAO EV, Buchanan JG, Stureons RJ. Cleitanthoside B, A diphyllin glycoside Patulus heartwood. Phytochemistry. 1987;26:1153-1154.

Meenakshi J, S Govindaswamy. Cleistanthin A, a diphyllin glycoside from Cleistanthus collinus, is cytotoxic to PHA-stimulated (proliferating) human lymphocytes. Drug Dev. Res. 2000; 51:187–190.

Hillis WE, Yazaki Y. Properties of some methylellagic acids and their glycosides, Phytochemistry. 1973;12: 2963-2968.

Pompimon W, Sombutsiri P, Baison W, Udomputtimekakul P, Chuajedton A, Suksen K,Limthongkul J, Naparswad C. Cancer cytotoxic and anti-HIV potential of triphala herb mixture on from Chae Son, Lampang, Thailand. Journal of Pharmaceutical Research International. 2019;1-9.

Sandhya T, Lathika KM, Pandey BN, Mishra KP. Potential of traditional ayurvedic formulation, Triphala, as a novel anticancer drug. Cancer Letters. 2006; 231:206–14.

Shi Y, Sahu RP, Srivastava SK. Triphala inhibits both in vitro and in vivo xenograft growth of pancreatic tumor cells by inducing apoptosis. BMC Cancer. 2008;8:294.

Kiser R, Makovsky S, Terpening SJ, Laing N, Clanton DJ. Assessment of a cytoprotection assay for the discovery and evaluation of anti-human immunodeficiency virus compounds utilizing a genetically- impaired virus. J Virol Meth. 1996;58:99–109.

Nara PL, Hatch WC, Dunlop NM, Robey WG, Arthur LO, Gonda MA, et al. HIV, Perinatal infections, and therapy: The role of the placenta. AIDS Res Hum Retrovirus. Phytochemistry.1973;12:2963-2968.

Sharma A, Sharma KK. Chemoprotective role of triphala against 1,2-dimethyl hydrazine dihydrochloride induced carcinogenic damage to mouse liver. Indian. Journal of Clinical Biochemistry. 2011;26:290–5.

Silprasit K, Thammaporn R, Tecchasakul S, Hannongbua S, Choowongkomon K Simple and rapid determination of the enzyme kinetics of HIV-1 reverse transcriptase and anti-HIV-1 agents by a fluorescence-based method. J Virol Methods. 2011;171(2):381–7.

Singha A, Bajpaia V, Kumara S, Sharmac KR, Kumara B. Profiling of gallic and ellagicacid derivatives in different plant parts of Terminalia arjuna by HPLC-ESI-QTOF-MS/MS. Natural Product Communications. 2016;11(2):239-244.

Jang DS, Yoo NH, Kim JM, Lee YM, Yoo JL, Kim YS and Kim JS. An ellagic acid rhamnoside from the roots of Potentilla discolor with protein glycation and rat lens aldose reductase inhibitory activity. Natural Product Sciences. 2007;13(2):160-163.

Lee SY, Kim YK, Park NIl, Kim CS, Lee CY, and Park SU. Chemical constituents and biological activities of the berry of Panax ginseng. Journal of Medicinal PlantsResearch. 2010;4(5):349-353.

Sun Y. Structure and biological activities of the polysaccharides from the leaves, roots and fruits of Panax ginseng C.A. Meyer:An overview. Carbohydrate Polymers. 2011; 85:490-499.