Chemical Constituents from Hexane Crude Extracts of Artocarpus thailandicus Leaves (Moraceae)
Abstract
The dried powder leaves of Artocarpus thailandicus was extracted with hexane at room temperature. The isolation of natural products from hexane crude extracts of Artocarpus thailandicus leaves were carried out by column chromatography over silica gel 60 and eluted with 0% - 100% ethyl acetate in hexane to give 8 fractions. Fraction 5 was further purified by column chromatography over silica gel 60 and eluted with 20% ethyl acetate in hexane to give one pure compound. One isolated compound was obtained as the white needle after recrystallization by hexane with melting point 214 – 215 °C. The structure of the compound was identified by 1 H NMR, 13C NMR, DEPT-90 and DEPT-135 techniques using Nuclear Magnetic Resonance technique. The spectra of this compound were compared to the spectra from previous work. The result indicated that this compound is Lupeol. Keywords : Artocarpus thailandicus, LupeolReferences
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Boonkla, W., Pitchuanchom,S., Meepowpan, P., Thaisuchat, H., Nuntasaen, N., Punyanitya, S. and Pompimon, W. (2011). Aromatic Compound Glucopyranoside from New Species Artocarpus thailandicus. American Journal of Applied Sciences, 8 (11) , 1093-1097
Chayamarit, G. and Poopattanapong, L. (2002). Thai Herbs, Part 7. Bangkok: Prachachon. (in Thai)
Hakima, E.H., Asnizar., Yurnawilis., Aimi, N., and Takayama, H. (2002). Artoindonesianin P, a new prenylated flavones with cytotoxic activity from Artocarpus lanceifolius. Fitoterapia, 73, 668–673.
Hsu, C.- L., Shyu, M.- H., Lin, J.- A., Yen, G.- C. and Fang, S.- C. (2011). Cytotoxic effects of geranyl flavonoid derivatives from the fruit of Artocarpus communis in SK-Hep-1 human hepatocellular carcinoma cells. Food Chemistry, 127, 127–134.
Laghari, A.H., Memona, S., Nelofarb, A. and Khan, K.M. (2011). Alhagi maurorum: A convenient source of lupeol. Industrial Crops and Products, 34, 1141– 1145.
Lan, W.C., Tzeng, C.W., Lin, C.C., Yen, F.L. and Ko, H.H. (2013). Prenylated flavonoids from Artocarpus altilis: Antioxidant activities and inhibitory effects on melanin production. Phytochemistry, 89, 78–88.
Lin, K.- W., Lin, C.- H., Tu, H.- Y., Ko, H.- H. and Wei, B.- L. (2009). Antioxidantprenyl flavonoids from Artocarpus communis and Artocarpus elasticus. Food Chemistry, 115, 558–562.
Mai, N. T. T., Hai, N. X., Phu, D. H., Trong, P. N. H. and Nhan, N. T. (2012). Three new geranyl aurones from the leaves of Artocarpus altilis. Phytochemistry Letters, 5, 647–650.
Minakawa, T., Toume, K., Arai, M.A., Koyano T., Kowithayakorn, T. and Ishibashi, M. (2013). Prenylflavonoids isolated from Artocarpus champeden with TRAIL-resistance overcoming activity.Phytochemistry, 96, 299–304.
Puntumchai, A., Kittakoop, P., Rajviroongit, S., Vimuttipong, S., Likhitwitayawuid, K., and Thebtaranonth, Y. (2004). Lakoochins A and B, New Antimycobacterial Stilbene Derivatives from Artocarpus lakoocha. Journal of Natural Products, 67, 485-486.
Ritsanaphan, W. (1998). Herbs to know (3rd edition). Bangkok: Chulalongkorn University. (in Thai)
Ruengrangsri, N. and Mongklakupt, T. (2004). Thai Herbs Book 1. Bangkok: Than Printing. (in Thai)
Saleem, M. (2009). Lupeol, a novel anti-inflammatory and anti-cancer dietary triterpene. Cancer Letters,
285 (2), 109-115.
Suhartati, T., et al. (2001). Artoindonesianin L, a new prenylated flavone with cytotoxic activity from Artocarpus rotunda. Fitoterapia, 72, 912-918.
Sapcharoen, P. (2005).Self-reliant health care with herbal medicine in primary health care. Bangkok: Samcharoen Panich. (in Thai)
Tsai, P.-W., De Castro-Cruz, K.A., Shen, C.-C., & Chiou, C.-T. (2013), Chemical constituents of Artocarpus camansi, Pharmacognosy Journal, 5, 80-82.
Wang, Y., Xu, K., Lin, L., Pan, Y. and Zheng, X. (2007). Geranyl flavonoids from the leaves of Artocarpus altilis. Phytochemistry, 68, 1300–1306.
Weng, J.R., Chan, S.C., Lu, Yi.H., Lin, H.C., Ko, H.H. and Lin, C.N. (2006).Antiplatelet prenylflavonoids from Artocarpus communis. Phytochemistry, 67, 824–829.
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Published
2017-07-14
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บทความวิจัยจากการประชุมวิชาการระดับชาติ"วิทยาศาสตร์วิจัย"ครั้งที่ 9
