



- Công bố khoa học và công nghệ Việt Nam
Dương Thúc Huy(2) , Nguyễn Hữu Hùng , Nguyễn Thị Ánh Tuyết , Bùi Xuân Hào(1)
Thành phần hóa học rễ cây chùm ruột mọc ở tỉnh Bình Thuận
Triterpenoids f-rom Phyllanthus acidus (L.) Skeels
Tạp chí Phát triển Khoa học & Công nghệ: Chuyên san Khoa học Tự nhiên
2018
2
The genus Phyllanthus (Phyllanthaceae) includes more than 900 plant species found in tropical and subtropical regions. Many of these species are widely used in folk medicine. The leaves, roots, and stem bark of Phyllanthus acidus (L.) Skeels have been used in Vietnamese folk medicine as an antibacterial, antiviral, analgesic, anti-inflammatory, neuroprotective, hepatoprotective, antifibrotic. F-rom the ethanol extract of the roots of Phyllanthus acidus (L.) Skeels growing in Binh Thuan province, six compounds phyllanthol (1), glochidone (2), lupeol (3), glochidonol (4), -lupene (5), and spruceanol (6) were isolated. Their structures were established by extensive spectroscopic analysis as well as comparison with NMR data in the literatures. This is the first time that compounds 4-6 were found in Phyllanthus acidus (L.) Skeels. Keywords—Phyllanthus acidus (L.) Skeels, lupane, phyllanthol, triterpene
The genus Phyllanthus (Phyllanthaceae) includes more than 900 plant species found in tropical and subtropical regions. Many of these species are widely used in folk medicine. The leaves, roots, and stem bark of Phyllanthus acidus (L.) Skeels have been used in Vietnamese folk medicine as an antibacterial, antiviral, analgesic, anti-inflammatory, neuroprotective, hepatoprotective, antifibrotic. F-rom the ethanol extract of the roots of Phyllanthus acidus (L.) Skeels growing in Binh Thuan province, six compounds phyllanthol (1), glochidone (2), lupeol (3), glochidonol (4), -lupene (5), and spruceanol (6) were isolated. Their structures were established by extensive spectroscopic analysis as well as comparison with NMR data in the literatures. This is the first time that compounds 4-6 were found in Phyllanthus acidus (L.) Skeels. Keywords—Phyllanthus acidus (L.) Skeels, lupane, phyllanthol, triterpene
- [1] R. Tanaka, Y. Kinouchi, S. Wada, H. Tokuda (2004), Potential anti-tumor promoting activity of lupane-type triterpenoids,Planta Medica Letters
- [2] B. Culhaogu, S.D. Hatipoglu, A.A. Donmez, G. Topcu (2015), Antioxidant and anticholinesterase activities of lupane triterpenoids,Medicinal Research Reviews
- [3] P. Sengupta, J. Mukhopadhyay (1966), Terpenoids and related compounds VII. Triterpenoids of Phyllanthus acidus,Phytochemistry
- [4] A.B. Alimboyoguen, D. Castro, K.A. Cruz, C. Shen, W. Li, C.Y. Ragasa (2014), Chemical constituents of the bark of Aleurites moluccana,Journal of Chemical and Pharmaceutical Research
- [5] S.B. Mahato, A.P. Kundu (1994), 13C NMR spectra of pentacyclic triterpenoids,Phytochemistry
- [6] E. Wenkert, G.V. Baddeley, I.R. Burfitt, L.N. Moreno (1978), Carbon–13 Nuclear magnetic resonance spectroscopy of naturally occurring substances,Organic Magnetic Resonance
- [7] W.A. Ayer, R.J. Flanagan, T. Reffstrup (1984), Metabolites of bird’s nest fungi,Tetrahedron
- [8] V.J. Ndlebe, N.R. Crouch, D.A. Mulholland (2008), Triterpenoid from the African tree Phyllanthus polyanthus,Phytochemistry Letters
- [9] T.T. Nguyen, T.H. Duong, T.A.T. Nguyen, X.H. Bui (2014), Study on the chemical constituents of Phyllanthus acidus,Journal of Science and Technology
- [10] J.J. Lv, S. Yu, Y.F. Wang, D. Wang, H.T. Zhu, R.R. Cheng, et al. (2014), Anti-hepatitus B virus norbisabolane sesquiterpenoids from Phyllanthus acidus,Journal of Organic Chemistry
- [11] Y. Leeya, M.J. Mulvany, E.F. Queiroz, A. Marston, K. Hostettmann, C. Jansakul (2010), Hypotensive activity of an n-butanol extract from leaves of Phyllanthus acidus,European Journal of Pharmacology
- [12] J.B. Calixto, A.R.S. Santos, V.C. Filbo, R.A. Yunes (1998), A review of the plants of the genus Phyllanthus,Medicinal Research Reviews
- [13] R. Tanaka, Y. Kinouchi, S. Wada, H. Tokud (2004), Potential anti-tumor promoting activity of lupane-type tritepenenoids f-rom the stem bark of Glochidion zeylancium and Phyllanthus flexuosus,Planta Medica Letters, vol. 70, pp. 1234–1236
- [14] B. Culhaogu, S.D. Hatipoglu, A.A. Donmez, G. Topcu (2015), Antioxidant and anticholinesterase activities of lupane triterpenoids and other constituents of Salvia trichoclada,Medicinal Research Reviews, vol. 24, pp. 3831–3837
- [15] P. Sengupta, J. Mukhopadhyay (1966), Terpenoids and related compds. VII. Triterpenoids of Phyllanthus acidus,Phytochemistry, vol. 5, no. 3, pp. 531–534
- [16] A.B. Alimboyoguen, D. Castro, K.A. Cruz, C. Shen, W. Li, C.Y. Ragasa (2014), Chemical constituents of the bark of Aleurites moluccana L. Willd,Journal of Chemical and Pharmaceutical Research, vol. 6, no. 5, pp. 1318–1320b
- [17] S.B. Mahato, A.P. Kundu (1994), 13C NMR spectra of pentacyclic triterpenoids, a compilation and some salient features,Phytochemistry, vol. 37, no. 6, pp. 1517–1575
- [18] E. Wenkert, G.V. Baddeley, I.R. Burfitt, L.N. Moreno (1978), Carbon–13 Nuclear magnetic resonance spectroscopy of naturally occurring substances LVII, triterpenes related to lupane and hopane,Organic Magnetic Resonance, vol. 11, no. 7, pp. 337–343
- [19] W.A. Ayer, R.J. Flanagan, T. Reffstrup (1984), Metabolites of bird’s nest fungi, new triterpenenoid carboxylic acids f-rom Cyathus striatus and Cyathus pygmaeus,Tetrahedron, vol. 40, no. 11, pp. 2069–2082
- [20] V.J. Ndlebe, N.R. Crouch, D.A. Mulholland (2008), Triterpenoid f-rom the African tree Phyllanthus polyanthus,Phytochemistry Letters, vol. 1, no. 11–17
- [21] T.T. Nguyen, T.H. Duong, T.A.T. Nguyen, X.H. Bui (2014), Study on the chemical constituents of Phyllanthus acidus (Euphorbiaceae),Journal of Science and Technology, vol. 52, no. 5A, pp. 156–161
- [22] J.J. Lv, S. Yu, Y.F. Wang, D. Wang, H.T. Zhu, R.R. Cheng, C.R. Yang, M. Xu, Y.J. Zhang (2014), Anti-hepatitus B virus norbisabolane sesquiterpenoids f-rom Phyllanthus acidus and the establishment of their absolute configurations using theoretical calculations,Journal of Organic Chemistry, vol. 79, no. 12, pp. 5432–5447
- [23] Y. Leeya, M.J. Mulvany, E.F. Queiroz, A. Marston, K. Hostettmann, C. Jansakul (2010), Hypotensive activity of an nbutanol extract and their purified compounds f-rom leaves of Phyllanthus acidus (L.) Skeel in rats,European Journal of Pharmacology, vol. 649, pp. 301–313
- [24] J.B. Calixto, A.R.S. Santos, V.C. Filbo, R.A. Yunes (1998), A review of the plants of the genus Phyllanthus: their chemistry, pharmacology, and therapeutic potential,Medicinal Research Reviews, vol. 18, no. 4, pp. 225–258