a new phenolic glycoside from paeonia lactiflora
TRANSCRIPT
Fitoterapia 77 (2006) 613–614www.elsevier.com/locate/fitote
Phytochemical communication
A new phenolic glycoside from Paeonia lactiflora
Dean Guo a,b,⁎, Guan Ye a, Hui Guo b
a Shanghai Institute of Materia Medica, Shanghai Institutes for Biological Sciences, Chinese Academy of Sciences, Shanghai, 201203, PR Chinab The State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Beijing, 100083, PR China
Received 18 February 2005; accepted 26 May 2006Available online 7 July 2006
Abstract
A new phenolic glycoside , 2-methoxy-5-(E)-propenyl-phenol-β-vicianoside, was isolated from the root of Paeonia lactiflora.The structure of the new glycoside was elucidated by chemical and spectroscopic methods.© 2006 Elsevier B.V. All rights reserved.
Keywords: Paeonia lactiflora; 2-Methoxy-5-(E)-propenyl-phenol-β-vicianoside
1. Plant
Paeonia lactiflora pall. (Ranunculaceae), root was purchased in August 2001 in Duolun county, Inner MongoliaAutonomy Region, China. A voucher specimen, identified by Prof. Dean Guo, was deposited in the Herbarium of theSchool of Pharmaceutical Sciences, Peking University Health Science Center, Beijing, PR China.
2. Uses in traditional medicine
The root of P. lactiflora is mainly used for the treatment of muscular spasm, chest pains, diarrhoea, blood and liverdisorders and as a general analgesic [1].
3. Previously isolated classes of constituents
Monoterpenes [2–7], triterpenes [8].
⁎ Corresponding author. The State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University,Beijing, 100083, PR China. Tel./fax: +86 10 82802700.
E-mail address: [email protected] (D. Guo).
0367-326X/$ - see front matter © 2006 Elsevier B.V. All rights reserved.doi:10.1016/j.fitote.2006.05.026
614 D. Guo et al. / Fitoterapia 77 (2006) 613–614
4. New-isolated constituent
2-Methoxy-5-(E)-propenyl-phenol-β-vicianoside (1) (yield: 0.0012% from dried roots).
2-Methoxy-5-(E)-propenyl-phenol-β-vicianoside (1). Colorless powder, mp.107–111 °C; IR bands (KBr): 3405,2920, 1600, 1587, 1512, 1452, 962 cm−1; 1H NMR (500 MHz, CD3OD-d4): δ 7.13 (1H, d, J 8.0 Hz, H-3), 6.94 (1H,dd, J 8.0, 1.8 Hz, H-4), 7.01 (1H, d, J 1.8 Hz, H-6), 6.38 (1H, dd, J 1.3, 16.5 Hz, H-7), 6.20 (1H, m, H-8), 1.87 (3H,dd, J 1.4, 7.0 Hz, H-9), 3.89 (3H, s H-10), 4.93 (1H, d, J 7.5 Hz, H-1′), 3.48 (1H, m, H-2′), 3.48 (1H, m, H-3′), 3.41(1H, m, H-4′), 3.63 (1H, m, H-5′), 4.10 (1H, dd, J 2.0, 12.0 Hz, H-6′α), 3.77 (1H, m, H-6′β), 4.29 (1H, d, J 7.0 Hz,H-1″), 3.58 (1H, m, H-2″), 3.48 (1H, m, H-3″), 3.77 (1H, m, H-4″), 3.83 (1H, dd, J 3.0, 12.0 Hz, H-5″α), 3.41 (1H, m,H-5″β); 13C NMR (125 MHz, CD3OD-d4): 145.8 (C-1), 149.8 (C-2), 117.2 (C-3), 119.2 (C-4), 133.7 (C-5), 109.9 (C-6), 130.8 (C-7), 124.3 (C-8), 17.5 (C-9), 55.7 (C-10), 101.6 (C-1′), 73.9 (C-2′), 76.7 (C-3′), 70.5 (C-4′), 76.4 (C-5′),68.2 (C-6′), 103.8 (C-1″), 71.5 (C-2″), 73.1 (C-3″), 68.5 (C-4″), 65.7 (C-5″).
NFAB-MS m/z: 457 [M-1]−, 325 [M+-1-132], 163 [M+-1-132-162]; HR-MS m/z: 481.1671 [M+Na]+, (calc.481.1680, C21 H30 O11 Na).
Acknowledgements
We thank The Ministry of Science and Technology of China and the National Natural Science Foundation of China(39925040) for the financial support.
References
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