Chemical constituents from the roots of Polygala wattersii Hance

doi:10.5246/jcps.2014.10.092

Journal of Chinese Pharmaceutical Sciences ›› 2014, Vol. 23 ›› Issue (10): 723-730.DOI: 10.5246/jcps.2014.10.092

• Original articles • Previous Articles Next Articles

Chemical constituents from the roots of Polygala wattersii Hance

Yuhong Zhou¹, Qiang Guo², Yong Jiang¹, Pengfei Tu^1,2*

1. State Key Laboratory of Natural and Biomimetic Drugs, Peking University Health Science Center, Beijing 100191, China
2. Modern Research Center for Traditional Chinese Medicine, Beijing University of Chinese Medicine, Beijing 100029, China

Received:2014-01-13 Revised:2014-02-10 Online:2014-10-31 Published:2014-02-15
Contact: Tel.: 86-10-82802750, Fax: 86-10-82802859
Supported by:
The National Key Technology R&D Program “New Drug Innovation” of China (Grant No. 2012ZX09301002-002-002, 2012ZX09304-005), special funds for scientific research on traditional Chinese medicine (Grant No. 201307002), and National Science Fund for Excellent Young Scholars (Grant No. 81222051).
a These authors contribute to the paper equally.

Abstract

Abstract:

To investigate the chemical constituents of the roots of Polygala wattersiiHance,the separation and purification were performed by solvent extraction and repeated column chromatography (CC) on silica gel, Sephadex LH-20 and macroporous resin D101, preparative TLC and semi-preparative HPLC. The structures were identified by spectroscopic analysis and comparison of their¹H and ¹³C NMR data with those reported in literatures. Twenty-three known compounds, including eleven xanthones (1-11), nine sugar esters (12–20), two triterpenoid saponins (21 and 22) and one phenylpropanoid (23) were isolated and their structures were identified as 1,3-dihydroxyxanthone (1), 1-hydroxy-3-methoxyxanthone (2), 1,3-dihydroxy-2-methoxyxanthone (3), 1,3,7-trihydroxy-2-methoxyxanthone (4), 1,3,6-trihydroxy-2,7-dimethoxyxanthone (5), 1,6,7-trihydroxy-2,3-dimethoxyxanthone (6), 1,7-dihydroxy-2,3-methylenedioxyxanthone (7), 1,7-dimethoxyxanthone (8), 1,2,3-trimethoxyxanthone (9), 1-methoxy-2,3-methylenedioxyxanthone (10), 6-hydroxy-1-methoxy-2,3-methylenedioxyxanthone (11), 3'-O-feruloyl-6-O-acetyl sucrose (12), arillatose B (13), sibricose A₅(14), sibricose A₆ (15), 3',6-di-O-sinapoyl sucrose (16), tenufoliside A (17), 3'-O-3,4,5-trimethoxycinnamoyl-6-O-p-methoxybenzoyl sucrose (18), glomeratose A (19), 1-O-p-coumaroyl-D-glucopyranose (20), bayogenin-3-O-glucoside (21), tenufolin (22), and sinapic acid (23). Among them, compounds 2 and 12 were obtained from genus Polygala for the first time, and except compound 16, all others were isolated from this species for the first time.

Key words: Polygalaceae, Polygala wattersii Hance, Chemical constituents, Xanthones, Sugar esters

CLC Number:

R284

Supporting:

Yuhong Zhou, Qiang Guo, Yong Jiang, Pengfei Tu . Chemical constituents from the roots of Polygala wattersii Hance[J]. Journal of Chinese Pharmaceutical Sciences, 2014, 23(10): 723-730.

References

[1] Chen, S.K. Acta Phytotaxon. Sin. 1991, 29, 193-229.

[2] Kobayashi, W.; Miyase, T.; Suzuki, S.; Noguchi, H.; Chen, X.M. J. Nat. Prod. 2000, 63, 1121-1126.

[3] Jiang, Y.; Tu, P.F. Phytochemistry. 2002, 60, 813-816.

[4] Jiang, Y.; Tu, P.F. Chin. Tradit. Herb. Drugs. 2002, 22, 875-877.

[5] Jiang, Y.; Tu, P.F. Chem. Pharm. Bull. 2005, 53, 1164-1166.

[6] Li, J.; Wang, J.; Jiang, Y.; Tu, P.F. Chin. Tradit. Herb. Drugs. 2005, 36, 1124-1126.

[7] Li, J.; Jiang, Y.; Tu, P.F. J. Nat. Prod. 2005, 68, 739-744.

[8] Jiang, Y.; Zhang, W.; Tu, P.F.; Xu, X.J. J. Nat. Prod. 2005, 68, 875-879.

[9] Li, J.; Jiang, Y.; Tu, P.F. J. Nat. Prod. 2005, 68, 1802-1804.

[10] Chang, H.T.; Tu, P.F. Helv. Chim. Acta. 2007, 90, 944-950.

[11] Zhou, Y.H.; Jiang, Y. Wen, J.; Chen, Y.P.; Tu, P.F. J. Chin. Pharm. Sci. 2008, 17, 148-152.

[12] Song, Y.L; Zhou, S.X.; Wei, H.L.; Jiang, Y.; Tu, P.F. Nat. Prod. Commun. 2012, 7, 1165-1168.

[13] Yu, D.Q.; Yang, J.S. Handbook of Analytical Chemistry. Vol.7. Beijing: Chemical Industry Press. 1999, 839-840.

[14] Gnerre, C.; Thull, U.; Gaillard, P.; Carrupt, P.A.; Testa, B.; Fernandes, E.; Silva, F.; Pinto, M.; Pinto, M.M.M.; Wolfender, J.L.; Hostettmann, K.; Cruciani, G. Helv. Chim. Acta. 2001, 84, 552-570.

[15] Mao, S.L.; Liao, S.X.; Wu, J.H.; Ling, N.; Chen, H.; Ling, H.Q.; Lin, M.Z. Acta Pharm. Sin. 1997, 32, 360-362.

[16] Lin, L.L.; Huang, F.; Chen, S.B.; Yang, D.J.; Chen, S.L.; Yang, J.S.; Xiao, P.G. Chin. J. Chin. Mater. Med. 2005, 30, 827-830.

[17] Ikeya, Y.; Sugama, K.; Okada, M.; Mitsuh, H. Phytochemistry. 1991, 30, 2061-2065.

[18] Mao, S.L.; Liao, S.X.; Wu, J.H.; Ling, H.Q.; Chen, H.S.; Zhang, C.K. Acta Pharm. Sin. 1996, 31, 118-121.

[19] Fujita, T.; Liu, D.Y.; Ueda, S.; Takeda, Y. Phytochemistry. 1992, 31, 3997-4000.

[20] Zhu, D.N.; Li, L.; Zhu, Y.J.; Yan, Y.Q. J. Chin. Pharm. Univ. 2003, 34, 222-224.

[21] Nakano, K.; Murakami, K.; Takaishi, Y.; Tominatsu, T. Chem. Pharm. Bull. 1986, 34, 5005-5010.

[22] Kobayashi, W.; Miyase, T.; Suzuki, S.; Noguchi, H.; Chen, X.M. J. Nat. Prod. 2000, 63, 1066-1069.

[23] Miyase, T.; Noguchi, H.; Chen, X.M. J. Nat. Prod. 1999, 62, 993-996.

[24] Zhang, D.M.; Miyase, T.; Kuroyanagi, M.; Umehara, K.; Noguchi, H. Phytochemistry. 1998, 47, 45-52.

[25] Ikeya, Y.; Sugama, K.; Minoru, O.; Mitsuhashi, H. Chem. Pharm. Bull. 1991, 39, 2600-2605.

[26] Miyase, T.; Ueno, A. Shoyakugaku Zasshi. 1993, 47, 267-278.

[27] Moriguchi, T.; Villegas, R.J.A.; Kondo, T.; Kojima, M. Plant Cell Physiol. 1988, 29, 1221-1226.

[28] Zhang, D.M.; Miyase, T.; Kuroyanagi, M.; Umehara, K.; Ueno, A. Chem. Pharm. Bull. 1995, 43, 115-120.

[29] Sakuma, S.; Shoji, J. Chem. Pharm. Bull. 1982, 30, 810-821.

[30] Zhao, X.H.; Chen, D.H.; Si, J.Y.; Pan, R.L.; Shen, L.G. Acta Pharm. Sin. 2002, 37, 535-538.

Chemical constituents from the roots of Polygala wattersii Hance

RichHTML

PDF (PC)

Knowledge

Cited

Abstract

Cite this article

share this article

References

Related Articles 15

Recommended Articles

Metrics

Comments

[1]	Lei Jiang, Yujiao Tu, Weihua Dai, Lin Yuan. Chemical constituents from the calli of Maytenus hookeri [J]. Journal of Chinese Pharmaceutical Sciences, 2023, 32(4): 283-290.
[2]	Jingling Tan, Juan Lu, Guohua Zheng. Chemical constituents from the stem of Embelia laeta [J]. Journal of Chinese Pharmaceutical Sciences, 2022, 31(4): 264-269.
[3]	Chengneng Mi, Wenli Mei, Jingzhe Yuan, Wenxing Long, Haofu Dai. Chemical constituents from agarwood of Aquilaria filaria [J]. Journal of Chinese Pharmaceutical Sciences, 2021, 30(6): 505-517.
[4]	Tong Wu, Xiao Du, Jiannong Wang, Liangyu Liu, Yuke Yang. Two new glycoalkaloids from Solanum lyratum Thunb. [J]. Journal of Chinese Pharmaceutical Sciences, 2021, 30(6): 518-523.
[5]	Caicai Xi, Yunling Xu, Kang Feng, Renzhao Wu, Shihong Luo. Chemical constituents from the seeds of Capparis masaikai [J]. Journal of Chinese Pharmaceutical Sciences, 2021, 30(11): 924-931.
[6]	Huinan Wang, Jingzhen Zhang, Yuexin Cui, Siyu Wang, Hui Gao, Yao Zhang, Xinjie Wang, Ziye Yang, Mengyu Chen, Peihua Wang, Guimei Zhang, Yingzi Wang, Chao Zhang. Chemical comparison of Semen Euphorbiae and Semen Euphorbiae Pulveratum by UPLC-Q-TOF/MS coupled with multivariate statistical techniques [J]. Journal of Chinese Pharmaceutical Sciences, 2020, 29(7): 470-479.
[7]	Jing Chen, Li Cheng, Fuqian Wang, Xuanbin Wang, Yonghui Zhang, Xincai Hao. Chemical constituents from Trichosanthes cucumeroides [J]. Journal of Chinese Pharmaceutical Sciences, 2020, 29(6): 431-438.
[8]	Fangfang Xu, Biao Sun, Xiaoqi Zhang, Bo Liu. Flavonoid C-glycosides from the seeds of Hovenia dulcis Thunb. [J]. Journal of Chinese Pharmaceutical Sciences, 2020, 29(11): 813-818.
[9]	Xiaolu Yang, Xingyang Xue, Yan Lin, Qiyun Huang, Maoyan Mo, Shumei Wang, Jiang Meng. Chemical constituents from the Moutan Cortex charcoal and their potential coagulation activities [J]. Journal of Chinese Pharmaceutical Sciences, 2018, 27(9): 608-616.
[10]	Chuanjun Huang, Xiaorui Liu, Mi Zhang, Qiong Bie, Fanrong Zeng, Yanyan Wang, Chunmei Chen, Hucheng Zhu, Yonghui Zhang. A new alkaloid from Chaetomium globosum [J]. Journal of Chinese Pharmaceutical Sciences, 2018, 27(9): 617-622.
[11]	Qian Li, Shuding Sun, Meiying Wang, Caifeng Li, Dan Yuan, Hongzheng Fu. Chemical constituents and analgesic activity of Aconitum kusnezoffii Reichb. [J]. Journal of Chinese Pharmaceutical Sciences, 2018, 27(12): 855-863.
[12]	Li Cheng, Jing Chen, Yan Tan, Fuqian Wang, Xuanbin Wang, Yongbo Xue, Xincai Hao, Yonghui Zhang. Chemical constituents from Teucrium viscidum [J]. Journal of Chinese Pharmaceutical Sciences, 2018, 27(10): 719-723.
[13]	Xintao Chen, Hong Lan, Tao Zheng, Yongcheng Dong, Jun Liang, Chen Li. Chemical constituents isolated from the endophytic fungus Penicillium commune [J]. Journal of Chinese Pharmaceutical Sciences, 2017, 26(2): 156-160.
[14]	Ying Zhou, Wenguang Wang, Pengfei Tu, Yong Jiang . Chemical constituents from Murraya tetramera Huang [J]. Journal of Chinese Pharmaceutical Sciences, 2016, 25(3): 201-205.
[15]	Chen Chen, Guandi Luo, Rong Hu, Hongzheng Fu. Chemical constituents from Paliurus ramosissimus [J]. Journal of Chinese Pharmaceutical Sciences, 2016, 25(2): 111-115.