A New Compound from Polygonum amplexicaule var. sinense
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A NEW COMPOUND FROM Polygonum amplexicaule var. sinense
Guang-ming Xu,1 Fan Zhao,1,2 Fang Liu,1 Zhi-ying Yuan,1 Bi-qing Zhao,1 Li Li,1 Jia Cai,1 Ling-xi Li,1 Wei-he He,1 and Xiao-jiang Zhou1*
One new phenyl group dimeric compound, named polygamol A (1), together with two known compounds, 2,2-bis[4-(2,3-dihydroxypropoxy)phenyl]propane (2) and 1,3-di-O-[2′,2′-di-(p-phenylene)isopropylidene]glycerol (3), were isolated from the roots of Polygonum amplexicaule var. sinense. The structures of these compounds were elucidated based on spectroscopic analysis. The new compound exhibited weak activity in vitro against the MGC-803, A549, SMMC-7721, and HT-29 cell lines. Keywords: Polygonum amplexicaule var. sinense, phenyl group dimer, antitumor activity. In recent years, the incidence of malignant tumor diseases has increased all over the world. Although some progress has been made in the treatment of malignant tumors, it has little effect on the whole. At present, the drugs used to treat tumor are generally cytotoxic drugs, which often have many disadvantages such as high toxicity, poor selectivity, strong side effects, drug resistance, and so on [1]. Fortunately, more and more traditional Chinese medicines with better antitumor effect and less toxicity have been found [2]. Therefore, it has become popular to search for natural products with antitumor effect from traditional Chinese medicine [3, 4]. Polygonum amplexicaule var. sinense is a Chinese herb that belongs to the genus Polygonum of the family Polygonaceae, and it is widely used to treat traumatic injury in traditional Chinese medicine [5]. About 60 compounds have been isolated from this plant, including phenolics, flavonoids, coumarins, glycosides, and anthraquinones; these compounds have anti-inflammatory, antimicrobial [6], antioxidant [7], and antitumor [8, 9] acivity and stimulate the proliferation and differentiation of osteoblasts [10]. Owing to the considerable interest in the active ingredients from Polygonum species, we studied the chemical constituents of the roots of P. amplexicaule var. sinense. One new compound, polygamol A (1), together with two known ones, were isolated. Meantime, the new compound was evaluated for antitumor activity. Herein, we report the isolation, structure elucidation, and bioactivities of these compounds from P. amplexicaule var. sinense. 14
13 5
OH 9
H3CO
8
7
1
O
4 3
4'
12
5' 7'
1' 3'
O
OH 8'
HO
O
O
OH
O
O
OH HO
OH
11
1
OH 2
3
1) College of Pharmacy, Hunan University of Chinese Medicine, 410208, Changsha, P. R. China, fax: +86 731 88458227, e-mail: [email protected]; 2) Yueyang Hospital of Traditional Chinese Medicine, 414000, Yueyang, P. R. China. Published in Khimiya Prirodnykh Soedinenii, No. 6, November–December, 2020, pp. 917–919. Original article submitted July 19, 2019. 1068
0009-3130/20/5606-1068 ©2020 Springer Science+Business Media, LLC
TABLE 1. 1H (600 MHz) and 13C (150 MHz) NMR Data for Compound 1 (CD3OD, δ, ppm, J/Hz) C atom
δH
δC
C atom
δH
δC
1 2 3 4 5 6 7 8 9 10
– 6.85 (d, J =
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