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01-09-2018 | Note

Two new secoiridoid glucosides and a new lignan from the roots of Ilex pubescens

Authors: Yang Zhang, Bowen Deng, Yida Cui, Xue Chen, Jiayi Bi, Guogang Zhang

Published in: Journal of Natural Medicines | Issue 4/2018

Abstract

Two new secoiridoid glucosides, ilexpublignoside (1), pubzenoside (2), and a new lignan, ilexlignan B (3), along with seven known compounds (4–10) were isolated from the roots of Ilex pubescens for the first time. Their chemical structures were elucidated on the basis of extensive spectroscopic methods, including IR, UV, HR-ESI–MS, CD, NMR experiments, as well as comparison with the reported data.

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Jiangsu New Medical College (1977) Directory of Chinese Materia Medica. Shanghai Scientific and Technological Press, Shanghai, p 441

Wu P, Gao H, Li ZH, Liu ZQ (2015) Two new triterpene saponins from the roots of Ilex pubescens. Phytochem Lett 12:17–21CrossRef

Zhou Y, Chai XY, Zeng KW, Zhang JY, Li N, Jiang Y, Tu PF (2013) Ilexpublesnins C-M, eleven new triterpene saponins from the roots of Ilex pubescens. Planta Med 79:70–77CrossRefPubMed

Zang CX, Lin CZ, Xiong TQ, Zhu CC, Yang JY, Zhao ZX (2010) New triterpene saponins from the root of Ilex pubescens. Fitoterapia 81:788–792CrossRef

Zhou YB, Wang JH, Li XM, Li X (2008) A new lignan derivative from the root of Ilex pubescens. Chin Chem Lett 19:550–552CrossRef

Zhou YB, Wang JH, Li XM, Fu XC, Yan Z, Cong Y, Li X (2008) Two new 2-phenylethyl alcohol derivatives and one new lignan derivative from the root of Ilex pubescens. Helv Chim Acta 91:1244–1250CrossRef

Yang X, Ding Y, Zhang DM (2007) Isolation and identification of iridoid glycosides from Ilex pubescens. Chin J Med Chem 17:173–177

Lin X, Chen J, Wu SJ, Wang BJ, Xiong TQ, Zhu CC, Zhao ZX (2016) Vasorelaxant action of n-BuOH extract of the radix of Ilex pubescens Hook et arn and mechanism. Pharmacol Clin Chin Materia Medica 32:146–150

Wang LL (2007) Study on anti-inflammatory effects of maodongqing oral liquid. J Med Forum 28:22–23

10.

Chen YY, Xiong TQ, Zhao YM, Liao JY, Lin X, Tan QL, Zhao ZX (2015) Antithrombotic activity of Ilex pubescens total extract and the action of mechanism based on ADP. Chin Arch Trad Chin Med 33:1092–1096

11.

Zhang SW, Li RM, Xu JW, Wang F, Qiang J, Li AQ, Zhang J (2015) Effects of ilexoside E on hypoxia/reoxygenation injury of H9C2 myocardial cells and its mechanism. Trad Chin Drug Res Clin Pharmacol 26:591–595

12.

Shen YC, Hsieh PW, Kuo YH (1998) Neolignan glucosides from Jasminum urophyllum. Phytochemistry 48:719–723CrossRef

13.

Guyot RB, Trendel JM, Albrecht P, Schaeffer A (2000) Glycosides and phenylpropanoid glycerol in Vitis vinifera Cv.gewurztraminer wine. J Agric Food Chem 48:6178–6182CrossRef

14.

Han JJ, Liu H, Guo P, Cong YQ, Fang Y (2016) Chemical constituents from Serissa japonica. J Chin Med Mater 39:94–97

15.

Kwak JH, Kang MW, Roh JH, Choi SU, Zee OP (2009) Cytotoxic phenolic compounds from Chionanthus retusus. Arch Pharm Res 32:1681–1687CrossRefPubMed

16.

Li S, An TY, Li J, Shen Q, Lou FC, Hu LH (2006) PTP1B inhibitors from Saussurea lappa. J Asian Nat Prod Res 8:281–286CrossRefPubMed

17.

Jiang JS, Feng ZM, Wang YH, Zhang PC (2005) New phenolics from the roots of Symplocos caudata W all. Chem Pharm Bull 53:110–113CrossRefPubMed

18.

Feng J, Yang XW (2012) Constituents from the leaves of Aquilaria sinensis. Chin J Chin Mater Med 37:230–234

19.

Liu QB, Huang XX, Bai M, Chang XB, Yan XJ, Zhu T, Zhao W, Peng Y, Song SJ (2014) Antioxidant and anti-inflammatory active dihydrobenzofuran neolignans from the seeds of Prunus tomentos. J Agric Food Chem 62:7796–7803CrossRefPubMed

20.

Xiong L, Zhu CG, Li YR, Tian Y, Lin S, Yuan SP, Hu JF, Hou Q, Chen NH, Yang YC, Shi JG (2011) Lignans and neolignans from Sinocalamus affinis and their absolute configurations. J Nat Prod 74:1188–1200CrossRefPubMed

21.

Bi XY, Li W, Sasaki T, Li Q, Mitsuhata N, Asada Y, Zhang QB, Koike K (2011) Secoiridoid glucosides and related compounds from Syringa reticulata and their antioxidant activities. Bioorg Med Chem Lett 21:6426–6429CrossRefPubMed

22.

Liu XQ, Li WW, Sheng KX, Liu J, Chen FK (2006) Studies on the chemical constituents of the n-BuOH extract of Polygonum bistorta L. J Shenyang Pharmaceut Univ 23:15–17

23.

Yukinori M, Tsuyoshi T (1998) Studies on constituents of Scutellaria species X I X ⁱ⁾ lignan glycesides of roots of Scutellaria baicalensis GEORGI. Nat Med 52(1):82–86

24.

Sakushima A, Coskun M, Maoka T, Nishibe S (1996) Dihydrobenzofuran lignans from Boreava orientalis. Phytochemistry 43:1349–1354CrossRef

25.

Tezuka Y, Kasimu R, Li JX, Basnet P, Tanaka K, Namba T, Kadota S (1998) Constituents of roots of Salvia deserta Schang. Chem Pharm Bull 46:107–112CrossRef

26.

Hofer O, Scholm R (1981) Stereochemistry of tetrahydrofurofunan derivatives-circular dichroism and absolute conformation. Tetrahedron 37(6):1181–1186CrossRef

27.

Huo CH, Liang H, Zhao YY, Wang B, Zhang QY (2008) Neolignan glycosides from Symplocos caudata. Phytochemistry 69:788–795CrossRefPubMed

Title: Two new secoiridoid glucosides and a new lignan from the roots of Ilex pubescens
Authors: Yang Zhang
Bowen Deng
Yida Cui
Xue Chen
Jiayi Bi
Guogang Zhang
Publication date: 01-09-2018
Publisher: Springer Japan
Published in: Journal of Natural Medicines / Issue 4/2018
Print ISSN: 1340-3443
Electronic ISSN: 1861-0293
DOI: https://doi.org/10.1007/s11418-018-1227-5

At a glance: The ONWARDS insulin icodec trials

Springer Medicine

Two new secoiridoid glucosides and a new lignan from the roots of Ilex pubescens

Abstract

At a glance: The ONWARDS insulin icodec trials

Springer Medicine

Abstract

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