- 中国精品科技期刊
- 中国高校百佳科技期刊
- 中国中文核心期刊
- 中国科学引文数据库核心期刊
| Citation: |
TU Penghuang, YAO Zhiren, JIN Meiling, et al. Study of glycosides from Piper sintenense Hatusima[J]. J China Pharm Univ, 2024, 55(2): 202 − 208. DOI: 10.11665/j.issn.1000-5048.2023122704
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In order to investigate the chemical constituents of glycosides in Piper sintenense Hatusima, column chromatographic techniques such as silica gel, ODS, MCI GEL CHP20P, Sephadex LH-20, and semi-preparative high performance liquid chromatography were used to afford nine glycosides from the n-butanol part of the 95% ethanol extract of Piper sintenense Hatusima. Based on the physicochemical properties and NMR data, the above compounds were identified as (2S)-2-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-1-propanone-2-O-β-D-glucopyranoside (1), 2-phenylethyl β-D-glucopyranoside (2), benzyl α-L-arabinopyranosyl-(1''→6')-β-D-glucopyranoside (3), benzyl β-D-xylopyanosyl-(1''→6')-β-D-glucopyranoside (4), phenethyl β-D-apiofuranosyl-(1''→ 2')-β-D-glucopyranoside(5), salidroside (6), phenethanol β-D-xylopyanosyl-(1''→6')-β-D-glucopyranoside (7), (Z)-hexenyl-O-α-L-arabinopyranosyl-(1''→6')-O-β-D-glucopyranoside (8), (Z)-hexenyl-O-β-D-xylopyanosyl-(1''→6')-O-β-D-glucopyranoside (9). Compound 1 was identified as a new compound, and compounds 3-9 were isolated from the genus Piper for the first time.
| [1] |
Editorial Board of the Flora of China. Flora of China(中国植物志)[M]. Beijing: Science Press, 1982, 20 (1): 45.
|
| [2] |
Wu ZY. Xinhua Compendium of Materia Medica(新华本草纲要)[M]. Shanghai: Shanghai Scientific and Technical Publishers, 1988: 190.
|
| [3] |
Xiang CP. Phytochemical Investigations on Three Ethnic Medicine and Their Biological Activities(三种民族药的化学成分及生物活性研究)[D]. Kunming: Kunming University of Science and Technology, 2017.
|
| [4] |
Fan DS, Zhou CY, Chen CY, et al. Lignans from the genus Piper L. and their pharmacological activities: an updated review[J]. Fitoterapia, 2023, 165: 105403. doi: 10.1016/j.fitote.2022.105403
|
| [5] |
Shi YN, Shi YM, Yang L, et al. Lignans and aromatic glycosides from Piper wallichii and their antithrombotic activities[J]. J Ethnopharmacol, 2015, 162: 87-96. doi: 10.1016/j.jep.2014.12.038
|
| [6] |
Wang DF, Zhou LL, Zhou HL, et al. Chemical composition and anti-inflammatory activity of n-butanol extract of Piper sarmentosum Roxb. in the intestinal porcine epithelial cells (IPEC-J2)[J]. J Ethnopharmacol, 2021, 269: 113723. doi: 10.1016/j.jep.2020.113723
|
| [7] |
He S, Chen ML, Yang F, et al. Piperhancosides A–C, new lignan glycosides from the stems of Piper hancei Maxim[J]. Phytochem Lett, 2022, 50: 45-49. doi: 10.1016/j.phytol.2022.05.009
|
| [8] |
Liimatainen J, Karonen M, Sinkkonen J, et al. Characterization of phenolic compounds from inner bark of Betula pendula[J]. Holzforschung, 2012, 66(2): 171-181. doi: 10.1515/HF.2011.146
|
| [9] |
Kim KH, Lee KH, Choi SU, et al. Terpene and phenolic constituents of Lactuca indica L[J]. Arch Pharm Res, 2008, 31(8): 983-988. doi: 10.1007/s12272-001-1256-8
|
| [10] |
Al-Massarani SM, El Gamal AA, Abd El Halim MF, et al. New acyclic secondary metabolites from the biologically active fraction of Albizia lebbeck flowers[J]. Saudi Pharm J, 2017, 25(1): 110-119. doi: 10.1016/j.jsps.2016.05.006
|
| [11] |
Kawahara E, Fujii M, Kato K, et al. Chemoenzymatic synthesis of naturally occurring benzyl 6-O-glycosyl-beta-D-glucopyranosides[J]. Chem Pharm Bull, 2005, 53(8): 1058-1061. doi: 10.1248/cpb.53.1058
|
| [12] |
Murakami T, Kohno K, Ninomiya K, et al. Medicinal foodstuffs. XXV. Hepatoprotective principle and structures of ionone glucoside, phenethyl glycoside, and flavonol oligoglycosides from young seedpods of garden peas, Pisum sativum L.[J]. Chem Pharm Bull, 2001, 49(8): 1003-1008. doi: 10.1248/cpb.49.1003
|
| [13] |
Kutluay VM, Makino T, Inoue M, et al. New knowledge about old drugs; a cardenolide type glycoside with cytotoxic effect and unusual secondary metabolites from Digitalis grandiflora Miller[J]. Fitoterapia, 2019, 134: 73-80. doi: 10.1016/j.fitote.2019.02.001
|
| [14] |
Saimaru H, Orihara Y. Biosynthesis of acteoside in cultured cells of Olea europaea[J]. J Nat Med, 2010, 64(2): 139-145. doi: 10.1007/s11418-009-0383-z
|
| [15] |
Ding Y, Liang C, Choi E, et al. Chemical constituents from Artemisia iwayomogi increase the function of osteoblastic MC3T3-E1 cells[J]. Nat Prod Sci, 2009, 15(4): 192-197.
|
| [16] |
Otsuka H, Takeda Y, Yamasaki K. Xyloglucosides of benzyl and phenethyl alcohols and Z-hex-3-en-1-ol from leaves of Alangium platanifolium var. trilobum[J]. Phytochemistry, 1990, 29(11): 3681-3683. doi: 10.1016/0031-9422(90)85306-Z
|
| [17] |
Zhang DD, Sun JJ. Research advances on application of pipper plant resources[J]. Mod Agric Sci Technol (现代农业科技), 2016, 10: 74-76.
|
| [18] |
Hua QQ, Liu Y, Liu CH, et al. Revealing synergistic mechanism of multiple components in Stauntonia brachyanthera Hand. -Mazz. for gout by virtual screening and system pharmacological approach[J]. Bioorg Chem, 2019, 91: 103118.
|
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