菝葜中的三个新的二氢山萘酚酰化糖苷

doi:A

摘要/Abstract

摘要： 从菝葜根茎中共分离得到3个新的二氢黄酮醇酰化糖苷（1-3）和1个已知的二氢黄酮醇苷（4），分别被鉴定为：(2R, 3R)-二氢山萘酚3-氧-(6"-氧-乙酰基)-β-D-葡萄糖苷 (1)，(2R, 3R)-二氢山萘酚3-氧-(2"-氧-乙酰基)-β-D-葡萄糖苷 (2)，(2R, 3R)-二氢山萘酚3-氧-(3"-氧-乙酰基)-β-D-葡萄糖苷 (3) 及(2R, 3R)-二氢山萘酚3-氧-β-D-葡萄糖苷 (4)。其结构通过MS，1D NMR和2D NMR等光谱分析和化学方法确定。研究结果表明，二氢黄酮醇的酰化糖苷可能是菝葜属的特征成分。

关键词: 菝葜属, 二氢山萘酚酰化糖苷, 二氢黄酮醇苷, 黄酮类

Abstract: Three new flavanonol acetylated glycosides (1–3), together with a known flavanonol glycoside (4), were isolated from the rhizomes of Smilax china L. Their structures were elucidated on the basis of MS, 1D and 2D NMR spectroscopic analysis and chemical evidence. The new compounds were characterized as (2R, 3R)- dihydrokaempferol 3-O-(6′′-O-acetyl)-β-D-glucopyranoside (1), (2R, 3R)-dihydrokaempferol 3-O-(2′′-O-acetyl)- β-D-glucopyranoside (2), and (2R, 3R)-dihydrokaempferol 3-O-(3′′-O-acetyl)-β-D-glucopyranoside (3). The results indicate that flavanonol acetylated glycosides probably can serve as typical markers of the genus Smilax.

Key words: Smilax china;dihydrokaempferol acetylated glycosides, flavanonol glycosides, flavonoids

中图分类号:

R284.1

郝倩，姚尧，李晓蕾，李蓉涛，李海舟. 菝葜中的三个新的二氢山萘酚酰化糖苷[J]. 天然产物研究与开发, 2012, 23(7): 861-.

HAO Qian, YAO Yao, LI Xiao-Lei, LI Rong-Tao, LIHai-Zhou. Three New Dihydrokaempferol Acetylated Glycosides from Smilax china L.[J]. NATURAL PRODUCT RESEARCH AND DEVELOPMENT, 2012, 23(7): 861-.

参考文献

1 Ju Y, JiaZJ.Steroidalsaponins from the rhizomes of Smilax menispermoidea.Phytochemistry,1992,31:1349–1351.
2 JuY,JiaZJ.Minor steroidal glycosides from the roots of Smilax lebrunii.Phytochemistry,1993,33:1193–1195.
3 JuY,JiaZJ,SunXJ.Steroidalsaponins from Smilax menispermoidea and S. lebrunii.Phytochemistry,1994,37:1433–1436.
4 JiaZJ,JuY.Steroidalsaponins from Smilax lebrunii.Phytochemistry,1992,31:3173–3175.
5 Woo MH,DoJC,SonKH.Five new spirostanol glycosides from the subterranean parts of Smilax sieboldii.J Nat Prod,1992,55:1129–1135.
6 Kubo S,MimakiY,SashidaY,etal.Steroidalsaponins from the rhizomes of Smilax sieboldii. Phytochemistry,1992,31:2445–2450.
7 Bernardo RR,PintoAV,ParenteJP,Steroidalsaponins from Smilax o?cinalis. Phytochemistry,1996,43:465–469.
8 SautourM,MiyamotoT,Lacaille-DuboisMA.Steroidalsaponins from Smilax medica and their antifungal activity.J Nat Prod,2005,68:1489–1493.
9 State Administration of Traditional Chinese Medicine of People’s Republic of China（中国医药管理局,),Zhong-hua-ben-cao(中华本草).Shanghai Science and Technology Publisher,Shanghai,China,1999,vol,22: 157–160.
10 Shu XS,Gao ZH,Yang XL.Anti-in?ammatory and anti-nociceptive activities of Smilax china L. aqueous extract.J Ethnopharmacol,2006,103:327–332.
11 Chen DS (陈东生),Lu YN (吕永宁),Wang J (王杰).Study on the anti-in?ammatory e?ect of Smilax china L. Chin J HospPharm(中国医院药学杂志),2000,20:544–545.
12 Lu YN (吕永宁),Chen DS (陈东生),Deng JG (邓俊刚),et al.E?ect of Smilax china on adjunctive arthritis mouse.J Chin Med Mat(中药材),2003,26:344–346.
13 SashidaY,KuboS,MimakiY,et al.Steroidal saponins from Smilax ripariaandS. china. Phytochemistry, 1992,31:2439–2443.
14 Shao B,Guo HZ, Cui YJ, et al.Steroidalsaponins from Smilax china and their anti-in?ammatory activities. Phytochemistry,2007,68:623–630.
15 Xu J (许婧),Li X (李铣),Zhang P (张鹏),et al.Chemical constituents of flavonoids from Smilax bockii Warb.JShenyangPharmUniv(沈阳药科大学学报),2004,6:424-423.\
16 Yu WS,LiH,ChenXM,etal.Twoafzelechin glycosides from Arthromerismairei.Phytochemistry,1992,31:4385–4386.
17 WungsintaweekulB,UmeharaK,MiyaseT,etal.Estrogenic and anti-estrogenic compounds from the Thai medicinal plant,Smilaxcorbularia (Smilacaceae).Phytochemistry,2011,72:495–502.

[1]	潘媛, 谭均, 赵晓, 吕卉, 杨仕春, 陈大霞. 酸橙黄酮和生物碱类物质生物合成的转录组分析[J]. 天然产物研究与开发, 2024, 36(增刊1): 1-12.
[2]	吴娟, 龚友兰, 滕建裕, 王雅静, 冯敏, 周思倩, 龙红萍. 基于UPLC-Q-TOF-MS/MS联和GNPS技术对凤凰雪茶的化学成分分析[J]. 天然产物研究与开发, 2024, 36(9): 1484-1498.
[3]	杜雨璇, 谢治深, 徐江雁, 王潘. 鬼箭羽化学成分和药理作用的研究进展及其质量标志物预测[J]. 天然产物研究与开发, 2024, 36(6): 1064-1081.
[4]	温静, 阎新佳. 基于UPLC-QTOF-MS/MS的卷柏化学成分分析[J]. 天然产物研究与开发, 2024, 36(10): 1660-1669.
[5]	杜萌, 杨婷, 王久利, 王丽蓉. 唐古特白刺黄酮类物质及其药用研究进展[J]. 天然产物研究与开发, 2023, 35(5): 888-900.
[6]	茹琪, 金蒙, 苏远, 沈建福. 黄酮类化合物协同增效作用研究进展[J]. 天然产物研究与开发, 2023, 35(3): 531-538.
[7]	曹彦刚, 任英杰, 郝志友, 张艳丽, 刘晏灵, 王梦娜, 郑晓珂, 冯卫生. 水栀子醋酸乙酯部位化学成分研究[J]. 天然产物研究与开发, 2022, 34(3): 413-419.
[8]	周思倩, 方艳, 谭金桃, 田静, 何苗, 马丹凤, 龙红萍. 基于UPLC-Q-TOF-MS/MS分析百蕊草醇提物的化学成分[J]. 天然产物研究与开发, 2022, 34(10): 1633-1646.
[9]	范琳资, 黄静, 王晓童, 吴承翠, 姜爽, 杨春娟. 地榆中化学成分的研究[J]. 天然产物研究与开发, 2020, 32(增刊2): 15-22.
[10]	甄可妙, 苏琪, 闫子涵, 国洪宾, 高剑, 李梦冉, 周程艳. 紫叶李叶黄酮提取工艺的响应面优化及最佳采收月份的确定[J]. 天然产物研究与开发, 2020, 32(8): 1379-1388.
[11]	邵欣欣1,2,3，陈聪2,3，王振国2，付先军2,3*. 靶向5-LOX中药黄酮类化合物的活性筛选及其作用方式和共性规律研究[J]. 天然产物研究与开发, 2019, 31(9): 1506-1514.
[12]	燕晓婷1,2,3，陈华国1,2，周欣1,2*. 黄酮类化合物抗类风湿关节炎作用及机制研究进展[J]. 天然产物研究与开发, 2019, 31(6): 1101-1108.
[13]	史鑫波1,2，唐志书1,2*，刘妍如1,2，宋忠兴1,2，陈衍斌3，苏瑞1,2，许刚3，王升4. HPLC-UV-ELSD法同时测定黄芪中黄芪皂苷和黄酮类成分[J]. 天然产物研究与开发, 2019, 31(3): 434-440.
[14]	董运海, 程倩, 张彦. 天然产物防治高尿酸血症的研究进展[J]. 天然产物研究与开发, 2018, 30(增刊1): 243-246.
[15]	叶惠煊1,2，邓芸1，宋潇1，黄胜1,2，周良1，谷陟欣1,2*. 马缨丹属植物马缨丹化学成分与药理活性研究进展[J]. 天然产物研究与开发, 2017, 29(增刊2): 401-410.