A novel acylated quercetin glycoside and compounds of inhibitory effects on α-glucosidase from Panax ginseng flower buds

被引:8
|
作者
Li, Keke [1 ]
Li, Shasha [2 ]
Xu, Fei [2 ]
Cao, Guiyun [3 ]
Gong, Xiaojie [1 ]
机构
[1] Dalian Minzu Univ, Coll Life Sci, Dept Biol Engn, Dalian, Peoples R China
[2] Dalian Univ, Coll Med, Dalian, Peoples R China
[3] Shandong Hongjitang Pharmaceut Grp Co Ltd, Jinan, Peoples R China
基金
中国国家自然科学基金;
关键词
acylated quercetin glycoside; flavonoids; floralpanasenoside A; alpha-glucosidase inhibition; Panax ginseng; LEAVES; TRITERPENOIDS; FLAVONOIDS; SAPONINS; STEMS;
D O I
10.1080/14786419.2018.1543685
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A novel acylated quercetin glycoside, floralpanasenoside A (1) and five known flavonoid glycosides, panasenoside (2), quercetin 3-O-(2''-beta-D-glucopyranosyl)-beta-D-galactopyranoside (3), trifolin (4) kaempferol 7-O-alpha-L-rhamnoside (5), and afzelin (6) were isolated from the flower buds ofPanax ginseng. Their structures were established by spectroscopic data and comparison with the literature values. Four of the six isolated compounds including1(IC50= 62.4) exhibited alpha-glucosidase inhibitory activity with IC50 values lower than acarbose (385.2 mu M). The molecular docking study indicated that1bound to the active site of alpha-glucosidase with numerous hydrogen bond interactions. [GRAPHICS] .
引用
收藏
页码:2559 / 2565
页数:7
相关论文
共 36 条
  • [21] Medicinal flowers.: XVI.: New dammarane-type triterpene tetraglycosides and gastroprotective principles from flower buds of Panax ginseng
    Yoshikawa, Masayuki
    Sugimoto, Sachiko
    Nakamura, Seikou
    Sakumae, Hayaka
    Matsuda, Hisashi
    CHEMICAL & PHARMACEUTICAL BULLETIN, 2007, 55 (07) : 1034 - 1038
  • [22] Structure of constituents isolated from the flower buds of Cananga odorata and their inhibitory effects on aldose reductase
    Matsumoto, Takahiro
    Nakamura, Seikou
    Fujimoto, Katsuyoshi
    Ohta, Tomoe
    Ogawa, Keiko
    Yoshikawa, Masayuki
    Matsuda, Hisashi
    JOURNAL OF NATURAL MEDICINES, 2014, 68 (04) : 709 - 716
  • [23] Medicinal flowers.: XI.: Structures of new dammarane-type triterpene diglycosides with hydroperoxide group from flower buds of Panax ginseng
    Yoshikawa, Masayuki
    Sugimoto, Sachiko
    Nakamura, Seikou
    Matsuda, Hisash
    CHEMICAL & PHARMACEUTICAL BULLETIN, 2007, 55 (04) : 571 - 576
  • [24] Application of Large-Scale Molecular Prediction for Creating the Preferred Precursor Ions List to Enhance the Identification of Ginsenosides from the Flower Buds of Panax ginseng
    Zhang, Chunxia
    Liu, Meiyu
    Xu, Xiaoyan
    Wu, Jia
    Li, Xue
    Wang, Hongda
    Gao, Xiumei
    Guo, Dean
    Tian, Xiaoxuan
    Yang, Wenzhi
    JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2022, 70 (19) : 5932 - 5944
  • [25] Extraction and Separation of Eight Ginsenosides from Flower Buds of Panax Ginseng Using Aqueous Ionic Liquid-Based Ultrasonic-Assisted Extraction Coupled with an Aqueous Biphasic System
    Liang, Qing
    Zhang, Jinsong
    Su, Xingguang
    Meng, Qingwei
    Dou, Jianpeng
    MOLECULES, 2019, 24 (04):
  • [26] Complete 1H-NMR and 13C-NMR spectral assignment of five malonyl ginsenosides from the fresh flower buds of Panax ginseng
    Wang, Yu-Shuai
    Jin, Yin-Ping
    Gao, Wei
    Xiao, Sheng-Yuan
    Zhang, Yu-Wei
    Zheng, Pei-He
    Wang, Jia
    Liu, Jun-Xia
    Sun, Cheng-He
    Wang, Ying-Ping
    JOURNAL OF GINSENG RESEARCH, 2016, 40 (03) : 245 - 250
  • [27] Phenolic Compounds from Clinopodium chinense (BENTH.) O. KUNTZE and Their Inhibitory Effects on α-Glucosidase and Vascular Endothelial Cells Injury
    Zeng, Biao
    Chen, Kai
    Du, Ping
    Wang, Shan-Shan
    Ren, Bei
    Ren, Yan-Li
    Yan, Hang-Song
    Liang, Yan
    Wu, Fei-Hua
    CHEMISTRY & BIODIVERSITY, 2016, 13 (05) : 596 - 601
  • [28] Medicinal Flowers. XXXV. Nor-Oleanane-Type and Acylated Oleanane-Type Triterpene Saponins from the Flower Buds of Chinese Camellia japonica and Their Inhibitory Effects on Melanogenesis
    Fujimoto, Katsuyoshi
    Nakamura, Seikou
    Nakashima, Souichi
    Matsumoto, Takahiro
    Uno, Kaoru
    Ohta, Tomoe
    Miura, Tomoko
    Matsuda, Hisashi
    Yoshikawa, Masayuki
    CHEMICAL & PHARMACEUTICAL BULLETIN, 2012, 60 (09) : 1188 - 1194
  • [29] Acylated Oleanane-Type Triterpene Saponins with Acceleration of Gastrointestinal Transit and Inhibitory Effect on Pancreatic Lipase from Flower Buds of Chinese Tea Plant (Camellia sinensis)
    Yoshikawa, Masayuki
    Sugimoto, Sachiko
    Kato, Yasuyo
    Nakamura, Seikou
    Wang, Tao
    Yamashita, Chihiro
    Matsuda, Hisashi
    CHEMISTRY & BIODIVERSITY, 2009, 6 (06) : 903 - 915
  • [30] Inhibition of TNF-α-Mediated NF-κB Transcriptional Activity by Dammarane-Type Ginsenosides from Steamed Flower Buds of Panax ginseng in HepG2 and SK-Hep 1 Cells
    Cho, Kyoungwon
    Song, Seok Bean
    Nguyen Huu Tung
    Kim, Kyoon Eon
    Kim, Young Ho
    BIOMOLECULES & THERAPEUTICS, 2014, 22 (01) : 55 - 61