A New Benzophenone C-Glucoside and Other Constituents of Pseuduvaria fragrans and Their α-Glucosidase Inhibitory Activity

被引:17
|
作者
Panidthananon, Wongvarit [1 ]
Chaowasku, Tanawat [2 ,3 ]
Sritularak, Boonchoo [1 ]
Likhitwitayawuid, Kittisak [1 ]
机构
[1] Chulalongkorn Univ, Fac Pharmaceut Sci, Dept Pharmacognosy & Pharmaceut Bot, Bangkok 10330, Thailand
[2] Chiang Mai Univ, Fac Sci, Dept Biol, 239 Huay Kaew Rd, Chiang Mai 50200, Thailand
[3] Chiang Mai Univ, Ctr Excellence Bioresources Agr Ind & Med, Chiang Mai 50200, Thailand
来源
MOLECULES | 2018年 / 23卷 / 07期
关键词
benzophenone; glycoside; aporphine; azafluorenone; tyramine amide; alpha-glucosidase; uncompetitive inhibition; ALKALOIDS; AMIDES; INDOCHINENSIS; LEAVES; RUGOSA; STEMS; ACID;
D O I
10.3390/molecules23071600
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Phytochemical investigations of the leaves and stems of Pseuduvaria fragrans led to the isolation of a new benzophenone C-glucoside named pseuduvarioside (1), together with six known compounds including (-)-guaiol (2), (+)-isocorydine (3), cyathocaline (4), isoursoline (5), N-trans-coumaroyltyramine (6), and N-trans-feruloyltyramine (7). Their structures were characterized by NMR spectroscopy and mass spectrometry. All of the isolates were evaluated for inhibitory activity against the enzyme alpha-glucosidase. N-trans-coumaroyltyramine and N-trans-feruloyltyramine showed higher activity than the drug acarbose. Kinetic studies revealed that both tyramine-derived amides were uncompetitive inhibitors of the enzyme.
引用
收藏
页数:8
相关论文
共 50 条
  • [31] The Chemical Constituents of Diaphragma Juglandis Fructus and Their Inhibitory Effect on α-Glucosidase Activity
    Tan, Jinyan
    Cheng, Yangang
    Wang, Shihui
    Li, Jianli
    Ren, Haiqin
    Qiao, Yuanbiao
    Li, Qingshan
    Wang, Yingli
    MOLECULES, 2022, 27 (10):
  • [32] A NEW XANTHONE C-GLUCOSIDE POSITION ISOMER OF MANGIFERIN FROM ANEMARRHENA ASPHODELOIDES BUNGE
    ARITOMI, M
    KAWASAKI, T
    TETRAHEDRON LETTERS, 1969, (12) : 941 - &
  • [33] NEW XANTHONE C-GLUCOSIDE, POSITION ISOMER OF MANGIFERIN, FROM ANEMARRHENA-ASPHODELOIDES BUNGE
    ARITOMI, M
    KAWASAKI, T
    CHEMICAL & PHARMACEUTICAL BULLETIN, 1970, 18 (11) : 2327 - +
  • [34] Chemical constituents from Urtica fissa stem and their inhibitory effects on α-glucosidase activity
    Zhang, Ying
    Liu, Jinzhao
    Guo, Zixian
    Li, Xiaobo
    Wang, Mengyue
    NATURAL PRODUCT RESEARCH, 2021, 35 (18) : 3011 - 3017
  • [35] Aromatic Constituents from the Leaves of Actinidia arguta with Antioxidant and α-Glucosidase Inhibitory Activity
    Ahn, Jong Hoon
    Ryu, Se Hwan
    Lee, Solip
    Yeon, Sang Won
    Turk, Ayman
    Han, Yoo Kyong
    Lee, Ki Yong
    Hwang, Bang Yeon
    Lee, Mi Kyeong
    ANTIOXIDANTS, 2021, 10 (12)
  • [36] Phenolic glycoside constituents from Brassica rapa flowers and their ?-glucosidase inhibitory activity
    Zhao, Chun-Chao
    Shen, Jie
    Chen, Jia
    Shao, Jian-Hua
    Li, Ke-Huan
    Gu, Wen-Yan
    Miao, Ben-Jie
    NATURAL PRODUCT RESEARCH, 2019, 33 (23) : 3398 - 3403
  • [37] Coumarins and Polar Constituents from Eupatorium triplinerve and Evaluation of Their α-Glucosidase Inhibitory Activity
    Do Thi Viet Huong
    Phan Minh Giang
    Vu Minh Trang
    JOURNAL OF CHEMISTRY, 2020, 2020
  • [38] Undescribed Lignanamide and Flavone C-Glucoside Isolated from the Aerial Parts of Piper Samentosum with NO Production Inhibitory Activity in LPS Activated RAW 264.7 Cells
    Huyen, Le Thi
    Thao, Luu Thu
    Nga, Nhu Thi Hang
    Ly, Quach Thi Khanh
    Son, Nguyen Thi
    Tai, Bui Huu
    Thinh, Ngo Sy
    Kiem, Phan Van
    CHEMISTRY & BIODIVERSITY, 2024, 21 (05)
  • [39] Inhibitory Potential of Constituents from Osmanthus fragrans and Structural Analogues Against Advanced Glycation End Products, α-Amylase, α-Glucosidase, and Oxidative Stress
    Ji-Yeon Yang
    Jun-Hwan Park
    Namhyun Chung
    Hoi-Seon Lee
    Scientific Reports, 7
  • [40] Activity and mechanism of α-glucosidase inhibitory peptides released from Osmanthus fragrans seeds protein during the in vitro digestion
    Du, Jun-Hui
    Yang, Dong-Mei
    Guan, Tong-Tong
    Wang, Jie
    Ma, Yi-Long
    Wei, Zhao-Jun
    INDUSTRIAL CROPS AND PRODUCTS, 2024, 219