New phloroglucinol derivatives with protein tyrosine phosphatase 1B (PTP1B) inhibitory activities from Syzygium austroyunnanense

被引:16
|
作者
Xu, Shao-Hua [1 ]
Xu, Wen [1 ]
Wang, Li [1 ,2 ]
Hu, Yi-Kao [1 ]
Liu, Jin-Ping [1 ]
Zhao, Yan [1 ]
Li, Meng-Jia [1 ]
Li, Feng [1 ]
Huang, Sheng-Xiong [2 ]
Zhao, Yong [1 ]
机构
[1] Yunnan Normal Univ, Coll Chem & Chem Engn, Kunming 650500, Yunnan, Peoples R China
[2] Chinese Acad Sci, Kunming Inst Bot, State Key Lab Phytochem & Plant Resources West Ch, Kunming 650201, Yunnan, Peoples R China
基金
中国国家自然科学基金;
关键词
Syzygium austroyunnanense; Myrtaceae; Phloroglucinol derivatives; Structure elucidation; PTP 1B inhibitory activities;
D O I
10.1016/j.fitote.2018.10.010
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Five new phloroglucinol derivatives (1-5) together with one known analogue (6) were isolated from the leaves of Syzygiwn austroyunnanense which is an edible folk medicine used for the treatment of diabetes. The new structures were elucidated as austroyunones A - E (1-5) by means of the extensive spectroscopic analyses including high-resolution electrospray ionization mass spectrometry (HRESIMS) and ID and 2D nuclear magnetic resonance (NMR). Compounds 4-6 showed obvious protein tyrosine phosphatase 1B (PTP1B) inhibitory activity. This discovery of new phloroglucinols and their bioactivities provided a scientific basis for the application of S. austroyunnanense as an edible and medicinal plant.
引用
收藏
页码:141 / 145
页数:5
相关论文
共 50 条
  • [41] Inactivation of protein tyrosine phosphatase 1B (PTP1B) by the endogenous/dietary aldehyde acrolein
    Seiner, Derrick R.
    LaButti, Jason
    Gates, Kent S.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2007, 234
  • [42] A chemical model for redox regulation of protein tyrosine phosphatase 1B (PTP1B) activity
    Sivaramakrishnan, S
    Keerthi, K
    Gates, KS
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (31) : 10830 - 10831
  • [43] Protein tyrosine phosphatase 1B (PTP1B) as a potential therapeutic target for neurological disorders
    Olloquequi, Jordi
    Cano, Amanda
    Sanchez-Lopez, Elena
    Carrasco, Marina
    Verdaguer, Ester
    Fortuna, Ana
    Folch, Jaume
    Bullo, Monica
    Auladell, Carme
    Camins, Antoni
    Ettcheto, Miren
    BIOMEDICINE & PHARMACOTHERAPY, 2022, 155
  • [44] Roles of protein tyrosine phosphatase 1B (PTP1B) in vascular function and remodeling in vivo
    Ketsawatsomkron, Pimonrat
    Banes-Berceli, Amy K.
    Rudic, R. Daniel
    Stepp, David
    Fulton, David
    Marrero, Mario
    FASEB JOURNAL, 2007, 21 (06): : A833 - A833
  • [45] Competitive protein tyrosine phosphatase 1B (PTP1B) inhibitors, prenylated caged xanthones from Garcinia hanburyi and their inhibitory mechanism
    Tan, Xue Fei
    Uddin, Zia
    Park, Chanin
    Song, Yeong Hun
    Son, Minky
    Lee, Keun Woo
    Park, Ki Hun
    BIOORGANIC & MEDICINAL CHEMISTRY, 2017, 25 (08) : 2498 - 2506
  • [46] Isolation and Characterization of Protein Tyrosine Phosphatase 1B (PTP1B) Inhibitory Polyphenolic Compounds From Dodonaea viscosa and Their Kinetic Analysis
    Uddin, Zia
    Song, Yeong Hun
    Ullah, Mahboob
    Li, Zuopeng
    Kim, Jeong Yoon
    Park, Ki Hun
    FRONTIERS IN CHEMISTRY, 2018, 6
  • [47] Caged xanthones displaying protein tyrosine phosphatase 1B (PTP1B) inhibition from Cratoxylum cochinchinense
    Li, Zuo Peng
    Lee, Hyeong-Hwan
    Uddin, Zia
    Song, Yeong Hun
    Park, Ki Hun
    BIOORGANIC CHEMISTRY, 2018, 78 : 39 - 45
  • [48] Identification and characterization of potent and selective inhibitors targeting protein tyrosine phosphatase 1B (PTP1B)
    Jin, Jia
    Ye, Xiaoqing
    Boateng, Derrick
    Dai, Kaili
    Ye, Fei
    Du, Pengfei
    Yu, Han
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2019, 29 (16) : 2358 - 2363
  • [49] Effect of myeloid protein tyrosine phosphatase 1B (PTP1B) inhibition on diabetic wound healing
    Othman, Abrar
    Wilson, Heather M.
    Delibegovic, Mirela
    HEART, 2023, 109 (SUPPL_2) : A3 - A3
  • [50] Molecular docking and virtual screening for novel protein tyrosine phosphatase 1B (PTP1B) inhibitors
    Rao, Pasupuleti Sreenivasa
    Muvva, Charuvaka
    Geethanjali, Karli
    Bastipati, Suresh Babu
    Kalashikam, Rajitha
    BIOINFORMATION, 2012, 8 (17) : 834 - 837