Alkaloids and Styryl lactones from Goniothalamus ridleyi King and Their α-Glucosidase Inhibitory Activity

被引：1
作者：
Polbuppha, Isaraporn [1 ,2 ]
Teerapongpisan, Passakorn [1 ,2 ]
Phukhatmuen, Piyaporn [1 ,2 ]
Suthiphasilp, Virayu [3 ]
Maneerat, Tharakorn [1 ,2 ,4 ]
Charoensup, Rawiwan [4 ,5 ]
Andersen, Raymond J. J. [6 ,7 ]
Laphookhieo, Surat [1 ,2 ,4 ]
机构：
[1] Mae Fah Luang Univ, Ctr Chem Innovat Sustainabil CIS, Chiang Rai 57100, Thailand
[2] Mae Fah Luang Univ, Sch Sci, Chiang Rai 57100, Thailand
[3] Pathumwan Inst Technol, Fac Sci & Technol, Dept Ind Technol & Innovat Management, Bangkok 10330, Thailand
[4] Mae Fah Luang Univ, Med Plant Innovat Ctr, Chiang Rai 57100, Thailand
[5] Mae Fah Luang Univ, Sch Integrat Med, Chiang Rai 57100, Thailand
[6] Univ British Columbia, Dept Chem, 2036, Main Mall, Vancouver, BC V6T 1Z1, Canada
[7] Univ British Columbia, Dept Earth Ocean & Atmospher Sci, 2036, Main Mall, Vancouver, BC V6T 1Z1, Canada
来源：
MOLECULES | 2023年 / 28卷 / 03期
关键词：
Goniothalamus ridleyi; dimeric aristolactam; styryl lactone; alpha-glucosidase inhibitory activity; BIOACTIVE STYRYLLACTONES; ROOTS;
D O I：
10.3390/molecules28031158
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：
Gonioridleylactam (1), a new compound, is a unique dimeric aristolactam isolated from the EtOAc extract of the twigs of Goniothalamus ridleyi King. The structure of gonioridleylactam (1) consists of two different aristolactams linked together with two methylenedioxy bridges at C-3/C-3' and C-4/C-4', generating a ten-membered ring of [1,3,6,8]tetraoxecine. A new natural product, gonioridleyindole (3-hydroxymethyl-1-methyl-1H-benz[f]indole-4,9-dione, 2), together with eight known compounds (3-10) were also isolated from this plant. Their structures were extensively characterized by spectroscopic methods and comparisons were made with the literature. Compounds 1-4, 7, and 9 were evaluated for their alpha-glucosidase inhibitory activity.Of these, 3,5demethoxypiperolide (7) displayed the highest alpha-glucosidase inhibitory activity, with an IC50 value of 1.25 mu M.
引用
收藏
页数：8
相关论文
共 26 条
  • [1] Abdul-Wahab NZ, 2011, AFR J MICROBIOL RES, V5, P3138
  • [2] 5-ACETYL GONIOTHALAMIN, A STYRYL DIHYDROPYRONE FROM GONIOTHALAMUS-UVAROIDES
    AHMAD, FB
    TUKOL, WA
    OMAR, S
    SHARIF, AM
    [J]. PHYTOCHEMISTRY, 1991, 30 (07) : 2430 - 2431
  • [3] Aslam M.S., 2016, Recent Adv Biol Med, V2, P34, DOI [DOI 10.18639/RABM.2016.02.292264, 10.18639/rabm.2016.02.292264]
  • [4] Blázquez MA, 1999, PHYTOCHEM ANALYSIS, V10, P161, DOI 10.1002/(SICI)1099-1565(199907/08)10:4<161::AID-PCA453>3.0.CO
  • [5] 2-2
  • [6] Alkaloids and styryllactones from the leaves of Goniothalamus tamirensis
    Dang Thach Tran
    Huong Doan Thi Mai
    Van Cuong Pham
    Van Hung Nguyen
    Litaudon, Marc
    Gueritte, Franoise
    Quoc Vuong Nguyen
    Tuan Anh Tran
    Van Minh Chau
    [J]. PHYTOCHEMISTRY LETTERS, 2013, 6 (01) : 79 - 83
  • [7] Cytotoxic activity of (S)-goniothalamin and analogues against human cancer cells
    de Fátima, A
    Kohn, LK
    de Carvalho, JE
    Pilli, RA
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY, 2006, 14 (03) : 622 - 631
  • [8] Larvicidal activity of Malaysian Goniothalamus species
    Ee, GCL
    Lee, HL
    Goh, SH
    [J]. NATURAL PRODUCT LETTERS, 1999, 13 (02): : 137 - 142
  • [9] 3 NEW BIOACTIVE STYRYLLACTONES FROM GONIOTHALAMUS-GIGANTEUS (ANNONACEAE)
    FANG, XP
    ANDERSON, JE
    CHANG, CJ
    MCLAUGHLIN, JL
    [J]. TETRAHEDRON, 1991, 47 (47) : 9751 - 9758
  • [10] Natural flavonoid α-glucosidase inhibitors from Retama raetam: Enzyme inhibition and molecular docking reveal important interactions with the enzyme active site
    Ghani, Usman
    Nur-e-Alam, Mohammad
    Yousaf, Muhammad
    Ul-Haq, Zaheer
    Noman, Omar M.
    Al-Rehaily, Adnan J.
    [J]. BIOORGANIC CHEMISTRY, 2019, 87 : 736 - 742
123