Kinetic and computational molecular docking simulation study of novel kojic acid derivatives as anti-tyrosinase and antioxidant agents

被引:17
|
作者
Chen, Yan-Mei [1 ]
Li, Chen [1 ]
Zhang, Wen-Jing [1 ]
Shi, Yan [1 ]
Wen, Zi-Jie [1 ]
Chen, Qing-Xi [1 ]
Wang, Qin [1 ]
机构
[1] Xiamen Univ, Sch Life Sci, Xiamen 361102, Peoples R China
基金
美国国家科学基金会;
关键词
Kojic acid derivatives; tyrosinase inhibition; antioxidant; CATECHOLASE ACTIVITY; SERUM-ALBUMIN; INHIBITION; ANTITYROSINASE; ANALOGS; BINDING;
D O I
10.1080/14756366.2019.1609467
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
The novel kojic acid derivatives KAD1 and KAD2 have been demonstrated that they exhibited potent anti-melanogenesis activity in our previous report. In this study, we further study the inhibitory mechanism on mushroom tyrosinase. The inhibitory types of both KADs on diphenolase were classified as mixed type based on the results of the kinetic model. The interaction between KADs and tyrosinase was illustrated by fluorescence quenching, molecular docking and copper chelate activity. The KADs were also evaluated with respect to their antioxidant activities by DPPH and ABTS(+) assays. The results showed that KADs have more potent antioxidant activities than kojic acid. Our study could provide new ideas for the development of new anti-tyrosinase and antioxidant agents.
引用
收藏
页码:990 / 998
页数:9
相关论文
共 50 条
  • [1] Synthesis, biological evaluation and molecular docking analysis of novel benzopyrimidinone derivatives as potential anti-tyrosinase agents
    Chortani, Sarra
    Nimbarte, Vijaykumar D.
    Horchani, Mabrouk
    Ben Jannet, Hichem
    Romdhane, Anis
    BIOORGANIC CHEMISTRY, 2019, 92
  • [2] Synthesis, computational molecular docking analysis and effectiveness on tyrosinase inhibition of kojic acid derivatives
    Karakaya, Gulsah
    Ture, Asli
    Ercan, Ayse
    Oncul, Selin
    Aytemir, Mutlu Dilsiz
    BIOORGANIC CHEMISTRY, 2019, 88
  • [3] Synthesis, biological evaluation, molecular docking, MD simulation and DFT analysis of new 3-hydroxypyridine-4-one derivatives as anti-tyrosinase and antioxidant agents
    Sadeghian, Sara
    Zare, Fateme
    Khoshneviszadeh, Mehdi
    Hafshejani, Arian Fathi
    Salahshour, Farhang
    Khodabakhshloo, Ahmadreza
    Saghaie, Lotfollah
    Goshtasbi, Ghazal
    Sarikhani, Zahra
    Poustforoosh, Alireza
    Sabet, Razieh
    Sadeghpour, Hossein
    HELIYON, 2024, 10 (15)
  • [4] Kinetic studies, molecular docking, and antioxidant activity of novel 1,3-diphenyl pyrazole-thiosemicarbazone with anti-tyrosinase and anti-melanogenesis properties
    Azimi, Fateme
    Mahdavi, Mohammad
    Khoshneviszadeh, Mehdi
    Shafiee, Fatemeh
    Azimi, Mahin
    Hassanzadeh, Farshid
    Ashrafee, Farhad Haji
    BIOORGANIC CHEMISTRY, 2024, 152
  • [5] Phosphonic and Phosphinic Acid Derivatives as Novel Tyrosinase Inhibitors: Kinetic Studies and Molecular Docking
    Wolinska, Ewa
    Haldys, Katarzyna
    Gora, Jerzy
    Olszewski, Tomasz K.
    Boduszek, Bogdan
    Latajka, Rafal
    CHEMISTRY & BIODIVERSITY, 2019, 16 (07)
  • [6] Synthesis, anti-browning effect and mechanism research of kojic acid-coumarin derivatives as anti-tyrosinase inhibitors
    He, Min
    Zhang, Jinfeng
    Li, Na
    Chen, Lu
    He, Yan
    Peng, Zhiyun
    Wang, Guangcheng
    FOOD CHEMISTRY-X, 2024, 21
  • [7] Antioxidant activity, anti-tyrosinase activity, molecular docking studies, and molecular dynamic simulation of active compounds found in nipa palm vinegar
    Chatatikun, Moragot
    Tedasen, Aman
    Pattaranggoon, Nawanwat Chainuwong
    Palachum, Wilawan
    Chuaijit, Sirithip
    Mudpan, Amron
    Pruksaphanrat, Supawita
    Sohbenalee, Sasirat
    Yamasaki, Kenshi
    Klangbud, Wiyada Kwanhian
    PEERJ, 2023, 11
  • [8] Antioxidant, Anti-α-Glucosidase, Anti-Tyrosinase, and Anti-Acetylcholinesterase Components from Stem of Rhamnus formosana with Molecular Docking Study
    Tsai, Chia-Hsuan
    Liou, Ya-Lun
    Li, Sin-Min
    Liao, Hsiang-Ruei
    Chen, Jih-Jung
    ANTIOXIDANTS, 2025, 14 (01)
  • [9] Potent Antioxidant and Anti-Tyrosinase Activity of Butein and Homobutein Probed by Molecular Kinetic and Mechanistic Studies
    Pan, Wenkai
    Giovanardi, Ilaria
    Sagynova, Tomiris
    Cariola, Alice
    Bresciani, Veronica
    Masetti, Matteo
    Valgimigli, Luca
    ANTIOXIDANTS, 2023, 12 (09)
  • [10] Antioxidant, anti-tyrosinase and anti-melanogenic effects of (E)-2,3-diphenylacrylic acid derivatives
    Ullah, Sultan
    Park, Yujin
    Park, Chaeun
    Lee, Sanggwon
    Kang, Dongwan
    Yang, Jungho
    Akter, Jinia
    Chun, Pusoon
    Moon, Hyung Ryong
    BIOORGANIC & MEDICINAL CHEMISTRY, 2019, 27 (11) : 2192 - 2200