Synthesis, Antioxidant and Some Enzyme Inhibition Activities of New Sulfonyl Hydrazones and their Molecular Docking Simulations

被引:8
|
作者
Aktar, Bedriye Seda Kursun [1 ]
Sicak, Yusuf [2 ]
Tatar, Gizem [3 ]
Oruc-Emre, Emine Elcin [4 ]
机构
[1] Cankiri Karatekin Univ, Yaprakli Vocat Sch, Dept Property Protect & Secur, Cankiri, Turkey
[2] Mugla Sitki Kocman Univ, Koycegiz Vocat Sch, Dept Herbal & Anim Prod, Mugla, Turkey
[3] Karadeniz Tech Univ, Dept Biostat & Med Informat, Trabzon, Turkey
[4] Gaziantep Univ, Fac Arts & Sci, Dept Chem, Gaziantep, Turkey
关键词
sulfonyl hydrazine; antioxidant; anticholinesterase; tyrosinase; urease; molecular docking; ALZHEIMERS-DISEASE; ACETYLCHOLINESTERASE; CHALCONES; BINDING;
D O I
10.1007/s11094-022-02674-3
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
In this work, a series of new sulfonyl hydrazones were synthesized and screened for antioxidant and anticholinesterase, tyrosinase and urease enzyme inhibition activities. In addition, molecular docking study was applied to better understand the inhibitory mechanism at the molecular level. Further, bioavailability of the synthesized compounds is considered in terms of the Lipinski rule and the design of their pharmacokinetic and pharmacodynamic properties is found reliable. In the AChE activity assay results, compound 8 was the most active one, while being less active than galantamine that was used as the standard drug. In the BChE activity testing of sulfonyl hydrazone derivatives (1-8), , compounds 3, 4, 5, 6, 7 and 8 were the most active drugs and showed much better activity than galantamine used as the standard. Compounds 8, 5 and 4 showed the best tyrosinase inhibitory activity with IC50 values of 9.75 +/- 0.23, 13.18 +/- 0.67 and 16.29 +/- 0.73 mM, respectively.
引用
收藏
页码:559 / 569
页数:11
相关论文
共 50 条
  • [1] Synthesis, Antioxidant and Some Enzyme Inhibition Activities of New Sulfonyl Hydrazones and their Molecular Docking Simulations
    Bedriye Seda Kurşun Aktar
    Yusuf Sıcak
    Gizem Tatar
    Emine Elçin Oruç-Emre
    Pharmaceutical Chemistry Journal, 2022, 56 : 559 - 569
  • [2] Design, Synthesis, Anticholinesterase and Antidiabetic Inhibitory Activities, and Molecular Docking of Novel Fluorinated Sulfonyl Hydrazones
    Aktar, Bedriye Seda Kursun
    ACS OMEGA, 2024, 9 (40): : 42037 - 42048
  • [3] Synthesis, characterization, and molecular docking studies of some new hydrazones
    Naqvi, Asif
    Naqvi, Arshi
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2013, 246
  • [4] Synthesis, Enzyme Inhibition, and Molecular Docking Studies of Hydrazones from Dichlorophenylacetic Acids
    Abid, Obaid-ur-Rahman
    Ayaz, Muhammad
    Rehman, Wajid
    Mehdi, Kamran
    Ali, Arif
    Wadood, Abdul
    Rahim, Fazal
    Sultan, Aneesa
    Ghufran, Mehreen
    Mir, Sadullah
    Qureshi, Muhammad Tauseef
    JOURNAL OF THE CHINESE CHEMICAL SOCIETY, 2016, 63 (12) : 1015 - 1021
  • [5] Synthesis, antioxidant, antifungal, molecular docking and ADMET studies of some thiazolyl hydrazones
    Kauthale, Sushama
    Tekale, Sunil
    Damale, Manoj
    Sangshetti, Jaiprakash
    Pawar, Rajendra
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2017, 27 (16) : 3891 - 3896
  • [6] Enzyme inhibition and antioxidant potential of new synthesized sulfonamides; synthesis, single crystal and molecular docking
    Danish, Muhammad
    Raza, Muhammad Asam
    Rani, Hurria
    Akhtar, Arusa
    Arshad, Muhammad Nadeem
    Asiri, Abdullah M.
    JOURNAL OF MOLECULAR STRUCTURE, 2021, 1241
  • [7] Synthesis and evaluation of some new isatin hydrazones for their antibacterial, antioxidant and cytotoxic activities
    Rao, J. Venkateshwar
    Sarangapani, M.
    ASIAN JOURNAL OF CHEMISTRY, 2008, 20 (07) : 5331 - 5335
  • [8] Synthesis and molecular docking of new hydrazones derived from ethyl isonipecotate and their biological activities
    Munir, A.
    Aziz-ur-Rehman
    Abbasi, M. A.
    Siddiqui, S. Z.
    Nasir, A.
    Khan, S. G.
    Rasool, S.
    Shah, S. A. A.
    TROPICAL JOURNAL OF PHARMACEUTICAL RESEARCH, 2017, 16 (05) : 1157 - 1165
  • [9] Designing heterocyclic chalcones, benzoyl/sulfonyl hydrazones: An insight into their biological activities and molecular docking study
    Aktar, Bedriye Seda Kursun A.
    Sicak, Yusuf
    Tok, Tugba Taskin
    Oruc-Emre, Emine Elcin
    Yaglioglu, Ayse Sahin
    Iyidogan, Aysegul Karakucuk C.
    Ozturk, Mehmet
    Demirtas, Ibrahim
    JOURNAL OF MOLECULAR STRUCTURE, 2020, 1211
  • [10] Chemical profiling By LCHRMS, antioxidant potential, enzyme inhibition, molecular docking and molecular dynamics simulations of Acantholimon acerosum
    Kiziltas, Hatice
    Ortaakarsu, Ahmet Bugra
    Bingol, Zeynebe
    Erturk, Adem
    Goren, Ahmet Ceyhan
    Pinar, Suleyman Mesut
    Gulcin, Hami
    JOURNAL OF MOLECULAR STRUCTURE, 2025, 1321