Synthesis, in vitro acetylcholinesterase, butyrylcholinesterase activities and in silico molecular docking study of thiazole-thiourea hybrid derivatives

被引：4
|
作者：
Ullah, Hayat [1 ]
Rahim, Fazal [2 ]
Taha, Muhammad [3 ]
Khan, Fahad [2 ]
Mehran [2 ]
Alotaibi, Bader S. [4 ]
Zulfat, Maryam [5 ]
Wadood, Abdul [5 ]
机构：
[1] Univ Okara, Dept Chem, Okara 56130, Pakistan
[2] Hazara Univ, Dept Chem, Mansehra 21300, Khyber Pakhtunk, Pakistan
[3] Imam Abdulrahman Bin Faisal Univ, Inst Res & Med Consultat IRMC, Dept Clin Pharm, POB 1982, Dammam 31441, Saudi Arabia
[4] Shaqra Univ, Coll Appl Med Sci, Dept Clin Lab Sci, Riyadh, Saudi Arabia
[5] Abdul Wali Khan Univ Mardan, Dept Biochem, Mardan 23200, Pakistan
来源：
CHEMICAL DATA COLLECTIONS | 2023年 / 45卷
关键词：
Synthesis; Thiazole; Thiourea; Acetylcholinesterase; Butyrylcholinesterase; Molecular Docking; ALPHA-GLUCOSIDASE SYNTHESIS; ALZHEIMERS-DISEASE; CYTOTOXICITY EVALUATION; POTENTIAL INHIBITORS; BETA-GLUCURONIDASE; ANALOGS; ACYLTHIOUREA; MANAGEMENT; PYRIDINE; DESIGN;
D O I：
10.1016/j.cdc.2023.101025
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
We have synthesized twelve thiazole-thiourea hybrid derivatives ( 1-12 ) and evaluated against acetylcholinesterase and butyrylcholinesterase enzymes. All analogues showed outstanding activities having IC 50 values ranged from 0.30 +/- 0.05 to 15.40 +/- 0.30 mu M (AChE) and 0.40 +/- 0.05 to 22.70 +/- 0.40 mu M (BuChE) as compared to standard drug Donepezil (IC 50 1 / 4 2.16 +/- 0.12 & 4.5 +/- 0.11 mu M respectively). In both cases , analogues 11 (IC 50 = 0.30 +/- 0.05 & 0.40 +/- 0.05 mu M) and analogue 12 (IC 50 = 0.80 +/- 0.05 & 1.10 +/- 0.05 mu M) withstand first and second most potent among the whole series. Structure activity relationship was carried out for all analogues which mainly depend upon number, nature, position and electron donating/withdrawing effects of the substituent/s on phenyl ring. Molecular docking study was carried out to show the binding interaction of the most potent analogue with the active site of enzyme.
引用
收藏
页数：10
相关论文
共 50 条
  • [31] Synthesis, docking study, and biological evaluation of novel umbellipherone/hymecromone derivatives as acetylcholinesterase/butyrylcholinesterase inhibitors
    Alireza Moradi
    Laleh Faraji
    Hamid Nadri
    Zeinab Hasanpour
    Farshad H Moghadam
    Bahar Pakseresht
    Mostafa Golshani
    Setareh Moghimi
    Ali Ramazani
    Loghman Firoozpour
    Mehdi Khoobi
    Alireza Foroumadi
    Medicinal Chemistry Research, 2018, 27 : 1741 - 1747
  • [32] Synthesis, docking study, and biological evaluation of novel umbellipherone/hymecromone derivatives as acetylcholinesterase/butyrylcholinesterase inhibitors
    Moradi, Alireza
    Faraji, Laleh
    Nadri, Hamid
    Hasanpour, Zeinab
    Moghadam, Farshad H.
    Pakseresht, Bahar
    Golshani, Mostafa
    Moghimi, Setareh
    Ramazani, Ali
    Firoozpour, Loghman
    Khoobi, Mehdi
    Foroumadi, Alireza
    MEDICINAL CHEMISTRY RESEARCH, 2018, 27 (07) : 1741 - 1747
  • [33] Synthesis, Identification, Antioxidant, Molecular Docking, and In Silico ADME Study for Some New Derivatives Containing Thiourea Moiety
    Maryoosh, Asmaa Abdulbaqi
    Al-Jeilawi, Oday H. R.
    RUSSIAN JOURNAL OF BIOORGANIC CHEMISTRY, 2024, 50 (01) : 170 - 180
  • [34] Synthesis, Identification, Antioxidant, Molecular Docking, and In Silico ADME Study for Some New Derivatives Containing Thiourea Moiety
    Asmaa Abdulbaqi Maryoosh
    Oday H. R. Al-Jeilawi
    Russian Journal of Bioorganic Chemistry, 2024, 50 : 170 - 180
  • [35] Design, Synthesis, in vitro biological evaluation and in silico molecular docking study of chloro substituted Benzimidazole-Thiazole hybrid derivatives as potential Anti-Alzheimer ' s agents
    Kaleem, Sana
    Ullah, Hayat
    Nabi, Muhammad
    Hussain, Rafaqat
    Khan, Shoaib
    Sajid, Muhammad
    Iqbal, Naveed
    Rahim, Fazal
    Iqbal, Tayyiaba
    Hussain, Amjad
    Iqbal, Rashid
    Zahid, Zunaira
    Mohany, Mohamed
    Aghayeva, Saltanat
    RESULTS IN CHEMISTRY, 2024, 8
  • [36] Design, synthesis, in vitro bio-evaluation and in silico molecular docking study of benzohydrazide based thiourea analogues
    Aleid, Ghadah
    Imran, Muhammad
    Ullah, Hayat
    Taha, Muhammad
    Khan, Javed
    Rahim, Fazal
    Hussain, Amjad
    Al-Shammari, Anoud
    Al-Marshedy, Sumayyah
    Ahmed, Wael
    Iqbal, Rashid
    Abdel-Hameed, Reda
    RESULTS IN CHEMISTRY, 2024, 11
  • [37] A study on synthesis, antioxidant, anticancer activities and docking study of novel benzimidazoloyl thiazole derivatives
    Chithra, V. S.
    Brindha, J.
    Mariappan, A.
    Simon, Turibius
    Reji, T. F. Abbs Fen
    INDIAN JOURNAL OF CHEMISTRY, 2023, 62 (06): : 568 - 574
  • [38] Synthesis, in vitro evaluation and molecular docking studies of thiazole derivatives as new inhibitors of α-glucosidase
    Rahim, Fazal
    Ullah, Hayat
    Javid, Muhammad Tariq
    Wadood, Abdul
    Taha, Muhammad
    Ashraf, Muhammad
    Shaukat, Ayesha
    Junaid, Muhammad
    Hussain, Shafqat
    Rehman, Wajid
    Mehmood, Rashad
    Sajid, Muhammad
    Khan, Muhammad Naseem
    Khan, Khalid Mohammed
    BIOORGANIC CHEMISTRY, 2015, 62 : 15 - 21
  • [39] Synthesis, in vitro α-glucosidase inhibitory activity and molecular docking studies of new thiazole derivatives
    Khan, Khalid Mohammed
    Qurban, Saira
    Salar, Uzma
    Taha, Muhammad
    Hussain, Shafqat
    Perveen, Shahnaz
    Hameed, Abdul
    Ismail, Nor Hadiani
    Riaz, Muhammad
    Wadood, Abdul
    BIOORGANIC CHEMISTRY, 2016, 68 : 245 - 258
  • [40] Synthesis, molecular docking, in silico study, and evaluation of bis-thiazole-based curcumin derivatives as potential antimicrobial agents
    Gomha, Sobhi M.
    El-Sayed, Abdel-Aziz A. A.
    Alrehaily, Abdulwahed
    Elbadawy, Hossein M.
    Farag, Basant
    Al-Shahri, Ahmad A.
    Alsenani, Saleh R.
    Abdelgawad, Fathy E.
    Zaki, Magdi E. A.
    RESULTS IN CHEMISTRY, 2024, 7
12345