TY - JOUR
T1 - Biology-oriented drug synthesis (BIODS) of 2-(2-methyl-5-nitro-1H-imidazol-1-yl)ethyl aryl ether derivatives, in vitro α-amylase inhibitory activity and in silico studies
AU - Taha, Muhammad
AU - Imran, Syahrul
AU - Ismail, Nor Hadiani
AU - Selvaraj, Manikandan
AU - Rahim, Fazal
AU - Chigurupati, Sridevi
AU - Ullah, Hayat
AU - Khan, Fahad
AU - Salar, Uzma
AU - Javid, Muhammad Tariq
AU - Vijayabalan, Shantini
AU - Zaman, Khalid
AU - Khan, Khalid Mohammed
N1 - Funding Information:
Authors would like to acknowledge the Ministry of Higher Education (MOHE) for financial support under the Fundamental Research Grant Scheme (FRGS) with sponsorship reference numbers FRGS/1/2016/STG01/UiTM/02/2, Universiti Teknologi MARA for the financial support under LESTARI Grant 600-RMI/DANA/5/3/lestari (54/2013), Ministry of Higher Education Pakistan for financial support under the National Research Program for Universities, project number 5721, Ministry of Higher Education, Malaysia (MOHE) for funding the computational part (Software and Workstation) through the ??TRGS? (grant no. 600-RMI/TRGS 5/3 (1/2014)-3) and AIMST University, Malaysia for providing the facilities for this project.
Publisher Copyright:
© 2017 Elsevier Inc.
Copyright:
Copyright 2017 Elsevier B.V., All rights reserved.
PY - 2017/10
Y1 - 2017/10
N2 - A new library of 2-(2-methyl-5-nitro-1H-imidazol-1-yl)ethyl aryl ether derivatives (1 −2 3) were synthesized and characterized by EI-MS and 1H NMR, and screened for their α-amylase inhibitory activity. Out of twenty-three derivatives, two molecules 19 (IC50 = 0.38 ± 0.82 µM) and 23 (IC50 = 1.66 ± 0.14 µM), showed excellent activity whereas the remaining compounds, except 10 and 17, showed good to moderate inhibition in the range of IC50 = 1.77–2.98 µM when compared with the standard acarbose (IC50 = 1.66 ± 0.1 µM). A plausible structure-activity relationship has also been presented. In addition, in silico studies was carried out in order to rationalize the binding interaction of compounds with the active site of enzyme.
AB - A new library of 2-(2-methyl-5-nitro-1H-imidazol-1-yl)ethyl aryl ether derivatives (1 −2 3) were synthesized and characterized by EI-MS and 1H NMR, and screened for their α-amylase inhibitory activity. Out of twenty-three derivatives, two molecules 19 (IC50 = 0.38 ± 0.82 µM) and 23 (IC50 = 1.66 ± 0.14 µM), showed excellent activity whereas the remaining compounds, except 10 and 17, showed good to moderate inhibition in the range of IC50 = 1.77–2.98 µM when compared with the standard acarbose (IC50 = 1.66 ± 0.1 µM). A plausible structure-activity relationship has also been presented. In addition, in silico studies was carried out in order to rationalize the binding interaction of compounds with the active site of enzyme.
KW - BIODS
KW - In silico
KW - In vitro
KW - Metronidazole
KW - Structure-activity relationship (SAR)
KW - Synthesis
KW - α-amylase
UR - https://www.scopus.com/pages/publications/85023632820
U2 - 10.1016/j.bioorg.2017.07.001
DO - 10.1016/j.bioorg.2017.07.001
M3 - Article
C2 - 28719801
AN - SCOPUS:85023632820
SN - 0045-2068
VL - 74
SP - 1
EP - 9
JO - Bioorganic Chemistry
JF - Bioorganic Chemistry
ER -