Tags

Type your tag names separated by a space and hit enter

Novel biphenyl bis-sulfonamides as acetyl and butyrylcholinesterase inhibitors: Synthesis, biological evaluation and molecular modeling studies.
Bioorg Chem. 2016 Feb; 64:13-20.BC

Abstract

A series of new biphenyl bis-sulfonamide derivatives 2a-3p were synthesized in good to excellent yield (76-98%). The inhibitory potential of the synthesized compounds on acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE) was investigated. Most of the screened compounds showed modest in vitro inhibition for both AChE and BChE. Compared to the reference compound eserine (IC50 0.04 ± 0.0001 μM for AChE) and (IC50 0.85 ± 0.0001 μM for BChE), the IC50 values of these compounds were ranged from 2.27 ± 0.01 to 123.11 ± 0.04 μM for AChE and 7.74 ± 0.07 to <400 μM for BuChE. Among the tested compounds, 3p was found to be the most potent against AChE (IC50 2.27 ± 0.01 μM), whereas 3g exhibited the highest inhibition for BChE (IC50 7.74 ± 0.07 μM). Structure-activity relationship (SAR) of these compounds was developed and elaborated with the help of molecular docking studies.

Authors+Show Affiliations

Department of Chemistry, Government College University, Lahore 54000, Pakistan.Department of Physicochemical Drug Analysis, Faculty of Pharmacy, Jagiellonian University Medical College, Medyczna 9, 30-688 Cracow, Poland.Department of Physicochemical Drug Analysis, Faculty of Pharmacy, Jagiellonian University Medical College, Medyczna 9, 30-688 Cracow, Poland.Department of Chemistry, Government College University, Lahore 54000, Pakistan. Electronic address: iuklodhi@yahoo.com.Department of Chemistry, Government College University, Lahore 54000, Pakistan.Department of Chemistry, King Fahd University of Petroleum and Minerals, Dhahran 31261, Saudi Arabia.Department of Chemistry, and Department of Biochemistry & Biotechnology, The Islamia University of Bahawalpur, Bahawalpur 63100, Pakistan.Department of Chemistry, and Department of Biochemistry & Biotechnology, The Islamia University of Bahawalpur, Bahawalpur 63100, Pakistan.Department of Chemistry, Government College University, Lahore 54000, Pakistan.Department of Chemistry, Government College University, Lahore 54000, Pakistan.Interdisciplinary Research Center in Biomedical Materials, COMSATS Institute of Information Technology, Lahore 54000, Pakistan. Electronic address: drmyar@ciitlahore.edu.pk.

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

26595185

Citation

Mutahir, Sadaf, et al. "Novel Biphenyl Bis-sulfonamides as Acetyl and Butyrylcholinesterase Inhibitors: Synthesis, Biological Evaluation and Molecular Modeling Studies." Bioorganic Chemistry, vol. 64, 2016, pp. 13-20.
Mutahir S, Jończyk J, Bajda M, et al. Novel biphenyl bis-sulfonamides as acetyl and butyrylcholinesterase inhibitors: Synthesis, biological evaluation and molecular modeling studies. Bioorg Chem. 2016;64:13-20.
Mutahir, S., Jończyk, J., Bajda, M., Khan, I. U., Khan, M. A., Ullah, N., Ashraf, M., Qurat-ul-Ain, ., Riaz, S., Hussain, S., & Yar, M. (2016). Novel biphenyl bis-sulfonamides as acetyl and butyrylcholinesterase inhibitors: Synthesis, biological evaluation and molecular modeling studies. Bioorganic Chemistry, 64, 13-20. https://doi.org/10.1016/j.bioorg.2015.11.002
Mutahir S, et al. Novel Biphenyl Bis-sulfonamides as Acetyl and Butyrylcholinesterase Inhibitors: Synthesis, Biological Evaluation and Molecular Modeling Studies. Bioorg Chem. 2016;64:13-20. PubMed PMID: 26595185.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Novel biphenyl bis-sulfonamides as acetyl and butyrylcholinesterase inhibitors: Synthesis, biological evaluation and molecular modeling studies. AU - Mutahir,Sadaf, AU - Jończyk,Jakub, AU - Bajda,Marek, AU - Khan,Islam Ullah, AU - Khan,Muhammad Asim, AU - Ullah,Nisar, AU - Ashraf,Muhammad, AU - Qurat-ul-Ain,, AU - Riaz,Sadaf, AU - Hussain,Sajjad, AU - Yar,Muhammad, Y1 - 2015/11/10/ PY - 2015/09/06/received PY - 2015/11/05/revised PY - 2015/11/07/accepted PY - 2015/11/24/entrez PY - 2015/11/26/pubmed PY - 2017/1/25/medline KW - Acetylcholinesterase KW - Alzheimer’s disease KW - Biphenyl sulfonamides KW - Butyrylcholinesterase SP - 13 EP - 20 JF - Bioorganic chemistry JO - Bioorg Chem VL - 64 N2 - A series of new biphenyl bis-sulfonamide derivatives 2a-3p were synthesized in good to excellent yield (76-98%). The inhibitory potential of the synthesized compounds on acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE) was investigated. Most of the screened compounds showed modest in vitro inhibition for both AChE and BChE. Compared to the reference compound eserine (IC50 0.04 ± 0.0001 μM for AChE) and (IC50 0.85 ± 0.0001 μM for BChE), the IC50 values of these compounds were ranged from 2.27 ± 0.01 to 123.11 ± 0.04 μM for AChE and 7.74 ± 0.07 to <400 μM for BuChE. Among the tested compounds, 3p was found to be the most potent against AChE (IC50 2.27 ± 0.01 μM), whereas 3g exhibited the highest inhibition for BChE (IC50 7.74 ± 0.07 μM). Structure-activity relationship (SAR) of these compounds was developed and elaborated with the help of molecular docking studies. SN - 1090-2120 UR - https://www.unboundmedicine.com/medline/citation/26595185/Novel_biphenyl_bis_sulfonamides_as_acetyl_and_butyrylcholinesterase_inhibitors:_Synthesis_biological_evaluation_and_molecular_modeling_studies_ L2 - https://linkinghub.elsevier.com/retrieve/pii/S0045-2068(15)30033-X DB - PRIME DP - Unbound Medicine ER -