Open Access
Biphenyl tetrazole-thiazolidinediones as novel bacterial peptide deformylase inhibitors: Synthesis, biological evaluations and molecular docking study
Firoz A. Kalam Khan
1
,
Kaivalya S Jadhav
1
,
Rajendra Patil
2
,
Devanand B. Shinde
3
,
Rohidas Arote
4
,
J. N. Sangshetti
1
1
Y.B. Chavan College of Pharmacy, Dr. Rafiq Zakaria Campus, Aurangabad 431001, M.S., India.
|
Publication type: Journal Article
Publication date: 2016-10-01
scimago Q1
wos Q1
SJR: 1.775
CiteScore: 12.8
Impact factor: 7.5
ISSN: 07533322, 19506007
PubMed ID:
27551762
General Medicine
Pharmacology
Abstract
Herein, we report the synthesis and screening of biphenyl tetrazole-thiazolidinediones 14(a-j) as bacterial Peptide deformylase (PDF) enzyme inhibitors. The compounds 14b (IC50 value=16.25μM), 14c (IC50 value=18.00μM) and 14h (IC50 value=17.25μM) had shown good PDF inhibition activity. The compounds 14b (MIC range=20.75-35.41μg/mL), 14c (MIC range=19.41-26.00μg/mL) and 14d (MIC range=8.41-8.58μg/mL) had also shown potent antibacterial activity when compared with standard ciprofloxacin (MIC range=25-50μg/mL). Thus, the active derivatives were not only potent PDF inhibitors but also efficient antibacterial agents. In order to gain more insight on the binding mode of the compounds with PDF enzyme, the synthesized compounds 14(a-j) were docked against PDF enzyme of E. coli and compounds exhibited good binding properties. The results suggest that this class of compounds have been potential for development and use in a future as antibacterial drugs.
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Khan F. A. K. et al. Biphenyl tetrazole-thiazolidinediones as novel bacterial peptide deformylase inhibitors: Synthesis, biological evaluations and molecular docking study // Biomedicine and Pharmacotherapy. 2016. Vol. 83. pp. 1146-1153.
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Khan F. A. K., Jadhav K. S., Patil R., Shinde D. B., Arote R., Sangshetti J. N. Biphenyl tetrazole-thiazolidinediones as novel bacterial peptide deformylase inhibitors: Synthesis, biological evaluations and molecular docking study // Biomedicine and Pharmacotherapy. 2016. Vol. 83. pp. 1146-1153.
Cite this
RIS
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TY - JOUR
DO - 10.1016/j.biopha.2016.08.036
UR - https://doi.org/10.1016/j.biopha.2016.08.036
TI - Biphenyl tetrazole-thiazolidinediones as novel bacterial peptide deformylase inhibitors: Synthesis, biological evaluations and molecular docking study
T2 - Biomedicine and Pharmacotherapy
AU - Khan, Firoz A. Kalam
AU - Jadhav, Kaivalya S
AU - Patil, Rajendra
AU - Shinde, Devanand B.
AU - Arote, Rohidas
AU - Sangshetti, J. N.
PY - 2016
DA - 2016/10/01
PB - Elsevier
SP - 1146-1153
VL - 83
PMID - 27551762
SN - 0753-3322
SN - 1950-6007
ER -
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@article{2016_Khan,
author = {Firoz A. Kalam Khan and Kaivalya S Jadhav and Rajendra Patil and Devanand B. Shinde and Rohidas Arote and J. N. Sangshetti},
title = {Biphenyl tetrazole-thiazolidinediones as novel bacterial peptide deformylase inhibitors: Synthesis, biological evaluations and molecular docking study},
journal = {Biomedicine and Pharmacotherapy},
year = {2016},
volume = {83},
publisher = {Elsevier},
month = {oct},
url = {https://doi.org/10.1016/j.biopha.2016.08.036},
pages = {1146--1153},
doi = {10.1016/j.biopha.2016.08.036}
}