Title:One-Pot Three-Component Synthesis and Molecular Docking of Some Novel 2-Thiazolyl Pyridines as Potent Antimicrobial Agents
VOLUME: 19 ISSUE: 6
Author(s):Fathy M. Abdelrazek, Sobhi M. Gomha*, Mohamed E. B. Shaaban, Kamal A. Rabee, Heba N. El-Shemy, Abanoub M. Abdallah and Peter Metz
Affiliation:Chemistry Department, Faculty of Science, Cairo University, 12613, Chemistry Department, Faculty of Science, Cairo University, 12613, Chemistry Department, Faculty of Science, Ain-Shams University, Nuclear Material Authority, Kattameya, Chemistry Department, Faculty of Science, Ain-Shams University, Narcotic Research Department, National Center for Social and Criminological Research, Giza 11561, Institute of Organic Chemistry, TU-Dresden, Dresden 01062
Keywords:2-Bromoacetylpyridine, thiosemicarbazide, thiazoles, hydrazonoyl halides, antimicrobial activity, molecular docking
studies.
Abstract:Background: Thiazoles and pyridines are versatile synthetic scaffolds possessing wide
spectrum of biological effects including potential antimicrobial activity.
Objective: In the efforts to develop suitable antimicrobia drugs, medicinal chemists have focused on
thiazole derivatives. A novel series of 2-thiazolyl pyridines was prepared in a one-pot three-component
reaction using 2-bromoacetyl pyridine as a starting precursor.
Method: Structure of the synthesized compounds was elucidated by spectral data (FT-IR, 1H NMR,
13C NMR, and mass) and elemental analyses. The prepared compounds were screened for their in vitro
antimicrobial activity.
Results: The results revealed that compounds 4a,b,e-g and 12 showed promising activity. Molecular
docking studies using MOE software were carried out for compounds 4a and 4b which exhibited potent
activities indicated by the diameter zones (4a; 3.6, 4.0, 1.2 mm) (4b; 4.2, 3.5, 1.5 mm) and the
binding affinities (4a; -5.7731, -5.3576, -4.6844 kcal mol-1) (4b; -5.9356, -2.8250, -5.3628 kcal mol-1)
against Candida albicans, Bacillus subtilis and E. coli, respectively.
Conclusion: This paper describes a facile and efficient MCR for synthesis of 2-thiazolyl pyridines
from reaction of 2-bromoacetyl pyridine with different reagents. There was an agreement between the
values of binding affinities and interactions and the data obtained from the practical antimicrobial
screening of the tested compounds.
