Open AccessMicrowave Irradiated Eco-friendly Synthesis of Pyrimidine Derivatives as Potential Antitubercular Agents
Author(s) -
Krishna Chandra Panda,
B. V. V. Ravi Kumar,
Biswa Mohan Sahoo,
Bimal K. Banik,
Abhishek Tiwari
Publication year - 2022
Publication title -
asian journal of chemistry/asian journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.145
H-Index - 34
eISSN - 0975-427X
pISSN - 0970-7077
DOI - 10.14233/ajchem.2022.23644
Subject(s) - chemistry , antimycobacterial , pyrimidine , knoevenagel condensation , microwave irradiation , isoniazid , yield (engineering) , combinatorial chemistry , ethanol , nuclear chemistry , proton nmr , organic chemistry , mycobacterium tuberculosis , stereochemistry , tuberculosis , catalysis , medicine , materials science , pathology , metallurgy
The microwave irradiation method is applied for the efficient synthesis of pyrimidine derivatives. Thesynthetic protocol involves Knoevenagel condensation followed by Michael addition reaction andcyclization of equimolar quantities of aromatic aldehydes, ethyl cyanoacetate and guanidine in thepresence of ethanolic NaOH solution to produce corresponding pyrimidine derivatives. The reactionmixture was allowed to reflux under microwave radiation at power level-2 for 7-12 min. The microwaveheating technique offers a cleaner reaction with a shorter reaction time and improved product yield ascompared to conventional synthesis. The newly synthesized compounds were characterized by theirFT-IR, 1H NMR and LC-MS spectral data. All the synthesized pyrimidine derivatives were evaluatedin vitro for their antitubercular activity in vitro by using the luciferase reporter phage (LRP) assaymethod. The antimycobacterial activity was determined in terms of the percent reduction in the relativelight unit (RLU). The test compounds exhibited promising antitubercular activity against Mycobacteriumtuberculosis H37Rv and clinical isolates, S, H, R and E resistant M. tuberculosis in comparison withthe standard drug (isoniazid).