Premium
Green Synthesis of Chromene Congeners via Multi‐Component Reaction and Their Antimicrobial Studies
Author(s) -
Vanam Rateesh,
Allam Vijaykumar,
Nerella Srinivas,
Gavaji Brahmeshwari
Publication year - 2021
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.202102211
Subject(s) - antimicrobial , malononitrile , enzyme , bacteria , chemistry , coumarin , catalysis , combinatorial chemistry , in vitro , biocatalysis , organic chemistry , biochemistry , reaction mechanism , biology , genetics
A facile metal catalyst free, multi‐component synthesis was established to afford tetrazolo dihydropyranochromenes and pyranochromeno pyridinediones in high yields starting from 7‐hydroxy‐4‐methyl coumarin, aromatic aldehydes and malononitrile based on Green chemistry principles. This protocol is applied to a wide range of aldehydes and demonstrates excellent functional group tolerance. Further, the synthesized compounds were screened in vitro against a panel of clinically relevant bacteria and fungi and found that these compounds possess moderate antimicrobial efficacy. The compounds 6 d & 7 d were exhibited very impressive antimicrobial activity against four strains of bacteria and two strains of fungi. To know more about, their mechanism of action the lead compounds were virtually screened against a key microbial enzyme, tyrosyl‐tRNA (TyrRS) synthetase and found that the compounds were bound with the enzyme through various interactions and thus able to inhibit the activity of the enzyme as evidenced by their binding energies. Further, the ADMET studies of the lead compounds were showed excellent favorable Druglikeness properties when they were tested with SwissADME programme.