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Peer-reviewedCC BYRSC advances

Synthesis and evaluation of the antimicrobial activity of novel esters, β-diketones, chromones and pyrazoles.

  1. 1P. G. Department of Chemistry and Research Centre, R. B. Narayanrao Borawake College Shrirampur M.S. India 413709 [email protected].
  2. 2P. G. Department of Chemistry and Research Centre, S. M. Joshi College Hadapsar M.S. India 411028.
  3. 3Department of Microbiology, Yashavantrao Chavan Institute of Science, A Lead College of Karmveer Bhaurao Patil University Satara M.S. India 415001.

Abstract

In the present investigation, a new series of 2-acetylphenyl 6-chloropyridine-2-carboxylate derivatives were synthesised as the key intermediates and converted into 1,3-diketone derivatives via the Baker-Venkataraman rearrangement, which played a crucial role in the construction of the target chromone and pyrazole frameworks. 1-(6-Chloropyridin-2-yl)-3-(2-hydroxyphenyl)propane-1,3-diones, 2-(6-chloropyridin-2-yl)-4H-chromen-4-ones and 2-(5-(6-chloropyridin-2-yl)-1H-pyrazol-3-yl)phenols were synthesised. ¹H-NMR, ¹³C-NMR and HRMS techniques were used to identify the structures of the synthesized compounds. The in vitro antimicrobial activity of the synthesized compounds was evaluated against three bacterial strains, one yeast and two filamentous fungi using the agar well diffusion method. The synthesized derivatives exhibited variable and organism-dependent antimicrobial activity, with selected compounds showing appreciable inhibition against the tested microorganisms. These results demonstrate the promising antibacterial activity of the synthesized compounds and encourage additional cytotoxicity and quantitative susceptibility testing to assess their biological potential.

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BibTeX
@article{shinde2026synthesis,
  title = {{Synthesis and evaluation of the antimicrobial activity of novel esters, β-diketones, chromones and pyrazoles.}},
  author = {A S Shinde and S P Badadhe and S P Kunde and D N Gaikwad and B S Pawar and P V Badadhe},
  journal = {RSC advances},
  year = {2026},
  month = oct,
  doi = {10.1039/d6ra07223b},
  url = {https://europepmc.org/article/MED/42846840},
  note = {CC BY},
}
RIS
TY  - JOUR
TI  - Synthesis and evaluation of the antimicrobial activity of novel esters, β-diketones, chromones and pyrazoles.
AU  - A S Shinde
AU  - S P Badadhe
AU  - S P Kunde
AU  - D N Gaikwad
AU  - B S Pawar
AU  - P V Badadhe
PY  - 2026
DA  - 2026/10/07
JO  - RSC advances
DO  - 10.1039/d6ra07223b
UR  - https://europepmc.org/article/MED/42846840
AB  - In the present investigation, a new series of 2-acetylphenyl 6-chloropyridine-2-carboxylate derivatives were synthesised as the key intermediates and converted into 1,3-diketone derivatives via the Baker-Venkataraman rearrangement, which played a crucial role in the construction of the target chromone and pyrazole frameworks. 1-(6-Chloropyridin-2-yl)-3-(2-hydroxyphenyl)propane-1,3-diones, 2-(6-chloropyridin-2-yl)-4H-chromen-4-ones and 2-(5-(6-chloropyridin-2-yl)-1H-pyrazol-3-yl)phenols were synthesised. ¹H-NMR, ¹³C-NMR and HRMS techniques were used to identify the structures of the synthesized compounds. The in vitro antimicrobial activity of the synthesized compounds was evaluated against three bacterial strains, one yeast and two filamentous fungi using the agar well diffusion method. The synthesized derivatives exhibited variable and organism-dependent antimicrobial activity, with selected compounds showing appreciable inhibition against the tested microorganisms. These results demonstrate the promising antibacterial activity of the synthesized compounds and encourage additional cytotoxicity and quantitative susceptibility testing to assess their biological potential.
SN  - 2046-2069
ER  -