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mahmood tajbakhsh

mahmood tajbakhsh

Academic rank: Professor
ORCID:
Education: PhD.
ScopusId:
Faculty: Faculty of Chemistry
Address: /Faculty of chemistry- University of Mazandaran- Babolsar- Iran
Phone: 09111146981

Research

Title
One-pot three-component synthesis of novel pyrano[3,2-e]pyrazolo[1,5-a]pyrimidines and investigation of their biological activities
Type
JournalPaper
Keywords
Three-component reaction Pyrano[3,2-e]pyrazolo[1,5-a]pyrimidine Antioxidant Antibacterial Cytotoxicity
Year
2023
Journal Journal of Molecular Structure
DOI
Researchers mohammad Mehdi Vahedi ، Sakineh Asghari ، mahmood tajbakhsh ، Mojtaba Mohseni ، Asieh Khalilpour

Abstract

In this study, pyrano[3,2-e]pyrazaolo[1,5-a]pyrimidine derivatives were produced in high yields (80–89%), at room temperature, by three-component reactions involving alkyl isocyanides, dialkyl acetylenedicarboxylates, and 7–hydroxy pyrazolo[1,5-a]pyrimidines. Using FT-IR, 1H and 13C NMR, and mass spectral data, the structure of the synthesized compounds was identified. The created molecules were tested against cancer, bacteria, and free radicals to evaluate how effective they could be. It was determined whether or not the tested substances had any cytotoxic effects on the MCF-7 (breast cancer) and the MCF-10 (breast epithelial) cell lines. Compound 4l, in comparison to other compounds, has shown the most potent anti-cancer activity (IC50=19.70±0.89 μM), which is roughly as excellent as the standard medicine etoposide (IC50= 18.71±1.09 μM). Also, the antioxidant properties of the products were investigated using the 2,2-diphenyl-1-picrylhydrazyl (DPPH) assay. The results demonstrated that compound 4 h had the highest free radical scavenging effect (IC50= 12.12±0.40 μM), which was very close to the value for ascorbic acid (IC50= 11.85±0.30 μM), as the antioxidant standard. The Kirby-Bauer disk diffusion technique was applied to examine the bactericidal impact of the synthesized compounds. According to the findings, virtually all the compounds had a modest level of action against Gram-positive bacteria (Bacillus subtilis and Staphylococcus aureus).