Abstract
Summary A series of 4,6-diaryl/heteroarylpyrimidones was synthesized employing silica-supported fluoroboric acid under solvent-free conditions in a microwave reactor. The catalytic influence of HBF4-SiO2 was investigated in detail to optimize the reaction conditions. The synthesized compounds were evaluated for in vitro xanthine oxidase (XO) inhibitory activity for the first time. Structure-activity relationship analyses are also presented. Among the synthesized compounds, VA-5, -9, -10, -12, -22, -23, and -25 were the active inhibitors with IC50 values ranging from 6.45 to 13.46 μM. Compound VA-25 with a pyridinyl ring as ring A and a thiophenyl ring as ring B emerged as the most potent XO inhibitor (IC50 = 6.45 μM) in comparison to allopurinol (IC50 = 12.24 μM). Some of the important interactions of VA-25 with the amino acid residues of the active site of XO were figured out by molecular modeling studies. A series of 4,6-diaryl/ heteroarylpyrimidones, synthesized by silica supported fluoroboric acid under solvent-free conditions in a microwave reactor, were evaluated for their in vitro xanthine oxidase inhibitory activities. VA-5, -9, -10, -12, -22, -23, and -25 were found to be active inhibitors with IC50 values ranging from 6.45 to 13.46 μM. Structure-activity relationship analyses are also presented.
Original language | English |
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Pages (from-to) | 486-495 |
Number of pages | 10 |
Journal | Archiv der Pharmazie |
Volume | 347 |
Issue number | 7 |
DOIs | |
Publication status | Published - Jan 1 2014 |
Externally published | Yes |
Keywords
- Catalyst
- Fluoroboric acid
- Inhibitors
- Microwave radiation
- Pyrimidones
- Silica
- Xanthine oxidase
ASJC Scopus subject areas
- Pharmaceutical Science
- Drug Discovery