Abstract
A library of twenty-five derivatives of 2-substituted quinazolin-4(3H)-ones 1-25 was synthesized and evaluated against phosphodiesterase-I (PDE) and carbonic anhydrase-II (CA). Compounds 17 (IC50 = 210.7 ± 2.62 µM), 16 (IC50 = 301.6 ± 1.18 µM), and 13 (IC50 = 458.13 ± 3.60 µM), selectively exhibited PDE inhibition while compounds 22 (IC50 = 61.33 ± 2.38 µM), 1 (IC50 = 108.30 ± 0.93 µM), and 21 (IC50 = 191.93 ± 2.72 µM), discriminatingly exhibited CA inhibition as compared to standards EDTA (IC50 = 277.69 ± 2.52 µM) and acetazolamide (IC50 = 0.12 ± 0.03 µM), for PDE and CA inhibitions, respectively. However, compound 15 was found to be active against both enzymes with the IC50 values 344.33 ± 4.32 µM and 20.94 ± 0.58 µM, for PDE and CA inhibitions, respectively. Remaining compounds were found to be inactive against both the enzymes. Structure-activity relationship studies are discussed herein.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Acetazolamide / chemistry
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Animals
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Carbonic Anhydrase II / antagonists & inhibitors*
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Carbonic Anhydrase II / chemistry
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Carbonic Anhydrase II / isolation & purification
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Carbonic Anhydrase Inhibitors / chemical synthesis*
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Carbonic Anhydrase Inhibitors / chemistry
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Drug Design
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Edetic Acid / chemistry
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Enzyme Assays
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Molecular Structure
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Phosphodiesterase I / antagonists & inhibitors*
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Phosphodiesterase I / chemistry
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Phosphodiesterase I / isolation & purification
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Phosphodiesterase Inhibitors / chemical synthesis*
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Phosphodiesterase Inhibitors / chemistry
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Quinazolinones / chemical synthesis*
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Quinazolinones / chemistry
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Small Molecule Libraries / chemical synthesis*
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Small Molecule Libraries / chemistry
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Snakes / metabolism
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Solutions
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Structure-Activity Relationship
Substances
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Carbonic Anhydrase Inhibitors
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Phosphodiesterase Inhibitors
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Quinazolinones
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Small Molecule Libraries
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Solutions
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Edetic Acid
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Phosphodiesterase I
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Carbonic Anhydrase II
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Acetazolamide