Abstract
A novel series of Biginelli 2-3 (a and b) and Biginelli-like compounds 4-7 (a and b) were synthesized from 3-aryl-4-formylsydnone 1 (a and b). Since the crystal structure of hyaluronidase was unavailable, the human hyaluronidase protein structure was used as template and homology modeling was performed, validated by Ramachandran plots and subjected to docking studies along with in vitro anti-inflammatory activity assessment against hyaluronidase. Compounds 2-3 (a and b) exhibited potent enzyme inhibition.
Keywords:
Anti-inflammatory activity; Dihydropyrimidine; Hyaluronidase; Molecular docking; Sydnone.
© 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
Publication types
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Research Support, Non-U.S. Gov't
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Validation Study
MeSH terms
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Anti-Inflammatory Agents / chemical synthesis
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Anti-Inflammatory Agents / chemistry
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Anti-Inflammatory Agents / pharmacology*
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Drug Design
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Enzyme Inhibitors / chemical synthesis
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Enzyme Inhibitors / chemistry
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Enzyme Inhibitors / pharmacology*
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Humans
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Hyaluronoglucosaminidase / antagonists & inhibitors*
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Models, Molecular
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Molecular Docking Simulation
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Oxazines / chemical synthesis
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Oxazines / chemistry
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Oxazines / pharmacology
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Pyrimidines / chemical synthesis
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Pyrimidines / chemistry
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Pyrimidines / pharmacology
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Structure-Activity Relationship
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Sydnones / chemistry
Substances
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Anti-Inflammatory Agents
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Enzyme Inhibitors
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Oxazines
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Pyrimidines
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Sydnones
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Hyaluronoglucosaminidase