Abstract
A facile and one-pot synthesis of a series of novel spiropyrrolidines/pyrrolizidines with β-lactam substituent has been accomplished through 1,3-dipolar cycloaddition reaction of alkenyl esters derived from β-lactam aldehyde as dipolarophile with the dipole azomethine ylide derived from 1,2- and 1,3-diketones and secondary amino acids. The synthesized compounds were evaluated for antimicrobial activities and found to exhibit relatively good antibacterial activity at lower concentration against four human bacterial pathogens.
Copyright © 2010 Elsevier Masson SAS. All rights reserved.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Anti-Bacterial Agents / chemical synthesis
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Anti-Bacterial Agents / chemistry
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Anti-Bacterial Agents / pharmacology*
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Crystallography, X-Ray
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Microbial Sensitivity Tests
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Models, Molecular
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Molecular Conformation
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Proteus mirabilis / drug effects
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Proteus vulgaris / drug effects
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Pyrrolidines / chemical synthesis
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Pyrrolidines / chemistry
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Pyrrolidines / pharmacology*
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Pyrrolizidine Alkaloids / chemical synthesis
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Pyrrolizidine Alkaloids / chemistry
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Pyrrolizidine Alkaloids / pharmacology*
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Salmonella typhi / drug effects
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Spiro Compounds / chemical synthesis
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Spiro Compounds / chemistry
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Spiro Compounds / pharmacology*
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Staphylococcus aureus / drug effects
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Stereoisomerism
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Structure-Activity Relationship
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beta-Lactams / chemical synthesis
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beta-Lactams / chemistry
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beta-Lactams / pharmacology*
Substances
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Anti-Bacterial Agents
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Pyrrolidines
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Pyrrolizidine Alkaloids
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Spiro Compounds
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beta-Lactams