Synthesis and antibacterial study of unsaturated Mannich ketones

T. Lóránd, Béla Kocsis, P. Sohár, Gergely Nagy, G. Kispál, Hans Georg Krane, Horst Schmitt, Edgar Weckert

Research output: Contribution to journalArticle

26 Citations (Scopus)

Abstract

Several Mannich ketones of 2-arylmethylenecycloalkanones were synthesised using the classical acid-catalysed Mannich reaction. Antibacterial activity of these new water-soluble compounds was reported against Pseudomonas aeruginosa, Escherichia coli, Staphylococcus aureus, Staphylococcus saprophyticus, Micrococcus luteus and Bacillus subtilis standard strains. Human cell line cytotoxicity of our new compounds was evaluated against HeLa cell lines. Some compounds showed low cytotoxicity (41.52 nM mL-1 for 14 and 46.60 nM mL-1 for 18) and proved to be efficient antibacterial agents against the Gram-positive strains. Minimum inhibitory concentrations varied from 1.56 to 100 μg mL-1. The mechanism of action was examined, too.

Original languageEnglish
Pages (from-to)705-717
Number of pages13
JournalEuropean Journal of Medicinal Chemistry
Volume36
Issue number9
DOIs
Publication statusPublished - Sep 1 2001

Fingerprint

Cytotoxicity
Ketones
Staphylococcus saprophyticus
Cells
Micrococcus luteus
Cell Line
Microbial Sensitivity Tests
Bacilli
Bacillus subtilis
HeLa Cells
Pseudomonas aeruginosa
Escherichia coli
Staphylococcus aureus
Anti-Bacterial Agents
Acids
Water

Keywords

  • Antibacterial activity
  • Cytotoxicity
  • Mannich ketone
  • NMR

ASJC Scopus subject areas

  • Molecular Medicine
  • Organic Chemistry
  • Drug Discovery
  • Pharmaceutical Science

Cite this

Synthesis and antibacterial study of unsaturated Mannich ketones. / Lóránd, T.; Kocsis, Béla; Sohár, P.; Nagy, Gergely; Kispál, G.; Krane, Hans Georg; Schmitt, Horst; Weckert, Edgar.

In: European Journal of Medicinal Chemistry, Vol. 36, No. 9, 01.09.2001, p. 705-717.

Research output: Contribution to journalArticle

Lóránd, T. ; Kocsis, Béla ; Sohár, P. ; Nagy, Gergely ; Kispál, G. ; Krane, Hans Georg ; Schmitt, Horst ; Weckert, Edgar. / Synthesis and antibacterial study of unsaturated Mannich ketones. In: European Journal of Medicinal Chemistry. 2001 ; Vol. 36, No. 9. pp. 705-717.
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AU - Krane, Hans Georg

AU - Schmitt, Horst

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