Preparation and antimicrobial screening of novel 2, 2-dichlorocyclopropane cis-dicarbamates and comparison to their alkane and cis-alkene analogs

Abstract EN

The search for more active antimicrobial agents is a persistent process.

Moreover, increasing prevalence of resistant microorganisms to common antimicrobial agents necessitates the search for new active compounds.

To this end, we prepared a series of novel compounds containing both cis-gem-dichlorocyclopropane and aromatic carbamate moieties-some with mono and dichloro substitution 9a-f.

For comparison purposes known and new compounds containing four carbon spacers, both alkane 7a-f and cis alkene 8a-f dicarbamate analogues were also prepared.

All compounds were characterized by NMR, FTIR and HR-MS Spectrometry.

The prepared compounds were screened against representative gram negative bacteria, yeast and gram positive bacteria.

Excellent trends for antimicrobial activity were observed mainly against gram positive bacteria.

The cis-gem-dichlorocyclopropane spacer targets (Series 9) exhibited the strongest activity with three out of the six compounds from series 9 having activity against (S.

aureus 29213) that are stronger than that of commercial antibiotics tested.

The excellent activity of the new system 9 against gram positive strains can provide a future promise in the search for new antimicrobial agent.