Synthesis and Antimicrobial Activity Evaluation of Some New Adamantane Derivatives

Summary

In this study, some new Schiff bases were synthesized as antimicrobial agents using benzaldehyde derivatives and 1-or 2-aminoadamantane. The structures of the synthesized compounds were confirmed by IR, ¹H-NMR and elementary analysis. Antimicrobial activities of the synthesized compounds were tested against some bacteria and yeast-like fungi. The antimicrobial activity of the compounds was investigated by broth microdilution method using two Gram positive (Staphylococcus aureus ATCC 25923, Enterococcus faecalis ATCC 29212) and two Gram negative (Escherichia coli ATCC 25922, Pseudomonas aeruginosa ATCC 27853) bacteria and yeast-like fungi (Candida albicans ATCC 90028, Candida krusei ATCC 6258, Candida parapsilosis ATCC 22019). The antifungal activity of 1-((2-chloro-3,4-dimethoxybenzylidene) amino (adamantane (compound 3) against C. krusei and C. parapsilosis (minimal inhibitory concentration 32 µg/ml) was higher than that of the other tested compounds.

Zusammenfassung

Synthese und Bewertung der antimikrobiellen Wirkung neuer Adamantan-Derivative

Neue Schiffsche Base-Derivate wurden durch Reaktion von Benzaldehyd-Derivaten mit 1-oder 2-Aminoadamantan hergestellt. Die Strukturaufklärung erfolgte mit Hilfe von IR, ¹H-NMR-Spektren und Elementaranalyse. Die antimikrobielle Wirkung dieser Substanzen wurde gegen einige Bakterien-Stämme (Staphylococcus aureus ATCC 25923, Enterococcus faecalis ATCC 29212, Escherichia coli ATCC 25922 und Pseudomonas aeruginosa ATCC 27853) sowie gegen Candida-Hefen (Candida albicans ATCC 90028, Candida krusei ATCC 6258, Candida parapsilosis ATCC 22019) mit Hilfe der Reihenverdünnungstests untersucht. Substanz 3 (1-((2-Chloro-3,4-dimethoxybenzyliden) amino (adamantane) erwies sich als wirksam gegen C. krusei und C. parapsilosis (Minimale Hemmkonzentration 32 µg/ml).

Key words

Adamantane derivatives, antibacterial activity, antifungal activity, in vitro studies - Schiff bases, synthesis