A series of novel 1-(4-substitutedbenzoyl)-4-(4-chlorobenzhydryl)piperazine derivatives 5a–g was designed by a nucleophilic substitution reaction of 1-(4-chlorobenzhydryl)piperazine with various benzoyl chlorides and characterized by elemental analyses, IR and ¹H nuclear magnetic resonance spectra. Cytotoxicity of the compounds was demonstrated on cancer cell lines from liver (HUH7, FOCUS, MAHLAVU, HEPG2, HEP3B), breast (MCF7, BT20, T47D, CAMA-1), colon (HCT-116), gastric (KATO-3) and endometrial (MFE-296) cancer cell lines. Time-dependent cytotoxicity analysis of compound 5a indicated the long-term in situ stability of this compound. All compounds showed significant cell growth inhibitory activity on the selected cancer cell lines.

Synthesis and cytotoxic activities of 32 benzhydrylpiperazine derivatives with carboxamide and thioamide moieties were reported. In vitro cytotoxic activities of compounds were screened against hepatocellular (HUH-7), breast (MCF-7) and colorectal (HCT-116) cancer cell lines by sulphorhodamine B assay. In general, 4-chlorobenzhydrylpiperazine derivatives were more cytotoxic than other compounds. In addition, thioamide derivatives (6a–g) have higher growth inhibition than their carboxamide analogs.

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. 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).