Novel cyclam multicomponent crystal forms: synthesis, characterization and antimicrobial activity†
*ab
and
Luis G.
Alves
*ab
Abstract
Novel multicomponent crystal forms were obtained from reactions of trans-disubstituted cyclam derivatives with flufenamic and salicylic acids. The reactions of H2(4-CF3PhCH2)2cyclam with those acids led to the formation of salts of the formulae [H2{H2(4-CF3PhCH2)2cyclam}](3-CF3PhNHC6H4COO)2 and [H2{H2(4-CF3PhCH2)2cyclam}](HOC6H4COO)2, respectively. The reaction of H2(PhCH2)2cyclam with flufenamic acid led to the formation of the salt [H2{H2(PhCH2)2cyclam}](3-CF3PhNHC6H4COO)2, whereas its reaction with salicylic acid afforded the ionic cocrystal [H2(PhCH2)2cyclam](HOC6H4COOH)2·[H2{H2(PhCH2)2cyclam}](HOC6H4COO)2. The compounds obtained were fully characterized and tested against several yeasts as well as Gram-positive and Gram-negative bacterial strains. The results have shown that the new multicomponent forms display relevant antimicrobial activity when compared to their parent cyclam derivatives, highlighting the importance of exploring synergistic effects to unveil new and efficient antimicrobial agents.
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