Antibacterial Activity of Some 5-Dialkylaminomethylhydantoins and Related Derivatives

Abstract

In connection with our studies on antibacterial compounds in the class of 5-dialkylaminomethylhydantoins against Gram-negative (Escherichia coli) and Gram-positive (Staphylococcus aureus) strains, some molecular modifications were attempted. The antibacterial activities of all of the synthesized hydantoin derivatives were evaluated. Among the hydantoin derivatives designed in this study, C 2 -symmetrical twin-drug type compound (7) showed the highest level of antibacterial activity against S. aureus strain.

Recent Advances in the Use of the Dimerization Strategy as a Means to Increase the Biological Potential of Natural or Synthetic Molecules

“…Furutachi et al were interested in the design and biological evaluation of dimeric hydantoin dimers [ 30 ], and as seen in Figure 10 a, the synthesis is straightforward [ 31 , 32 ]. These authors also reported previous work on symmetrical hydantoin derivatives [ 33 ].…”

Poly(ethylene) glycols and mechanochemistry for the preparation of bioactive 3,5-disubstituted hydantoins

“…Various methodologies have been applied to the synthesis of 3,5-disubstituted hydantoins. A straightforward pathway is the alkylation/arylation [6][7][8][9][10] of the N-3 position of 5-or 5,5 0 -disubstituted hydantoins but most of the procedures describe the cyclisation of ureido derivatives of amino esters A, prepared by reaction with isocyanates (either in solution [11][12][13][14][15][16][17] or on solidsupport [18][19][20][21][22][23] ) (Method A, Scheme 1), phosgene, 24 or triphosgene. [25][26][27][28][29] We have recently demonstrated that mechanochemistry was successfully applied to the eco-friendly preparation of 5,5 0disubstituted hydantoins, 30 including the antiepileptic drug phenytoin (Phenytek®, Fig.…”

Hydrolysis of imidazolidine ligands mediated by CuII: Mononuclear, tetranuclear and 1D CuII-amine complexes

“…Imidazolidines are a well-known class of organic compound of growing interest, due to their numerous pharmaceutical applications, such as anticarcinogenic [1], hypotensor [2] or antibacterial agents [3]. In spite of this, the coordination chemistry of this kind of donor, except for imidazolidine-thiones and hydantoins, is still scarcely explored.…”