Synthesis and Evaluation of Iodinated Phenytoin for Antimicrobial Activity

Abstract

5,5-bis(4'-iodophenyl)imidazolidine-2,4-dione was prepared either by direct iodination of 5,5-diphenyl imidazolidin-2,4-dione (phenytoin) or through the iodination of phenytoin intermediates (benzoin and benzil) and follow-up the standard procedure used for conversion of them to phenytoin. The targeted compound was evaluated and compared with the antimicrobial activity of phenytoin.

Mechanochemical Preparation of 3,5-Disubstituted Hydantoins from Dipeptides and Unsymmetrical Ureas of Amino Acid Derivatives

“…The reaction of amino acid derivatives with isocyanates led to the formation of such hydantoins, after cyclization of the corresponding ureido derivatives in strong acidic conditions ,,, (Figure a). N -alkylation with halogeno acetates and their derivatives, ,,, and Michael addition reactions, allowed the introduction of the carboxyalkyl group at the N -3 position of hydantoins, with a particular interest in phenytoin derivatives ,− ,, (Figure b). Miscellaneous procedures reported the reaction between acetylenic diesters and isocyanides, or phosphates, in the presence of an hydantoin molecule (Figure b).…”

Molecular modeling based approach, synthesis, and cytotoxic activity of novel benzoin derivatives targeting phosphoinostide 3-kinase (PI3Kα)

“…47 Also, these derivatives revitalized blood cells count toward normal, extended life-span, and decreased tumor size effectively. 47 Additionally, diversified derivatives of benzoin showed pronounced broad spectrum antimicrobial, [49][50][51][52] analgesic and anti-inflammatory, 53 and antidepressant activity in mice model. 54 Our future goal is to optimize this scaffold to enhance the antitumor activity and selectivity against an array of kinases.…”

Recent Advances in the Synthesis of Hydantoins: The State of the Art of a Valuable Scaffold

“…The most usual way to substitute the N -3 position of hydantoins is alkylation with halides in the presence of a base (usually potassium carbonate). This strategy was largely adopted for the preparation of 3-substituted hydantoin-containing compounds with potential biological activities. ,− Notably, 5,5-dimethylhydantoin derivatives were synthesized by this means for applications in antimicrobial polymer coatings, − as well as phenytoin derivatives. − …”