Synthesis and Reactivity of 6-Iodo-4H-3,1-Benzoxazin-4-one Towards Nitrogen Nucleophiles and Their Antimicrobial Activities

In attempt to find new pharmacological active molecules, we synthesized 6-iodo-4H-3,1-benzoxazin-4-one and allowed it to react with some nitrogen nucleophiles namely; hydroxylamine hydrochloride, hydrazine hydrate, fomamide, aliphatic amine, aromatic amines, aralkyl amine, different amino acids, heteryl amines, ethanolamine and sodium azide to afford annelated quinazolinone derivatives and other related systems. The synthesized compounds were characterized with the help of spectroscopic techniques including IR, 1H-NMR and Mass spectra. Also their antimicrobial activities were screened against different strains of bacteria and fungi. Keywords: 6-Iodo-4H-3,1-benzoxazin-4-one; quinazolinone derivatives;  nitrogen nucleophiles; antimicrobial activity

Cationic vesicles based on biocompatible diacyl glycerol-arginine surfactants: Physicochemical properties, antimicrobial activity, encapsulation efficiency and drug release

Physicochemical characteristics of cationic vesicular systems prepared from biocompatible diacyl glycerol-arginine surfactants are investigated. These systems form stable cationic vesicles by themselves and the average diameter of the vesicles decreases as the alkyl chain length of the surfactant increases. The addition of DPPC also modifies the physicochemical properties of these vesicles. Among the drugs these cationic formulations can encapsulate, we have considered Ciprofloxacin and 5-Fluorouracil (5-FU). We show that the percentage of encapsulated drug depends on both the physicochemical properties of the carrier and the type of drug. The capacity of these systems to carry different molecules was evaluated performing in vitro drug release studies. Finally, the antimicrobial activity of empty and Ciprofloxacin-loaded vesicles against Gram-positive and Gram-negative bacteria has been determined. Three bacteria were tested: Escherichia coli, Staphylococcus aureus and Klebsiella pneumoniae. The in vitro drug release from all formulations was effectively delayed. Empty cationic vesicles showed antimicrobial activity and Ciprofloxacin-loaded vesicles showed similar or higher antimicrobial activity than the free drug solution. These results suggest that our formulations represent a great innovation in the pharmaceutical field, due to their dual pharmacological function: one related to the nature of the vehiculated drug and the other related to the innate antibacterial properties of the surfactant-based carriers. © 2014 Elsevier B.V.The authors would like to thank the financial support from Spanish Plan National I+D+I MAT2012-38047-C02-02, AGAUR 2009 SRG 246, CTQ2010-14897. Moreover, the project has been co-funded with support from the Commission European Social Fund and Region of Calabria (Italy) and the contract Estancia de Jóvenes Doctores Extranjeros en España, MEC, SB2010-0129.Peer reviewe