SELF-AGGREGATION BEHAVIOUR OF NOVEL THIOSEMICARBAZONE DERIVATIVES AS ANTIVIRAL AGENTS

R. GLISONI; DA CHIAPPETA; LM FINKIELSZTEIN; AG MOGLIONI; A SOSNIK

Porto Alegre, Brasil

Congreso; Panamerican Congress of Pharmacy. 2010; 2010

Federacion Farmaceutica Sudamericana

The present work aimed to gain further insight into the mechanisms governing the aggregation process of novel 1-indanone thiosemicarbazone (TSCs) antiviral candidates. These derivatives precipitate very rapidly during the in vitro assays, leading to non-reproducible and erratic antiviral half maximal inhibitory concentration (IC 50 ) data . Regardless of the relatively low lipophilicity predicted by theoretical calculations, these compounds were very insoluble in water.1-indanone TSC molecules combine a bulky hydrophobic aromatic ring and a highly hydrophilicthiosemicarbazone group. This structure confers the molecule an amphiphilic character and might account for their aggregation in water. Overall data indicated the fast initial formation of negatively-charged nano-aggregates that gradually grew in size to generate larger clusters, these structures serving as nuclei for the later crystallization and precipitation in water.