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Noi sulfonamide cu nucleu acridinic. Relatii structura-activitate in clasa sulfonamidelor

Domenii publicaţii > Chimie + Tipuri publicaţii > Tezã de doctorat (nepublicatã)

Autori: Ferencz, László

Editorial: Universitatea Babes-Bolyai, Cluj, p.159, 2002.

Rezumat:

Sulphonamides represent, except for antibiotics, the class of substances, which had scored the greatest chemiotherapeutical success, because of their high antimicrobian, diuretic and hypoglycemic activity.
The data from reference materials show that there are known only sulphonamides derived from 1,2,3,4 and 9-aminoacridine, in which the amino group from the sulphonamide remainder, -essential for the antimicrobial activity- is absent.
Therefore, we considered it useful to try to obtain new sulphonamides with acridinic nucleus, in which the sulphonamidic group appears in positions 1,2,3 and 4 as follows:
Isomeric 1, 2, 3- and 4-(p-acetylaminobenzenesulphonylamino)-acridone, C21H17N3O4S
Isomeric 1, 2, 3- and 4-(p-aminobenzenesulphonylamino)-acridone, C19H15N3O3S
Isomeric 1, 2, 3-and 4-(p-aminobenzenesulphonylamino)-acridine C19H15N3O2S
We also obtained the corresponding acridanes, but we did not isolate them.
The structure of the obtained compounds is confirmed by the data of elemental analysis and by the IR spectra.The NMR spectra were also recorded for the substances, and we made the appropriate assignments.
The studied new substances show a noteworthy activity against microorganisms. The wide spectrum, which includes gram-negative, gram-positive bacilli and fungi, recommends them for the continuation of the studies. The minimal inhibition concentration and minimal bactericide concentration are comparable with the same concentrations of usual sulphonamides

Cuvinte cheie: sulphonamides, acridine, acridone