Synthesis of some sulfonamide incorporating enaminone, quinolone moieties and thiazoloquinazoline derivative induce the cytoprotective enzyme NAD(P) H: Quinone Oxidoreductase 1.

Mostafa M Ghorab; Mansour S Alsaid; Abdelaaty A Shahat

Abstract

Synthesis of some sulfonamide incorporating enaminone, quinolone moieties and thiazoloquinazoline derivative induce the cytoprotective enzyme NAD(P) H: Quinone Oxidoreductase 1.

Sulfonamide resonant biologically active enaminone derivatives 3, 5, and quinolone derivative 8 have been created. Correspondingly, the thiazoloquinazoline derivative 13 was acquired in decent yield via reaction of 2-isothiocyanate derivative 9 with the L-nor ephedrine 10. The assemblies of the prepared amalgams stood established by microanalysis, IR, ¹H-NMR, ¹³C-NMR and mass spectral information. Furthermore amalgams 3 was proved by X-ray crystallographic analysis. The NQO1 inducer activity of the synthesized compounds was assessed by means of a measurable bioassay in Hepa1c1c7 murine hepatoma cells. The thiazoloquinazoline (13) exhibited remarkable activity. Besides, incorporating the thiazol moiety within a heterocyclic ring system (quinazoline) increases the inducer potency. On the other hand, the enaminone derivatives (3 and 5) and quinoline (8) showed weak activity.

Author(s): Mostafa M Ghorab, Mansour S Alsaid, Abdelaaty A Shahat
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