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Synthesis and pharmacological activities of C-nucleosides of phenazine derivatives

Atef M.Amer, Mohamed H.Sherif, Amira A.Ghoneim*, Wael Farouk

Several of phenazine derivatives were synthesized from phenazine (2) and (3) which were synthesized by oxidation of phenylenediamine (1) by FeCl3. So by coupling phenazine (2) with different aldoses by stirring in the presence of I2 and acetic acid at roomtemperature gave compounds (4), (5) and (6) respectively and by acetylation of compound (4) with acetic anhydride and pyridine gave (7). On the other hand, heating of (1) or /and (2) with aldoses in the presence of hydrazine hydrate, acetic acid, conc. hydrochloric acid and water gave compound (8) and (9) respectively. Acetylation of compound (9) gave (10), while heating compound (2) with D-xylose and phenyl hydrazine hydrochloride and diluted acetic acid gave (11). Also, phenazine (3) was coupled with xylose by microwave irradiation in the presence of iodine gave oxazole derivative (12). Some of the synthesized compounds have been screened as antibacterial and antifungal. The structures of the synthesized compounds have been deduced from their elemental analysis and spectral data.