Abstract

Synthesis of some new benzo[a]phenothiazines and their ribofuranosides as possible medicinal values

Author(s): Sangeeta Tiwari, A.K.Yadav, A.K.Mishra

Synthesis of 9-chloro-6-(3-chloro-4-fluoro/3-chloro-4-methyl/2-trifluoromethylanilino)-12H-benzo[a] phenothiazine- 5-ols, 5-acetyle12H-benzo[a]phenothiazines and 5-methoxy-12H-benzo[a]phenothiazines have been carried out from 9-chloro-6-(3-chloro-4-Fluoro/3-chloro-4-methyl/2-trifluoromethylanilino)-5Hbenzo[ a]phenothiazine-5-ones, which have been synthesized by condensing zinc mercaptide of 2-amino-5- chloro-benzenethiol and 2-(3-chloro-4-fluoro/3-chloro-4-methyl/2-trifluoromethylanilino)-3-chloro-1,4-methyl/2- trifluoromethylanilino)-3-chloro-1,4-naphthoquinones. The ribofuranosides viz. N-(2, 3, 5-tri-O-benzoyl--Dribofuranosyl) -5-acetoxy-9-chloro-6- (3-chloro-4-fluoro/3-chloro-)-4-methyl/2-trifluromethylanilino)-12H-benzo[a] phenothiazines have been synthesized by condensing heterocyclic base with (+)--D-ribofuranose-1-acetate- 2,3,5-tribenzoate, in toluene in presence of SnCl4 at 155-160°C. The structures of all the synthesized compounds have been established by elemental analysis, I R and 1H NMR spectral data. The entire synthesized heterocyclic base and their ribofuranosides have been screened for their antifungal and antibacterial activities.