A new approach to the synthesis of benzothiazole, benzoxazole, and pyridine nucleosides as potential antitumor agents.
A modified nitrogen and sulfur glycosylation reaction involving benzothiazole benzoxazole and pyridine nucleoside bases with furanose and pyranose sugars are described. Conformational analysis has been studied by homo- and heteronuclear two-dimensional NMR methods (2D DFQ-COSY, HMQC and HMBC). The N and S sites of glycosylation were determined from the 1H, 13C heteronuclear multiple-quantum coherence (HMQC) experiments. All the deprotected nucleosides were tested for their potential antitumor activity.
Khodair
Ahmed I
AI
Chemistry Department, Faculty of Education, Tanta University (Kafr El-Sheikh Branch), Kafr El-Sheikh, Egypt. khodair_62@yahoo.com
Al-Masoudi
Najim A
NA
Gesson
Jean-Pierre
JP
D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D052160:Benzothiazoles; D001583:Benzoxazoles / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D045744:Cell Line, Tumor; D006801:Humans; D009705:Nucleosides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D011725:Pyridines / Q000737:chemistry*; D013844:Thiazoles / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology
D000970:Antineoplastic Agents; D052160:Benzothiazoles; D001583:Benzoxazoles; D009705:Nucleosides; D011725:Pyridines; D013844:Thiazoles; C005465:benzothiazole