title: Antimetabolites: Design, synthesis, and cytotoxic evaluation of novel dihydropyridine thioglycosides and pyridine thioglycosides.
abstract: A convenient synthesis of a novel series of dihydropyridine and pyridine thioglycosides was developed. The evaluation of anti-proliferative activity against HepG-2 cell lines (liver carcinoma cell lines) shows that most of the compounds have antitumor activity, especially 5b, 5f, 5j, 5n, 7b, 7f, 7j, 7n, 8b, 8f, and 8j. The results of molecular docking reveal that these compounds have high binding affinity by hydrogen bond formation with the binding pocket of thymidylate synthase dihydrofolate reductase (TS-DHFR).
authors.affiliation: a Chemistry Department, Faculty of Science , Helwan University , Helwan, Cairo , Egypt.
authors.forename: Galal H
authors.initials: GH
authors.lastname: Elgemeie
authors.affiliation: b Photochemistry Department , National Research Centre , Dokki, Cairo , Egypt.
authors.forename: Nahed M
authors.initials: NM
authors.lastname: Fathy
authors.affiliation: c Ahram Canadian University, Faculty of Pharmacy , Pharmaceutical Chemistry Department , Giza , Egypt.
authors.forename: Ayman B
authors.initials: AB
authors.lastname: Farag
authors.affiliation: d Chemistry Department , Girls College of Science , Dammam , Kingdom of Saudi Arabia.
authors.forename: Sheikha A
authors.initials: SA
authors.lastname: Alkursani
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D049109:Cell Proliferation / Q000187:drug effects; D004095:Dihydropyridines / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D015195:Drug Design; D056945:Hep G2 Cells; D006801:Humans; D008099:Liver / Q000187:drug effects / Q000378:metabolism; D008113:Liver Neoplasms / Q000188:drug therapy / Q000378:metabolism; D062105:Molecular Docking Simulation; D009097:Multienzyme Complexes / Q000378:metabolism; D011485:Protein Binding; D011725:Pyridines / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D013762:Tetrahydrofolate Dehydrogenase / Q000378:metabolism; D013865:Thioglycosides / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D013940:Thymidylate Synthase / Q000378:metabolism
chemical_list: D000970:Antineoplastic Agents; D004095:Dihydropyridines; D009097:Multienzyme Complexes; D011725:Pyridines; D013865:Thioglycosides; C056930:thymidylate synthase-dihydrofolate reductase; D013762:Tetrahydrofolate Dehydrogenase; D013940:Thymidylate Synthase
keywords: Dihyropyridine thioglycosides; cytotoxic activity; docking studies; pyridine thioglycosides; thioglycosides