title: Synthesis, molecular docking and preliminary in-vitro cytotoxic evaluation of some substituted tetrahydro-naphthalene (2',3',4',6'-tetra-O-acetyl-β-D-gluco/-galactopyranosyl) derivatives.
abstract: A facile, convenient and high yielding synthesis of novel S-glycosides and N-glycosides incorporating 1,2,3,4-tetrahydronaphthalene and or 1,2-dihydropyridines moieties has been described. The aglycons 2, 4, and 7 were coupled with different activated halosugars in the presence of basic and acidic medium. The preliminary in-vitro cytotoxic evaluation revealed that compounds 3c, 3f, 5c and 7b show promising activity. A molecular docking study was performed against tyrosine kinase (TK) (PDB code: 1t46) by Autodock Vina. The docking output was analyzed and some compounds have shown hydrogen bond (H-B) formation with reasonable distances ranged from 2.06 A° to 3.06 A° with Thr 670 and Cys 673 residues found in the specified pocket. No hydrogen bond was observed with either Glu 640 nor Asp 810 residues, as was expected from pdbsum.
authors.affiliation: Department of Pharmaceutical Chemistry, Faculty of Pharmacy, King Saud University, Riyadh 11451, Saudi Arabia.
authors.forename: Maha S
authors.initials: MS
authors.lastname: Al-Mutairi
authors.forename: Ebtehal S
authors.initials: ES
authors.lastname: Al-Abdullah
authors.forename: Mogedda E
authors.initials: ME
authors.lastname: Haiba
authors.forename: Mohammed A
authors.initials: MA
authors.lastname: Khedr
authors.forename: Wafaa A
authors.initials: WA
authors.lastname: Zaghary
mesh_terms: D000818:Animals; D045744:Cell Line, Tumor; D002470:Cell Survival / Q000187:drug effects; D005260:Female; D005697:Galactosides / Q000737:chemistry* / Q000633:toxicity*; D006860:Hydrogen Bonding; D051379:Mice; D056004:Molecular Dynamics Simulation; D013764:Tetrahydronaphthalenes / Q000737:chemistry* / Q000633:toxicity*
chemical_list: D005697:Galactosides; D013764:Tetrahydronaphthalenes