Synthesis, structural identification of A series of spirothiazolidinone derivatives bearing adamantane ring

In this study, new spirothiazolidinone compounds bearing adamantane ring were synhtesized their cytotoxic effects were investigated. For this purpose, initially, obtained methyl adamantane-1-carboxylate (1) by the addition of concentrated sulfuric acid into the solution of adamantane-1-carboxylic acid in methanol was reacted with hydrazine hydrate. By the addition of cyclopentanone / cycylohexanone/ substituted cycylohexanone compounds into adamantane-1- carbohydrazide (3) was cyclized with mercaptosuccinic acid in absolute toluene, [4-(adamantane-1-carboxamido)-3-oxo-1-thia-4-azaspiro[4.4]nonan-2-yl]acetic acid (4a) and [4-(adamantane-1-carboxamido)-8-nonsubstitued/ substitued-3-oxo-1-thia-4-azaspiro[4.5]decane-2-yl]acetic acid (4b-g) derivatives were obtained. Chemical formation mechanisms of the compounds were discussed and the structures were enlightened by elementel analysis, UV, IR, 1H-NMR, 13C-NMR and mass spectral data. Key Words: Adamantane, spirothiazolidinone, synthesis, cytotoxicity