2,4‐Thiazolidinedione as a Bioactive Linker for Ferrocenyl Sugar–Triazole Conjugates: Synthesis, Characterization and Biological Properties

다국어 초록 (Multilingual Abstract)

A new series of ferrocenyl sugar–triazole conjugates, derived from d‐xylose, d‐ribose and d‐galactose, linked by a 2,4‐thiazolidinedione moiety, has been prepared. Facile 1,3‐dipolar‐Huisgen coupling reactions of the respective sugar azides with the ferrocenyl 2,4‐thiazolidinedione alkyne units give the corresponding conjugates. These conjugates have been characterized by various spectroscopic techniques, including UV/Vis spectroscopy. The electrochemical analysis exhibits one‐electron reversible oxidation behaviour, except for 5c and 5f, which exhibit quasireversible behaviour. Single‐crystal X‐ray diffraction studies of two of the compounds (2 and 3) are performed to determine their structures. The 2,4‐thiazolidinedione linked ferrocenyl sugar–triazole conjugates exhibit moderate‐to‐good antibacterial and antidiabetic activities.
We present here a facile synthesis, with characterization and biological activities of ferrocenyl sugar–triazole conjugates linked by a 2,4‐thiazolidinedione moiety. The structures of compounds 2 and 3 are determined by single‐crystal X‐ray diffraction studies.