engleski

The copulation reaction of ferrocene and thio- nucleobases

Pyrimidines and purines are important components of nucleic acids that have been used as building blocks in pharmaceutical chemistry for the synthesis of biologically active compounds [1]. Thio derivatives of pyrimidine bases, their S-, N-, or S, N-disubstituted analogs have shown antiviral, antithyroid, and antitumor activities [2]. On the other hand, the thiopurines are effective antiinflammatory, anticancer and immunosuppressive drugs that have been available in clinical practice [3]. By combining thio derivatives with ferrocene moiety we expect to get bioconjugates with great biological activity. Herein we present the synthesis and spectroscopic characterization of novel thiopyrimidine- and thiopurine-ferrocene conjugates. It is found that substitution occurs on the sulfur rather than on the nitrogen because of its greater nucleophilicity. Copulation of ferrocenoyl- chloride and thiopurine and pyrimidine bases was carried out at room temperature within 1h. All structures were confirmed by FTIR, 1H and 13C NMR spectroscopy, as well as characterized by the quantum-chemical calculation (DFT).

biological activity, thiopyrimidines, thiopurines, ferrocene conjugates

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