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Synthesis of new purine and pyrimidine 1,1’- disubstituted ferrocene conjugates using mechanochemistry

Resistance to currently available antitumor drugs and their low specificity calls for an intensive search for new, more efficient and selective therapeutic agents. Ferrocene has attracted particular attention in cancer drug research due to its stability in aqueous media, steric, electronic and redox properties as well as low toxicity [1]. In our previous study [2, 3], we prepared a number of purine and pyrimidine mono- substituted ferrocene derivatives with good anticancer activity in vitro. Keeping in mind the biological potency of aforementioned mono- substituted ferrocenes, by employing both conventional Cu(I) catalysed 1, 3-dipolar cycloaddition synthesis and liquid-assisted mechanochemical CuAAC synthesis, we have synthesised new conjugates of pyrimidine, purine and its bioisosteres and 1, 1’-disubstituted ferrocenes linked through the 1, 2, 3-triazole ring (Scheme 1). The mechanochemical method was more effective in terms of reducing the reaction time and enhancing the product yield compared to the classical solution-based synthesis.

purine, pyrimidine, ferrocene, mechanochemistry

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