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Convenient syntheses of novel 1-isothiocyano-alkylphosphonate diphenyl ester derivatives with potential biological activity |
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| Authors: | Mateusz Psurski Marta Pigu?aJaros?aw Ciekot ?ukasz WiniarskiJoanna Wietrzyk Józef Oleksyszyn |
| Institution: | a Division of Medicinal Chemistry and Microbiology, Wroclaw University of Technology, Faculty of Chemistry, Division of Medicinal Chemistry and Microbiology, Coast of Stanislaw Wyspianski St. 27, 50-370 Wroclaw, Poland b Department of Experimental Oncology, Institute of Immunology and Experimental Therapy, Polish Academy of Sciences, Rudolf Weigl St. 12, 50-314 Wroclaw, Poland c Institute of Chemistry, Environmental Protection and Biotechnology, Jan Dlugosz University, National Army Avenue 13, 42-218 Czestochowa, Poland |
| Abstract: | Herein, we describe a convenient method for the syntheses of novel 1-isothiocyano-alkylphosphonate diaryl ester derivatives and their antiproliferative activity. The syntheses are based on dithiocarbamates obtained in situ with the use of carbon disulfide under basic conditions, and their desulfurization using several different reagents, of which hydrogen peroxide proved to be the most efficient. The compounds synthesized demonstrated high antiproliferative activity against several cancer cell lines in vitro, and also showed some activity as serine protease inhibitors. |
| Keywords: | UBMSBNSKWOKNET-UHFFFAOYSA-N FHIJPIBAEBAWJB-UHFFFAOYSA-N CUTNZMJSYSAYNI-UHFFFAOYSA-N BNTWFFNSVRDLAN-UHFFFAOYSA-N PEXSZOZSUJWKEN-UHFFFAOYSA-N QDTHZDPFBFYSDT-UHFFFAOYSA-N PATXTLYXQWNUFB-UHFFFAOYSA-N IRDDEKFXNJVAJA-UHFFFAOYSA-N MWSLDZGFBHKYLU-UHFFFAOYSA-N RSUSWPBJHDVBEE-UHFFFAOYSA-N |
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