Synthesis of New Nucleoside Analogues Comprising a Geminal Difluorocyclopropane Moiety as Potential Antiviral/Antitumor Agents |
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| Authors: | Yao-Ling Qiu Jiri Zemlicka |
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| Institution: | Department of Chemistry, Experimental and Clinical Therapeutics Program , Barbara Ann Karmanos Cancer Institute, Wayne State University School of Medicine , Detroit, Michigan, 48201-1379 |
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| Abstract: | Abstract Geminal difluorocyclopropane analogues of nucleosides 7a–7e were synthesized. Compounds 7a and 7c–7e were obtained by alkylation of nucleic acid bases or their appropriate precursors with (cis)-1-benzyloxymethyl-2-bromomethyl-3,3-difluorocyclopropane (8). Analogue 7b was prepared by hydrolysis of 2-amino-6-chloropurine derivative 7e. Compounds 7a–7d did not exhibit any antiviral activity against HCMV, HSV-1, HSV-2, EBV, VZV, HBV and HIV-1 or antitumor effects against murine leukemia L1210, mouse tumors PO3 or C38 and human tumor H15. |
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