| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 1323268 | Journal of Organometallic Chemistry | 2015 | 7 Pages |
•Novel para-carborane/uridine conjugates via Sonogashira coupling were synthesized.•The cytotoxicity and antiviral activity of the obtained compounds was tested.•Two highly active against HCMV derivatives have been identified.•An unusual specificity of the conjugates towards HCMV was discovered.
A series of novel conjugates of para-carborane with 5-ethynyl-uridine or 2′-deoxyuridine were synthesized. The conjugates were prepared by Sonogashira coupling of para-carborane terminal alkynes and 5-iodo-nucleoside. The designed compounds demonstrated low to moderate cytotoxicity in several cell lines. The antiviral activities of the agents were measured against a panel of DNA and RNA viruses. The most potent compound reported is 5-[(1,12-dicarba-closo-dodecaboran-2-yl)ethyn-1-yl]-2′-deoxyuridine (8), with an IC50 value of 5.5 μM and a selectivity index higher than 180. This compound is unusual in that it exhibits antiviral activity against HCMV and is not active against HSV-1, HPIV-3 or EMCV.
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