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Betulinic acid (BA) is a potent triterpene, which has shown promising potential in cancer and HIV-1 treatment. Here, we report a synthesis and biological evaluation of 17 new compounds, including BODIPY labelled analogues derived from BA. The analogues terminated by amino moiety showed increased cytotoxicity (e.g., BA had on CCRF-CEM IC₅₀ > 50 μM, amine <b>3</b> IC₅₀ 0.21 and amine <b>14</b> IC₅₀ 0.29). The cell-cycle arrest was evaluated and did not show general features for all the tested compounds. A fluorescence microscopy study of six derivatives revealed that only <b>4</b> and <b>6</b> were detected in living cells. These compounds were colocalized with the endoplasmic reticulum and mitochondria, indicating possible targets in these organelles. The study of anti-HIV-1 activity showed that <b>8</b>, <b>10</b>, <b>16</b>, <b>17</b> and <b>18</b> have had IC_50i > 10 μM. Only completely processed p24 CA was identified in the viruses formed in the presence of compounds <b>4</b> and <b>12</b>. In the cases of <b>2</b>, <b>8</b>, <b>9</b>, <b>10</b>, <b>16</b>, <b>17</b> and <b>18</b>, we identified not fully processed p24 CA and p25 CA-SP1 protein. This observation suggests a similar mechanism of inhibition as described for bevirimat.