Five new cyclohexene derivatives, dipandensin A and B (<b>1</b> and <b>2</b>) and pandensenols A-C (<b>3</b>-<b>5</b>), and 16 known secondary metabolites (<b>6</b>-<b>21</b>) were isolated from the methanol-soluble extracts of the stem and root barks of <i>Uvaria pandensis</i>. The structures were characterized by NMR spectroscopic and mass spectrometric analyses, and that of 6-methoxyzeylenol (<b>6</b>) was further confirmed by single-crystal X-ray crystallography, which also established its absolute configuration. The isolated metabolites were evaluated for antibacterial activity against the Gram-positive bacteria <i>Bacillus subtilis</i> and <i>Staphylococcus epidermidis</i> and the Gram-negative bacteria <i>Enterococcus raffinosus</i>, <i>Escherichia coli</i>, <i>Paraburkholderia caledonica</i>, <i>Pectobacterium carotovorum</i>, and <i>Pseudomonas putida</i>, as well as for cytotoxicity against the MCF-7 human breast cancer cell line. A mixture of uvaretin (<b>20</b>) and isouvaretin (<b>21</b>) exhibited significant antibacterial activity against <i>B. subtilis</i> (EC<sub>50</sub> 8.7 μM) and <i>S. epidermidis</i> (IC<sub>50</sub> 7.9 μM). (8'α,9'β-Dihydroxy)-3-farnesylindole (<b>12</b>) showed strong inhibitory activity (EC<sub>50</sub> 9.8 μM) against <i>B. subtilis</i>, comparable to the clinical reference ampicillin (EC<sub>50</sub> 17.9 μM). None of the compounds showed relevant cytotoxicity against the MCF-7 human breast cancer cell line.