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Bioassay-guided fractionation of extracts derived from solid cultures of a <i>Herbidospora</i> <i>daliensis</i> originating from Taiwan led to the isolation of five new compounds, for which we propose the name herbidosporadalins A–E (<b>1</b>–<b>5</b>), one isolated for the first time, herbidosporadalin F (<b>6</b>), together with two known compounds (<b>7</b> & <b>8</b>). Their structures were elucidated by spectroscopic analyses, including 1D- and 2D-NMR experiments with those of known analogues, and on the basis of HR-EI-MS mass spectrometry, their anti-inflammatory activities were also evaluated. Of these isolates, herbidosporadalin A (<b>1</b>), B (<b>2</b>), F (<b>6</b>) and G (<b>8</b>) showed NO inhibitory activity, with IC₅₀ values of 11.8 ± 0.9, 7.1 ± 2.9, 17.8 ± 1.7, and 13.3 ± 6.5 μM, stronger than the positive control quercetin (IC₅₀ = 36.8 ± 1.3 μM). To the best of our knowledge, this is the first report on 3,4-seco-friedelane metabolites (<b>5</b>, <b>6</b> & <b>8</b>) from the genus <i>Herbidospora</i>.