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Fungal associations with nematodes have attracted scientific attention because of the need to develop new biocontrol agents. In this context, <i>Ijuhya vitellina</i>, an antagonistic fungus previously isolated from the plant parasitic cyst nematode <i>Heterodera filipjevi</i>, was selected to carry out an in-depth metabolomic study for its active metabolites. Herein, three new nonapeptide peptaibols with leucinostatin based sequences were isolated and identified by 1, 2D NMR, and HR-ESI-MS-MS. The absolute configuration was assigned based on Marfay&#8217;s analysis and Mosher ester formation. The new leucinostatins manifested moderate nematicidal effect against the plant pathogenic nematode <i>Pratylenchus penetrans</i> with LD₉₀ values ranging from 5 to 7 &#181;g/mL. Furthermore, a cyclodepsipeptide, named arthrichitin D, with five amino acid residues attached to a 3-hydroxy-2,4-dimethylhexadeca-4,6-dienoic fatty acid chain was discovered and showed weak nematicidal effect against <i>Caenorhabditis elegans</i>. Chaetoglobosin B and its 19-<i>O</i>-acetyl derivative were also obtained as minor metabolites, and the activity of chaetoglobosin B on the actin cytoskeleton of mammalian cells was assessed.