| Summary: | An unusual sesquiterpene glycoside trichoacorside A (<b>1</b>) and two novel sorbicillinoid glycosides sorbicillisides A (<b>2</b>) and B (<b>3</b>), together with a known compound sorbicillin (<b>4</b>), were isolated and identified from the culture extract of an endophytic fungus <i>Trichoderma longibrachiatum</i> EN-586, obtained from the marine red alga <i>Laurencia obtusa</i>. Trichoacorside A (<b>1</b>) is the first representative of a glucosamine-coupled acorane-type sesquiterpenoid. Their structures were elucidated based on detailed interpretation of NMR and mass spectroscopic data. The absolute configurations were determined by X-ray crystallographic analysis, chemical derivatization, and DP4+ probability analysis. The antimicrobial activities of compounds <b>1</b>–<b>4</b> against several human, aquatic, and plant pathogens were evaluated.
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