Novel Harziane Diterpenes from Deep-Sea Sediment Fungus Trichoderma sp. SCSIOW21 and Their Potential Anti-Inflammatory Effects.

Five undescribed harziane-type diterpene derivatives, namely harzianol K ( 1 ), harzianol L ( 4 ), harzianol M ( 5 ), harzianol N ( 6 ), harzianol O ( 7 ), along with two known compounds, hazianol J ( 2 ) and harzianol A ( 3 ) were isolated from the deep-sea sediment-derived fungus Trichoderma sp. SCSIOW21. The relative configurations were determined by meticulous spectroscopic methods including 1D, 2D NMR spectroscopy, and HR-ESI-MS. The absolute configurations were established by the ECD curve calculations and the X-ray crystallographic analysis. These compounds ( 1 , and 4 - 7 ) contributed to increasing the diversity of the caged harziane type diterpenes with highly congested skeleton characteristics. Harzianol J ( 2 ) exhibited a weak anti-inflammatory effect with 81.8% NO inhibition at 100 µM.