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Six previously undescribed ophiobolin-type sesterterpenes, namely, bipolatoxins A–F ( 1 – 6 ); and one previously undescribed pimarane-type diterpene, namely, 1β-hydroxy momilactone A ( 7 ); together with three known compounds, namely, 25-hydroxyophiobolin I ( 8 ), ophiobolin I ( 9 ), and ophiobolin A lactone ( 10 ); were isolated and identified from the endophytic fungus  Bipolaris  species TJ403-B1. Their structures with absolute configurations were elucidated on the basis of extensive spectroscopic analyses (including 1D and 2D nuclear magnetic resonance (NMR) and high-resolution electrospray ionization mass spectroscopy data), single-crystal X-ray diffraction analyses, and comparison of experimental circular dichroism data. All compounds (except for  5 ) were evaluated for antimicrobial potential, which indicated that bipolatoxin D ( 4 ) showed significant inhibitory activity against  Enterococcus faecalis  with a minimum inhibitory concentration (MIC) value of 8 μg/mL, and ophiobolin A lactone ( 10 ) showed significant inhibitory activity against  Acinetobacter baumannii  and  E. faecalis  with MIC values of 8 and 8 μg/mL, respectively.

Novel Antimicrobial Compounds as Ophiobolin-Type Sesterterpenes and Pimarane-Type Diterpene From Bipolaris Species TJ403-B1