Bipolarpenoids A–J(1–10),ten undescribed ophiobolin-derived sesterterpenoids,were identified from the fungus Bipolaris oryzae.Their structures were elucidated by high resolution electrospray ionization mass spectrom...Bipolarpenoids A–J(1–10),ten undescribed ophiobolin-derived sesterterpenoids,were identified from the fungus Bipolaris oryzae.Their structures were elucidated by high resolution electrospray ionization mass spectrometry(HRESIMS),spectroscopic analyses,quantum chemical ^(13)C nuclear magnetic resonance(NMR),electronic circular dichroism(ECD)calculations,and single-crystal X-ray diffraction analyses.Notably,compounds 1 and 2 were uniquely characterized by a multicyclic caged pentacyclo[8.4.0.0^(1,5).0^(4,9).0^(7,11)]tetradecane-bridged system;compounds 4–6 featured unprecedented5/8/5/6 and 5/8/5/5 fused cores,respectively;compound 7 represented the first example of 3,4-secoophiobolin-alkaloid hybrid with a modified 5/6/8/5/5 fused carbon skeleton.Compound 9 showed potential anti-inflammatory effect in RAW264.7 macrophages and ulcerative colitis mice.展开更多
基金financially supported by the National Key Research and Development Program of China(No.2021YFA0910500)the National Natural Science Foundation of China(Nos.U22A20380,82173706,and 82104028)+1 种基金the Fundamental Research Funds for the Central Universities(No.2024BRA018)the Science and Technology Major Project of Hubei Province(No.2021ACA012)。
文摘Bipolarpenoids A–J(1–10),ten undescribed ophiobolin-derived sesterterpenoids,were identified from the fungus Bipolaris oryzae.Their structures were elucidated by high resolution electrospray ionization mass spectrometry(HRESIMS),spectroscopic analyses,quantum chemical ^(13)C nuclear magnetic resonance(NMR),electronic circular dichroism(ECD)calculations,and single-crystal X-ray diffraction analyses.Notably,compounds 1 and 2 were uniquely characterized by a multicyclic caged pentacyclo[8.4.0.0^(1,5).0^(4,9).0^(7,11)]tetradecane-bridged system;compounds 4–6 featured unprecedented5/8/5/6 and 5/8/5/5 fused cores,respectively;compound 7 represented the first example of 3,4-secoophiobolin-alkaloid hybrid with a modified 5/6/8/5/5 fused carbon skeleton.Compound 9 showed potential anti-inflammatory effect in RAW264.7 macrophages and ulcerative colitis mice.