Chrysamides A–C, Three Dimeric Nitrophenyl <i>trans</i>-Epoxyamides Produced by the Deep-Sea-Derived Fungus <i>Penicillium chrysogenum</i> SCSIO41001

Three dimeric nitrophenyl <i>trans</i>-epoxyamides, chrysamides A–C (<b>1</b>–<b>3</b>), were obtained from the deep-sea-derived fungus <i>Penicillium chrysogenum</i> SCSIO41001. Their structures were characterized by spectroscopic analysis, electronic circular dichroism computations, and X-ray single-crystal diffraction analysis. Notably, compound <b>1</b> possesses a novel centrosymmetric dimer skeleton featuring an unprecedented 7-oxa-2,5-diazabicyclo[2.2.1]­heptane ring system, which represents the first example of dimeric nitrophenyl <i>trans</i>-epoxyamide in nature. Compound <b>3</b> suppresses the production of proinflammatory cytokine interleukin-17. A possible biosynthetic pathway of <b>1</b>–<b>3</b> was proposed