题目: Chrysamides A−C, Three Dimeric Nitrophenyl trans-Epoxyamides Produced by the Deep-Sea-Derived Fungus Penicillium chrysogenum SCSIO41001.

作者: Shengtian Chen, Junfeng Wang, Xiuping Lin, Bingxin Zhao, Xiaoyi Wei, Guangqiang Li, Kumaravel Kaliaperumal, Shengrong Liao, Bin Yang, Xuefeng Zhou, Juan Liu, Shihai Xu*, Yonghong Liu*,

刊物: ORGANIC LETTERS

年卷期页: 2016,18:3650−3653

摘要: Three dimeric nitrophenyl trans-epoxyamides, chrysamides A−C (1−3), were obtained from the deep-sea-derived fungus Penicillium chrysogenum SCSIO41001. Their structures were characterized by spectroscopic analysis, electronic circular dichroism computations, and X-ray single-crystal diffraction analysis. Notably, compound 1 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 trans-epoxyamide in nature. Compound 3 suppresses the production of proinflammatory cytokine interleukin-17. A possible biosynthetic pathway of 1−3 was proposed.