Phomopsterones A and B, Two Functionalized Ergostane-Type Steroids from the Endophytic Fungus Phomopsis sp. TJ507A

• DOI: 10.1021/acs.orglett.6b03557
• Publication Date: 2016-12-24T20:24:00Z
• Authors: Zhengxi Hu; Ye Wu; Shuangshuang Xie; Weiguang Sun; Yi Guo; Xiao-Nian Li; Junjun Liu; Hua Li; Jianping Wang; Zengwei Luo; Yongbo Xue; Yonghui Zhang
• Keywords: Nonane; Phomopsis; Quantum chemical

Two new functionalized ergostane-type steroids, phomopsterones A (1) and B (2), were isolated from the plant-derived Phomopsis sp. TJ507A. Their structures determined on basis of spectroscopic data, a modified Mosher's method, X-ray crystallographic analysis, quantum chemical calculations. Compound 1 is an unprecedented ergosteroid featuring rearranged bicyclo[3.3.1]nonane motif resulting B-ring scission subsequent 180° rotation ring during biosynthesis. 2 exhibited anti-inflammatory activity.