Frontiers in Chemistry (Dec 2018)

(±)-Peniorthoesters A and B, Two Pairs of Novel Spiro-Orthoester en-antiomers With an Unusual 1,4,6-Trioxaspi-ro[4.5]decane-7-One Unit From Penicillium minioluteum

  • Xiaorui Liu,
  • Chunmei Chen,
  • Yinyu Zheng,
  • Mi Zhang,
  • Qingyi Tong,
  • Junjun Liu,
  • Qun Zhou,
  • Jianping Wang,
  • Zengwei Luo,
  • Hucheng Zhu,
  • Yonghui Zhang

DOI
https://doi.org/10.3389/fchem.2018.00605
Journal volume & issue
Vol. 6

Abstract

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(±)-Peniorthoesters A and B (±1 and ±2), two pairs of unprecedented spiro-orthoester enantiomers with a 1,4,6-trioxaspiro[4. 5]decane-7-one unit, were obtained from Penicillium minioluteum. Their structures were determined by spectroscopic methods, X-ray diffraction analyses, and ECD calculations. (±)-Peniorthoesters A and B are the first examples of spiro-orthoester enantiomers, and they represent the first spiro-orthoesters originating from fungi. All compounds showed potential inhibitory activities comparable to dexamethasone against NO production with IC50 values ranging from 14.2 to 34.5 μM.

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