4.7 Article

Chaetolactam A, an Azaphilone Derivative from the Endophytic Fungus Chaetomium sp. g1

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 86, Issue 1, Pages 475-483

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.0c02214

Keywords

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Funding

  1. Second Tibetan Plateau Scientific Expedition and Research (STEP) program [2019QZKK0502]
  2. National Natural Science Foundation of China [81874298, 81903520]
  3. CAS Light of West China Program
  4. Yunnan Science Fund for Distinguished Young Scholars [2019FJ002]

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Three novel compounds were isolated from an endophytic fungus, including Chaetolactam A with a unique structure and 11-epi-chaetomugilide B exhibiting potent apoptosis induction activity.
Chaetolactam A (1), an unprecedented azaphilone derivative bearing a unique 9-oxa-7-azabicyclo[4.2.1]octan-8-onering system, together with two new compounds, 11-epi-chaetomugilide B (2) and chaetomugilide D (3) was isolated from an endophytic fungus, Chaetomium sp. g1. Notably, extensive NMR data analyses, NMR calculations with DP4 and DP4+ analyses, ECD calculations, and the RDC method were employed to establish the structure of 1. Furthermore, 2 exhibited potent apoptosis induction activity by mediating caspase-3 activation and PARP degradation at 3 mu M in HL-60.

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