A Novel Azaphilone Muyophilone A From the Endophytic Fungus Muyocopron laterale 0307-2

  • Front Chem. 2021 Aug 24:9:734822. doi: 10.3389/fchem.2021.734822.
Chao Yuan  1 ,  Yuhua Guo  2 ,  Ke Wang  3 ,  Zhunian Wang  1 ,  Longfei Li  4 ,  Huajie Zhu  4 ,  Gang Li  3
Affiliations
  • 1. Tropical Crops Genetic Resources Institute, Chinese Academy of Tropical Agricultural Sciences CATAS, Haikou, China.
  • 2. Haikou Experimental Station, Chinese Academy of Tropical Agricultural Sciences CATAS, Haikou, China.
  • 3. Department of Natural Medicinal Chemistry and Pharmacognosy, School of Pharmacy, Qingdao University, Qingdao, China.
  • 4. College of Pharmacy, Hebei University, Baoding, China.
PMID: 34490216 DOI: 10.3389/fchem.2021.734822
Abstract

Two known azaphilone derivatives, 4,6-dimethylcurvulinic acid (1) and austdiol (2), and their novel heterotrimer, muyophilone A (3), were isolated and identified from an endophytic fungus, Muyocopron laterale 0307-2. Their structures and stereochemistry were established by extensive spectroscopic analyses including HRMS, NMR spectroscopy, electronic circular dichroism (ECD) and vibrational circular dichroism (VCD) spectroscopic methods, as well as single crystal X-ray diffraction. In the structure of 3, two compound 2-derived azaphilone units were connected through an unprecedented five-membered carbon bridge which was proposed to be originated from compound 1. Compound 3 represents the first example of azaphilone heterotrimers.

Keywords
ECD; VCD; azaphilones; endophytes; muyocopron.
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