4.8 Article

Isocoumarindole A, a Chlorinated Isocounnarin and Indole Alkaloid Hybrid Metabolite from an Endolichenic Fungus Aspergillus sp.

Journal

ORGANIC LETTERS
Volume 21, Issue 5, Pages 1530-1533

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b00385

Keywords

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Funding

  1. CAMS Innovation Fund for Medical Sciences (CIFMS) [2016-I2M-2-002]
  2. National Natural Science Foundation of China (NNSFC) [81302675, 81621064, 81630089, 81872781]
  3. Drug Innovation Major Project of China [2018ZX09735001-002, 2018ZX09711001-007]
  4. Tianshan Cedar Project in Xinjiang Uygur Autonomous Region [2017XS10]
  5. National Infrastructure of Microbial Resources [NIMR 2018-3]

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Isocoumarindole A (1), a novel polyketide synthetase-nonribosomal peptide synthetase (PKS-NRPS) hybrid metabolite, was isolated from the endolichenic fungus Aspergillus sp. CPCC 400810. The structure of isocoumar-indole A (1) was featured by an unprecedented skeleton containing chlorinated isocoumarin and indole diketopiperazine alkaloid moieties linked by a carbon carbon bond, which was determined by a combination of spectroscopic analyses, Marfey's method, and calculations of NMR chemical shifts, ECD spectra, and optical rotation values. Isocoumarindole A showed significant cytotoxicity and mild antifungal activities.

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