4.6 Article

Isolation, antimicrobial activity, and absolute configuration of the furylidene tetronic acid core of pestalotic acids A-G

Journal

ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 10, Issue 27, Pages 5307-5314

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c2ob25469g

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Funding

  1. National Natural Science Foundation of China [30925039]
  2. Beijing Natural Science Foundation [5111003]
  3. Ministry of Science and Technology of China [2010ZX09401-403, 2012ZX09301-003]
  4. Chinese Academy of Sciences [KSCX2-EW-G-6]

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Natural products possessing the 3-(furan-2(5H)-ylidene)furan-2,4(3H,5H)-dione (furylidene tetronic acid) skeleton are rare and were encountered only as fungal metabolites. The configurational assignment of the furylidene tetronic acid core using conventional approaches remained a challenge. Pestalotic acids A-G (1-7) are new furylidene tetronic acid derivatives isolated from a plant endophyte Pestalotiopsis yunnanensis. The structure of 1 was elucidated by combination of NMR experiments, X-ray crystallography, and ECD calculations. Compounds 3 and 7 showed significant antimicrobial activity.

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