4.5 Article

Bergamotane Sesquiterpenes with Alpha-Glucosidase Inhibitory Activity from the Plant Pathogenic Fungus Penicillium expansum

Journal

CHEMISTRY & BIODIVERSITY
Volume 14, Issue 1, Pages -

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/cbdv.201600184

Keywords

Penicillium expansum; Expansolides C and D; -Glucosidase inhibitory activities; Bergamotane; Sesquiterpenes

Funding

  1. National Natural Science Foundation of China [21402174]
  2. Natural Science Foundation of Zhejiang Province [LY15H280003]
  3. Key Project of Chinese Medicine in Zhejiang Province [2015ZZ001]
  4. Traditional Chinese Medicine and Outstanding Young Talent Scientific Foundation of Zhejiang Province [2014ZQ005]
  5. Zhejiang Xinmiao Talent Projects [2015R403044]
  6. Zhejiang Provincial Top Key Discipline of Biology
  7. Open Foundation [2015D16]

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Two new bergamotane sesquiterpene lactones, named expansolides C and D (1 and 2), together with two known compounds expansolides A and B (3 and 4), were isolated from the plant pathogenic fungus Penicillium expansum ACCC37275. The structures of the new compounds were established by detailed analyses of the spectroscopic data, especially 1D-, 2D-NMR, and HR-ESI-MS. In an in vitro bioassay, the epimeric mixture of expansolides C and D (1 and 2) (in a ratio of 2:1 at the temprature of the bioassay) exhibited more potent -glucosidase inhibitory activity (IC50 =0.50 +/- 0.02 mm) as compared with the positive control acarbose (IC50 = 1.90 +/- 0.05 mm). To the best of our knowledge, it was the first report on the -glucosidase inhibitory activity of bergamotane sesquiterpenes.

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