Ptp1b inhibitory secondary metabolites from an antarctic fungal strain acremonium sp. Sf-7394

Hye Jin Kim, Xiao Jun Li, Dong Cheol Kim, Tai Kyoung Kim, Jae Hak Sohn, Haeun Kwon, Dongho Lee, Youn Chul Kim, Joung Han Yim, Hyuncheol Oh

Research output: Contribution to journalArticlepeer-review

Abstract

Chemical investigation of the Antarctic lichen-derived fungal strain Acremonium sp. SF-7394 yielded a new amphilectane-type diterpene, acrepseudoterin (1), and a new acorane-type sesquiterpene glycoside, isocordycepoloside A (2). In addition, three known fungal metabolites, (−)-ternatin (3), [D-Leu]-ternatin (4), and pseurotin A (5), were isolated from the EtOAc extract of the fungal strain. Their structures were mainly elucidated by analyzing their NMR and MS data. The absolute configuration of 1 was proposed by electronic circular dichroism calculations, and the absolute configuration of the sugar unit in 2 was determined by a chemical method. The inhibitory effects of the isolated compounds on protein tyrosine phosphatase 1B (PTP1B) were evaluated by enzymatic assays; results indicated that acrepseudoterin (1) and [D-Leu]-ternatin (4) dose-dependently inhibited the enzyme activity with IC50 values of 22.8 ± 1.1 µM and 14.8 ± 0.3 µM, respectively. Moreover, compound 1 was identified as a competitive inhibitor of PTP1B.

Original languageEnglish
Article number5505
JournalMolecules
Volume26
Issue number18
DOIs
Publication statusPublished - 2021 Sep

Keywords

  • Acremonium sp
  • Antarctic fungal metabolites
  • PTP1B
  • Terpenoids

ASJC Scopus subject areas

  • Analytical Chemistry
  • Chemistry (miscellaneous)
  • Molecular Medicine
  • Pharmaceutical Science
  • Drug Discovery
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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