New sorbicillinoid derivatives with GLP-1R and eEF2K affinities from a sponge-derived fungus Penicillium chrysogenum 581F1

Nat Prod Res. 2020 Oct;34(20):2880-2886. doi: 10.1080/14786419.2019.1596099. Epub 2019 Apr 16.

Abstract

Two new sorbicillinoids, 13-hydroxy-dihydrotrichodermolide (1) and 10,11,27,28-tetrahydrotrisorbicillinone C (2), were isolated from the sponge-derived fungus Penicillium chrysogenum 581F1. Their structures were determined on the basis of spectroscopic analysis. Compounds 1 and 2 displayed high affinities to target proteins GLP-1R (diabetes) and eEF2K (cancer) with Kd values of 0.0285 μM, 0.0162 μM for GLP-1R and 0.118 μM, 0.0746 μM for eEF2K, respectively.

Keywords: Penicillium chrysogenum; Sponge-derived fungus; sorbicillinoid; trisorbicillinone.

MeSH terms

  • Animals
  • Cyclohexanones / chemistry*
  • Cyclohexanones / isolation & purification
  • Cyclohexanones / metabolism
  • Elongation Factor 2 Kinase / metabolism*
  • Glucagon-Like Peptide-1 Receptor / metabolism*
  • Humans
  • Molecular Structure
  • Penicillium chrysogenum / chemistry*
  • Porifera / microbiology

Substances

  • Cyclohexanones
  • Glucagon-Like Peptide-1 Receptor
  • sorbicillinol
  • Elongation Factor 2 Kinase