New Diterpenoids and Isocoumarin Derivatives from the Mangrove-Derived Fungus Hypoxylon sp

Mar Drugs. 2021 Jun 24;19(7):362. doi: 10.3390/md19070362.

Abstract

Two new diterpenoids, hypoxyterpoids A (1) and B (2), and four new isocoumarin derivatives, hypoxymarins A-D (4-7), together, with seven known metabolites (3 and 8-13) were obtained from the crude extract of the mangrove-derived fungus Hypoxylon sp. The structures of the new compounds were elucidated on the basis of 1- and 2-dimensional (1D/2D) nuclear magnetic resonance (NMR) spectroscopic and mass spectrometric analysis. The absolute configurations of compounds 1, 2, 4, 5, and 7 were determined by comparison of experimental and calculated electronic circular dichroism (ECD) spectra, and the absolute configurations of C-4' in 6 and C-9 in 7 were determined by [Rh2(OCOCF3)4]-induced ECD spectra. Compound 1 showed moderate α-glucosidase inhibitory activities with IC50 values of 741.5 ± 2.83 μM. Compounds 6 and 11 exhibited DPPH scavenging activities with IC50 values of 15.36 ± 0.24 and 3.69 ± 0.07 μM, respectively.

Keywords: absolute configurations; bioactivity; mangrove-derived fungus; secondary metabolites.

MeSH terms

  • Aquatic Organisms
  • Diterpenes / chemistry
  • Diterpenes / pharmacology*
  • Fungi*
  • Glycoside Hydrolase Inhibitors / pharmacology*
  • Humans
  • Inhibitory Concentration 50
  • Isocoumarins / chemistry
  • Isocoumarins / pharmacology*
  • Molecular Structure
  • Wetlands

Substances

  • Diterpenes
  • Glycoside Hydrolase Inhibitors
  • Isocoumarins