New isocoumarins from a cold-adapted fungal strain mucor sp. and their developmental toxicity to zebrafish embryos

Chem Biodivers. 2014 Jul;11(7):1099-108. doi: 10.1002/cbdv.201400005.

Abstract

Three new isocoumarin derivatives, mucorisocoumarins A-C (1-3, resp.), together with seven known compounds, 4-10, were isolated from the cold-adapted fungal strain Mucor sp. (No. XJ07027-5). The structures of the new compounds were identified by detailed IR, MS, and 1D- and 2D-NMR analyses. It was noteworthy that compounds 1, 2, 4, and 5 were successfully resolved by chiral HPLC, indicating that 1-7 should exist as enantiomers. In an embryonic developmental toxicity assay using a zebrafish model, compound 3 produced developmental abnormalities in the zebrafish embryos. This is the first report of isocoumarins with developmental toxicity to zebrafish embryos.

Keywords: Fungi; Isocoumarins; Mucor; Toxicity; Zebrafish.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acclimatization
  • Animals
  • Cold Temperature
  • Embryo, Nonmammalian / abnormalities*
  • Embryo, Nonmammalian / drug effects*
  • Embryo, Nonmammalian / embryology
  • Embryonic Development / drug effects
  • Isocoumarins / chemistry*
  • Isocoumarins / isolation & purification
  • Isocoumarins / toxicity*
  • Mucor / chemistry*
  • Mucor / physiology
  • Zebrafish / embryology*

Substances

  • Isocoumarins