Isoindolinones, Phthalides, and a Naphthoquinone from the Fruiting Body of Daldinia concentrica

J Nat Prod. 2018 May 25;81(5):1290-1294. doi: 10.1021/acs.jnatprod.7b00976. Epub 2018 May 1.

Abstract

A chemical investigation of the ascomycetes of Daldinia concentrica was performed using silica gel column chromatography, ODS column chromatography, and preparative HPLC. Two new isoindolinone compounds, daldinans B (1) and C (2), two new phthalide compounds, daldinolides A (3) and B (4), and a new naphthoquinone, daldiquinone (5), were isolated together with two known compounds (6 and 7). The structures of 1, 2, and 5 were established using NMR, MS, and IR methods, and the structures of 3 and 4 were determined by derivatization from known compounds (6 and 7). 5 exhibited antiangiogenesis activity against HUVECs (IC50 = 7.5 μM).

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Ascomycota / chemistry*
  • Benzofurans / chemistry*
  • Cell Line
  • Chromatography, High Pressure Liquid / methods
  • Human Umbilical Vein Endothelial Cells
  • Humans
  • Magnetic Resonance Spectroscopy / methods
  • Naphthoquinones / chemistry*
  • Phthalimides / chemistry*

Substances

  • Benzofurans
  • Naphthoquinones
  • Phthalimides
  • phthalimidine
  • phthalide