Discovery of Naphthol Tetramers from Endolichenic Fungus Daldinia childiae 047219 Based on MS/MS Molecular Networking

J Nat Prod. 2023 Aug 25;86(8):2031-2038. doi: 10.1021/acs.jnatprod.3c00468. Epub 2023 Aug 17.

Abstract

Feature-based molecular networking analysis suggested the presence of naphthol tetramers in Daldinia childae 047219, the same species but a different strain from one used previously for the discovery of naphthol trimers promoting adiponectin synthesis. The new tetramers were composed of 5-methoxy-4-naphthol, each of which was connected to one another in various positions. Targeted isolation afforded six previously unreported naphthol tetramers (1-6) together with 13 known polyketides (7-19) including naphthol monomers, dimers, and trimers. Structures of the isolated compounds were established by using NMR and mass spectroscopic analysis. Nodulisporin A (13), nodulisporin B (14), and 1,1',3',3″-ternaphthalene-5,5',5″-trimethoxy-4,4',4″-triol (16) demonstrated anti-inflammatory activities against NO production, but the new compounds were less active.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Ascomycota*
  • Naphthols
  • Tandem Mass Spectrometry
  • Xylariales*

Substances

  • Naphthols

Supplementary concepts

  • Daldinia childiae