Sordarin Diterpene Glycosides with an Unusual 1,3-Dioxolan-4-one Ring from the Zoanthid-Derived Fungus Curvularia hawaiiensis TA26-15

J Nat Prod. 2019 Sep 27;82(9):2477-2482. doi: 10.1021/acs.jnatprod.9b00164. Epub 2019 Sep 3.

Abstract

Six new sordarin tetracyclic diterpene glycosides, moriniafungins B-G (1-6), and a new sordaricin tetracyclic diterpene, sordaricin B (8), together with two known analogues, moriniafungin (7) and sordaricin (9), were isolated from the zoanthid-derived fungus Curvularia hawaiiensis TA26-15. The structures of the new compounds were elucidated by comprehensive analyses of spectroscopic data, including 1D and 2D NMR and MS data. Compounds 1-6 represent the first case of sordarins from marine-derived fungi possessing a sordarose with a spiro 1,3-dioxolan-4-one ring, which is rare in the nature. Compound 4 showed antifungal activity against Candida albicans ATCC10231 with an MIC value of 2.9 μM.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Ascomycota / chemistry*
  • Dioxolanes / chemistry*
  • Diterpenes / chemistry
  • Diterpenes / isolation & purification*
  • Glycosides / chemistry*
  • Indenes / chemistry
  • Indenes / isolation & purification*
  • Molecular Structure
  • Spectrum Analysis / methods

Substances

  • Dioxolanes
  • Diterpenes
  • Glycosides
  • Indenes
  • sordarin