Isocadiolides A-H: Polybrominated Aromatics from a Synoicum sp. Ascidian

J Nat Prod. 2020 Feb 28;83(2):429-437. doi: 10.1021/acs.jnatprod.9b00968. Epub 2020 Jan 22.

Abstract

Isocadiolides A-H (1-8) and cadiolide N (9), new polybrominated aromatic compounds, were isolated from a Korean Synoicum sp. ascidian. On the basis of the results of extensive spectroscopic analyses, these compounds possessed tris-bromohydroxyphenyl moieties as a common structural motif, while their cores varied [cyclopentenedione (1-5), dihydrofuran (6 and 7), pyranone (8), and furanone (9)], reflecting different extents of rearrangement and oxidation. Several of these compounds exhibited weak antibacterial activities and moderate abilities to inhibit the microbial enzymes sortase A and isocitrate lyase.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Aminoacyltransferases / chemistry*
  • Animals
  • Anti-Bacterial Agents / chemistry*
  • Anti-Bacterial Agents / pharmacology
  • Bacterial Proteins / chemistry*
  • Cysteine Endopeptidases / chemistry*
  • Isocitrate Lyase / chemistry*
  • Isocitrate Lyase / metabolism
  • Molecular Structure
  • Polybrominated Biphenyls / chemistry*
  • Polybrominated Biphenyls / isolation & purification
  • Polybrominated Biphenyls / pharmacology*
  • Urochordata / chemistry*

Substances

  • Anti-Bacterial Agents
  • Bacterial Proteins
  • Polybrominated Biphenyls
  • Aminoacyltransferases
  • sortase A
  • Cysteine Endopeptidases
  • Isocitrate Lyase