Spiroetherones A and B, sesquiterpene naphthoquinones, as angiogenesis inhibitors from the marine sponge Dysidea etheria

Wei-Hua Jiao, Qi-Hang Xu, Jie Cui, Ru-Yi Shang, Yun Zhang, Jia-Bao Sun, Qi Yang, Ke-Chun Liu, Hou-Wen Lin

Research output: Contribution to journalArticlepeer-review

2 Citations (Scopus)

Abstract

Spiroetherones A (1) and B (2), a pair of sesquiterpene naphthoquinones with an unprecedented “spiroetherane” carbon skeleton, were isolated from the marine sponge Dysidea etheria collected from the South China Sea. Their structures and absolute configurations were determined by spectroscopic analyses coupled with quantum chemistry DFT GIAO 13C NMR and ECD calculations. Spiroetherone A (1) showed anti-angiogenic activity in a zebrafish model with an IC50 value of 2.4 μM. In addition, the plausible biogenetic pathway of the two metabolites is proposed.

Original languageEnglish
Pages (from-to)368-373
Number of pages6
JournalOrganic Chemistry Frontiers
Volume7
Issue number2
DOIs
Publication statusPublished - 21 Jan 2020
Externally publishedYes

Keywords

  • Spiroetherones
  • sesquiterpene naphthoquinones
  • angiogenesis inhibitors
  • marine sponges
  • Dysidea etheria
  • anti-angiogenic activity
  • zebrafish
  • zebrafish model

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