Herbarone, a rearranged heptaketide derivative from the sea hare associated fungus torula herbarum

Wan Li Geng, Xian You Wang, Tibor Kurtán, Attila Mándi, Hua Tang, Barbara Schulz, Peng Sun, Wen Zhang

Research output: Contribution to journalArticle

24 Citations (Scopus)

Abstract

Herbarone (1), a novel heptaketide with a tetrahydro-5,9-methanobenzo[8] annulen-10(5H)-one skeleton, together with the new ent-astropaquinones B (2) and C (3) and four known pyranonaphthoquinones (4-7), was isolated from the sea hare associated fungus Torula herbarum. The structures of the new compounds were elucidated by detailed spectroscopic analysis, and the absolute configurations were determined by solution TDDFT/ECD calculations. Absolute configurations of the known compounds were studied by ECD measurements and calculations. The isolation of heptaketide 1 suggests that an intramolecular aldol reaction takes place to form the tricyclic scaffold.

Original languageEnglish
Pages (from-to)1828-1832
Number of pages5
JournalJournal of Natural Products
Volume75
Issue number10
DOIs
Publication statusPublished - Oct 26 2012

ASJC Scopus subject areas

  • Analytical Chemistry
  • Molecular Medicine
  • Pharmacology
  • Pharmaceutical Science
  • Drug Discovery
  • Complementary and alternative medicine
  • Organic Chemistry

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