Microbial transformations of aryltetralone and aryltetralin lignans by Cunninghamella echinulata and Beauveria bassiana

Gisele B. Messiano, E. M.Kithsiri Wijeratne, Lucia M.X. Lopes, A. A.Leslie Gunatilaka

Research output: Contribution to journalArticle

14 Scopus citations

Abstract

Microbiological transformation of the aryltetralone lignan (-)-8′-epi-aristoligone (1) with Cunninghamella echinulata ATCC 10028B afforded two known natural lignans, (-)-holostyligone (3) and (-)-arisantetralone (4). Incubation of the aryltetralin lignan (-)-isogalbulin (2), obtained by chemical transformation of 1, with C. echinulata ATCC 10028B afforded the known lignan aryltetralol (5) and seven new metabolites, (-)-8-hydroxyisogalbulin (6), (-)-7-methoxyisogalbulin (7), (-)-4′-O- demethyl-8-hydroxyisogalbulin (8), (-)-7-methoxy-8-hydroxyisogalbulin (9), (-)-4′-O-demethyl-7-methoxyisogalbulin (10), (-)-4′,5-O- didemethylcyclogalgravin (11), and (-)-4′-O-demethylcyclogalgravin (12). When 2 was subjected to biotransformation with Beauveria bassiana ATCC 7159, (-)-8-hydroxyisogalbulin (6) was the only isolable product. The structures of all new compounds were established by detailed analysis of their spectroscopic data.

Original languageEnglish (US)
Pages (from-to)1933-1937
Number of pages5
JournalJournal Of Natural Products
Volume73
Issue number11
DOIs
StatePublished - Nov 29 2010

ASJC Scopus subject areas

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

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