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

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

Research output: Contribution to journalArticle

14 Citations (Scopus)

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

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Cunninghamella
Beauveria
Lignans
Biotransformation
Metabolites

ASJC Scopus subject areas

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

Cite this

Microbial transformations of aryltetralone and aryltetralin lignans by Cunninghamella echinulata and Beauveria bassiana. / Messiano, Gisele B.; Wijeratne, E. M Kithsiri; Lopes, Lucia M X; Gunatilaka, Leslie.

In: Journal of Natural Products, Vol. 73, No. 11, 29.11.2010, p. 1933-1937.

Research output: Contribution to journalArticle

Messiano, Gisele B. ; Wijeratne, E. M Kithsiri ; Lopes, Lucia M X ; Gunatilaka, Leslie. / Microbial transformations of aryltetralone and aryltetralin lignans by Cunninghamella echinulata and Beauveria bassiana. In: Journal of Natural Products. 2010 ; Vol. 73, No. 11. pp. 1933-1937.
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