Structure determination of two new monocillin I derivatives

Jixun Zhan, E. M.Kithsiri Wijeratne, A. A.Leslie Gunatilaka

Research output: Contribution to journalArticle

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Abstract

Biotransformation of monocillin I (1) by Beauveria bassiana ATCC 7159 was investigated. Two new derivatives 2 and 3 were isolated and identified on the basis of the spectroscopic data. Compounds 2 and 3 are synthesized by hydration at 10,11-double bond and hydrolysis of 14,15-epoxide, respectively. The R configuration of 11-OH in 2 was established by the modified 2-methoxy-2- trifluoromethylphenylacetic acid (MTPA) method. The conversion of 1 to 2 and 3 was reconstituted in an acid solution, indicating that the formation of 2 and 3 is an acid-catalyzed instead of an enzymatic process.

Original languageEnglish (US)
Pages (from-to)801-804
Number of pages4
JournalNatural Product Communications
Volume5
Issue number5
StatePublished - Jul 5 2010

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Keywords

  • Beauveria bassiana
  • Hydration
  • Hydrolysis
  • MTPA esters
  • Monocillin I

ASJC Scopus subject areas

  • Pharmacology
  • Plant Science
  • Drug Discovery
  • Complementary and alternative medicine

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