Acid rearrangment of epoxy-germacranolides and absolute configuration of 1beta, 10alpha-epoxy-salonitenolide

Antonella Maria Maggio, Maurizio Bruno, Sergio Rosselli, Kuo-Hsiung Lee, Susan L. Morris-Natschke, Kenneth F. Bastow

Risultato della ricerca: Articlepeer review

6 Citazioni (Scopus)

Abstract

The acid-catalyzed cyclization of mono epoxides of cnicin acetonide (3) was investigated. Several 6,12-eudesmanolides wereobtained, and their stereochemistry established by extensive spectroscopic analyses. Chemical correlations also led to theassignment of the absolute configuration of 1β,10α-epoxy-salonitenolide (13), a previously isolated natural product. Thecytotoxic activities of some compounds were determined against A549 and MCF-7 tumor cell lines. The esterifiedgermacranolides 2–6 were selectively cytotoxic against the MCF-7 breast cancer cell line.
Lingua originaleEnglish
pagine (da-a)675-680
Numero di pagine6
RivistaNatural Product Communications
Volume5
Stato di pubblicazionePublished - 2010

All Science Journal Classification (ASJC) codes

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

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