Absolute configuration and anti-tumor activity of torrubiellin B

Catalina Francis Pérez Hemphill, Georgios Daletos, Alexandra Hamacher, Matthias Ullrich Kassack, Wenhan Lin, Attila Mándi, Tibor Kurtán, Peter Proksch

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6 Citations (Scopus)

Abstract

Abstract The dimeric anthracene derivative torrubiellin B (1) was isolated from the endophytic fungus Acremonium sp. that had been obtained from leaves of the Mangrove plant Sonneratia caseolaris. The absolute configuration of 1 was established as (5′R,10′S,10a′R) for the first time on the basis of its electronic circular dichroism (ECD) spectra aided with TDDFT-ECD calculations. Torrubiellin B (1) exhibited strong anti-tumor activity when tested in vitro against several solid cancer cell lines including cells that are resistant against the widely used cytostatic drug cisplatin. The IC50 values of 1 against cisplatin sensitive and cisplatin resistant cells were in the range of 0.2-2.6 μM depending on cell line investigated.

Original languageEnglish
Article number46129
Pages (from-to)4430-4433
Number of pages4
JournalTetrahedron Letters
Volume56
Issue number30
DOIs
Publication statusPublished - Jun 25 2015

Keywords

  • Absolute configuration
  • Acremonium sp.
  • Anti-tumor activity
  • Torrubiellin B

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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  • Cite this

    Pérez Hemphill, C. F., Daletos, G., Hamacher, A., Kassack, M. U., Lin, W., Mándi, A., Kurtán, T., & Proksch, P. (2015). Absolute configuration and anti-tumor activity of torrubiellin B. Tetrahedron Letters, 56(30), 4430-4433. [46129]. https://doi.org/10.1016/j.tetlet.2015.03.126