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Paleo-soraphens: Chemical total syntheses and biological studies

Research output: Contribution to journalArticleResearchpeer review

Authors

  • Hai Hua Lu
  • Bettina Hinkelmann
  • Thomas Tautz
  • Jun Li
  • Markus Kalesse

External Research Organisations

  • Helmholtz Centre for Infection Research (HZI)

Details

Original languageEnglish
Pages (from-to)8029-8036
Number of pages8
JournalOrganic and Biomolecular Chemistry
Volume13
Issue number29
Publication statusPublished - 7 Aug 2015

Abstract

The soraphens are natural products that exhibit a molecular structure different from what would have been expected by following its polyketidal assembly line. The most significant differences are the presence of a hemiketal instead of a trisubstituted double bond and a double bond at C9 and C10 where a saturated carbon chain was expected. We were interested in the biological activity of the soraphens with architectures as described by the polyketide synthase since we hypothesized that these modifications reflect the evolutionary optimization of the soraphens. Herein we describe four additional derivatives of the so-called paleo-soraphens and their biological profiling to provide a picture of the hypothetical evolutionary optimization of this family of natural products. The syntheses required a unified and convergent strategy and their biological profiling was performed with the aid of impedance measurements. The results of these biological experiments are consistent with the proposed evolutionary optimization of the soraphens.

ASJC Scopus subject areas

Cite this

Paleo-soraphens: Chemical total syntheses and biological studies. / Lu, Hai Hua; Hinkelmann, Bettina; Tautz, Thomas et al.
In: Organic and Biomolecular Chemistry, Vol. 13, No. 29, 07.08.2015, p. 8029-8036.

Research output: Contribution to journalArticleResearchpeer review

Lu, HH, Hinkelmann, B, Tautz, T, Li, J, Sasse, F, Franke, R & Kalesse, M 2015, 'Paleo-soraphens: Chemical total syntheses and biological studies', Organic and Biomolecular Chemistry, vol. 13, no. 29, pp. 8029-8036. https://doi.org/10.1039/c5ob01249j
Lu, H. H., Hinkelmann, B., Tautz, T., Li, J., Sasse, F., Franke, R., & Kalesse, M. (2015). Paleo-soraphens: Chemical total syntheses and biological studies. Organic and Biomolecular Chemistry, 13(29), 8029-8036. https://doi.org/10.1039/c5ob01249j
Lu HH, Hinkelmann B, Tautz T, Li J, Sasse F, Franke R et al. Paleo-soraphens: Chemical total syntheses and biological studies. Organic and Biomolecular Chemistry. 2015 Aug 7;13(29):8029-8036. doi: 10.1039/c5ob01249j
Lu, Hai Hua ; Hinkelmann, Bettina ; Tautz, Thomas et al. / Paleo-soraphens : Chemical total syntheses and biological studies. In: Organic and Biomolecular Chemistry. 2015 ; Vol. 13, No. 29. pp. 8029-8036.
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