np8b00498_si_003.pdf (1.82 MB)

Antiprotozoal Isoprenoids from Salvia hydrangea

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journal contribution
posted on 19.12.2018, 16:21 by Marzieh Tabefam, Mahdi Moridi Farimani, Ombeline Danton, Justine Ramseyer, Samad Nejad Ebrahimi, Markus Neuburger, Marcel Kaiser, Peyman Salehi, Olivier Potterat, Matthias Hamburger
Fractionation of the n-hexane extract of Salvia hydrangea afforded seven isoprenoids including six new compounds (16) and salvadione A (7). Their structures were established by comprehensive spectroscopic and spectrometric data analysis (1D and 2D NMR, HRMS). The absolute configuration of salvadione A (7) was established by single-crystal X-ray diffraction analysis with Cu/Kα radiation. In addition, the absolute configuration of all compounds was determined by electronic circular dichroism spectroscopy. A biosynthetic pathway for the formation of the scaffold of 1 is proposed. The antiprotozoal activity of the compounds against Trypanosoma brucei rhodesiense, Trypanosoma cruzi, Leishmania donovani, and Plasmodium falciparum was determined, and cytotoxicity was assessed in rat myoblast L6 cells. Perovskone C (2) exhibited good activity against P. falciparum (IC50 0.6 μM) and a selectivity index of 62.2.