2. Academic Validation
  3. Phytochemical Study of Salvia leriifolia Roots: Rearranged Abietane Diterpenoids with Antiprotozoal Activity

Phytochemical Study of Salvia leriifolia Roots: Rearranged Abietane Diterpenoids with Antiprotozoal Activity

  • J Nat Prod. 2018 Jun 22;81(6):1384-1390. doi: 10.1021/acs.jnatprod.7b01019.
Mahdi M Farimani 1,  Bahareh Khodaei 1,  Hanzaleh Moradi 1,  Abbas Aliabadi 2,  Samad N Ebrahimi 1,  Maria De Mieri 3,  Marcel Kaiser 4 5,  Matthias Hamburger 3
Affiliations

Affiliations

  • 1 Department of Phytochemistry, Medicinal Plants and Drugs Research Institute , Shahid Beheshti University , G. C., Evin , Tehran , Iran.
  • 2 Khorasan Razavi Agricultural and Natural Resources Research Center, Sabzevar Branch , Sabzevar , Khorasan Razavi , Iran.
  • 3 Division of Pharmaceutical Biology , University of Basel , Klingelbergstrasse 50 , 4056 Basel , Switzerland.
  • 4 Swiss Tropical and Public Health Institute , Socinstrasse 57 , CH-4002 Basel , Switzerland.
  • 5 University of Basel , Petersplatz 1 , CH-4003 Basel , Switzerland.
PMID: 29896963 DOI: 10.1021/acs.jnatprod.7b01019
Abstract

Phytochemical investigation of the lipophilic extract of the roots of Salvia leriifolia resulted in the isolation of the new rearranged abietane Diterpenoids leriifoliol (1) and leriifolione (2), together with 10 known Diterpenoids. Structure elucidations were performed via extensive NMR and HRESIMS data, and the absolute configurations of compounds 1 and 3-5 were established by evaluation of experimental and calculated ECD spectra. The antiplasmodial activity of the new isolates was assayed against Trypanosoma brucei rhodesiense, T. cruzi, Plasmodium falciparum, and Leishmania donovani and also toxicity against rat myoblast (L6) cells. Compound 1 displayed antimalarial and low cytotoxic activity with IC50 values of 0.4 and 33.6 μM, respectively, and a selectivity index of 84. Compound 2 displayed activity against T. brucei, T. cruzi, and L. donovani, with IC50 values of 1.0, 4.6, and 1.0 μM, respectively. Putative biosynthetic pathways toward the formation of 1, 2, and 3 are proposed. Leriifoliol (1) is the first 20- nor-9,10- seco-abietane, while 2 exhibits an uncommon 6-6-5 fused-ring system.

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