title: Abietane diterpenoids from Salvia sahendica--antiprotozoal activity and determination of their absolute configurations.
abstract: In a screening of Iranian plants for antiprotozoal activity, an n-hexane extract of the roots of Salvia sahendica potently inhibited the growth of Plasmodium falciparum K1 strain. Subsequent HPLC-based activity profiling led to the identification of seven known and one new abietane-type diterpenoid. Structure elucidation was achieved by analysis of spectroscopic data including 1D and 2D NMR. The absolute configuration of sahandol (7) and sahandone (8) were assigned by comparison of experimental ECD spectra with calculated ECD data, using time-dependent density functional theory and methanol as the solvent. In vitro biological activity against P. falciparum and Trypanosoma brucei rhodesiense STIB 900 strain and cytotoxicity in rat myoblast (L6) cells were determined. The IC50 values of the compounds ranged from 0.8 µM to over 8.8 µM against P. falciparum, and from 1.8 µM to over 32.3 µM against T. brucei rhodesiense. The cytotoxic IC50 values ranged from 0.5-15.5 µM. Selectivity indices for P. falciparum were 0.1 to 18.2, and 0.1 to 1.2 for T. brucei rhodesiense.
authors.affiliation: Division of Pharmaceutical Biology, University of Basel, Basel, Switzerland.
authors.forename: Samad N
authors.initials: SN
authors.lastname: Ebrahimi
authors.forename: Stefanie
authors.initials: S
authors.lastname: Zimmermann
authors.forename: Janine
authors.initials: J
authors.lastname: Zaugg
authors.forename: Martin
authors.initials: M
authors.lastname: Smiesko
authors.forename: Reto
authors.initials: R
authors.lastname: Brun
authors.forename: Matthias
authors.initials: M
authors.lastname: Hamburger
mesh_terms: D045784:Abietanes / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D000818:Animals; D000981:Antiprotozoal Agents / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D002460:Cell Line; D002470:Cell Survival / Q000187:drug effects; D002851:Chromatography, High Pressure Liquid; D020128:Inhibitory Concentration 50; D009682:Magnetic Resonance Spectroscopy; D016778:Malaria, Falciparum / Q000469:parasitology; D015394:Molecular Structure; D021261:Parasitic Sensitivity Tests; D010936:Plant Extracts / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D018517:Plant Roots / Q000737:chemistry; D010963:Plasmodium falciparum / Q000187:drug effects* / Q000254:growth & development; D051381:Rats; D027544:Salvia / Q000737:chemistry*; D016833:Trypanosoma brucei rhodesiense / Q000187:drug effects* / Q000254:growth & development; D014353:Trypanosomiasis, African / Q000469:parasitology
chemical_list: D045784:Abietanes; D000981:Antiprotozoal Agents; D010936:Plant Extracts