4 research outputs found
Manoyloxide Sesterterpenoids from <i>Salvia mirzayanii</i>
Five
new manoyloxide-type sesterterpenes were isolated from aerial parts
of <i>Salvia mirzayanii,</i> a species endemic to Iran.
The planar structures were established by means of 1D and 2D NMR and
HRESIMS. Compounds <b>1</b>–<b>3</b> differed only
in their configurations at C-13 and C-14. Assignment of relative and
absolute configurations was achieved by NOESY experiments and by comparison
of experimental and simulated ECD spectra of possible stereoisomers.
The absolute configurations of <b>4</b> and <b>5</b> were
established in a similar manner
Phytochemical Study of <i>Salvia leriifolia</i> Roots: Rearranged Abietane Diterpenoids with Antiprotozoal Activity
Phytochemical investigation of the
lipophilic extract of the roots
of <i>Salvia leriifolia</i> resulted in the isolation of
the new rearranged abietane diterpenoids leriifoliol (<b>1</b>) and leriifolione (<b>2</b>), together with 10 known diterpenoids.
Structure elucidations were performed via extensive NMR and HRESIMS
data, and the absolute configurations of compounds <b>1</b> and <b>3</b>–<b>5</b> were established by evaluation of
experimental and calculated ECD spectra. The antiplasmodial activity
of the new isolates was assayed against <i>Trypanosoma brucei
rhodesiense</i>, <i>T. cruzi</i>, <i>Plasmodium
falciparum</i>, and <i>Leishmania donovani</i> and
also toxicity against rat myoblast (L6) cells. Compound <b>1</b> displayed antimalarial and low cytotoxic activity with IC<sub>50</sub> values of 0.4 and 33.6 μM, respectively, and a selectivity
index of 84. Compound <b>2</b> displayed activity against <i>T. brucei</i>, <i>T. cruzi</i>, and <i>L. donovani</i>, with IC<sub>50</sub> values of 1.0, 4.6, and 1.0 μM, respectively.
Putative biosynthetic pathways toward the formation of <b>1</b>, <b>2</b>, and <b>3</b> are proposed. Leriifoliol (<b>1</b>) is the first 20-<i>nor</i>-9,10-<i>seco</i>-abietane, while <b>2</b> exhibits an uncommon 6–6–5
fused-ring system
Hydrangenone, a New Isoprenoid with an Unprecedented Skeleton from <i>Salvia hydrangea</i>
Hydrangenone, a new heptacyclic isoprenoid with a 6/7/6/5/5 membered carbon ring skeleton, was isolated from the aerial parts of <i>Salvia hydrangea.</i> The structure was established by extensive NMR spectroscopic methods. The relative and absolute configuration of <b>1</b> was assigned by NOESY and X-ray crystallographic analysis and by comparison of experimental and calculated electronic circular dichroism (ECD) spectra. Compound <b>1</b> showed in vitro antiplasmodial activity, with an IC<sub>50</sub> value of 1.4 μM against <i>P. falciparum</i>. A plausible biosynthetic pathway of <b>1</b> was also proposed
Hydrangenone, a New Isoprenoid with an Unprecedented Skeleton from <i>Salvia hydrangea</i>
Hydrangenone, a new heptacyclic isoprenoid with a 6/7/6/5/5 membered carbon ring skeleton, was isolated from the aerial parts of <i>Salvia hydrangea.</i> The structure was established by extensive NMR spectroscopic methods. The relative and absolute configuration of <b>1</b> was assigned by NOESY and X-ray crystallographic analysis and by comparison of experimental and calculated electronic circular dichroism (ECD) spectra. Compound <b>1</b> showed in vitro antiplasmodial activity, with an IC<sub>50</sub> value of 1.4 μM against <i>P. falciparum</i>. A plausible biosynthetic pathway of <b>1</b> was also proposed