Three new compounds, diterpenoid glucoside (13S,15S)-6β,7α,12α-trihydroxy-13β,16-cyclo-8-abietene-11,14-dione 7-O-β-D-glucoside 1, flavonoids apigenin 7-O-(3′′-O-acetyl)-β-D-glucuronide 2 and apigenin 5-O-(3′′-O-acetyl)-β-D-glucuronide 3, together with known compounds caffeic acid 4, luteolin 5-O-β-D-glucoside 5 and rosmarinic acid 6 were isolated from the aerial parts of Plectranthus scutellarioides (L.) R. Br. The structures of the new compounds were elucidated by spectroscopic and mass-spectrometric analyses, including 1D- and 2D-NMR. Compound 1 inhibited hyaluronidase by 25% at the concentration of 200 μM, compounds 2 and 3 showed inhibitory activity on butyrylcholinesterase better than standard galanthamine at the concentration of 100 μM, and compound 6 is a potent antioxidant with an ORAC value of 2.15 ± 0.12.
New diterpenoid glucoside and flavonoids from Plectranthus scutellarioides (L.) R. Br
Dall'Acqua S.;
2019
Abstract
Three new compounds, diterpenoid glucoside (13S,15S)-6β,7α,12α-trihydroxy-13β,16-cyclo-8-abietene-11,14-dione 7-O-β-D-glucoside 1, flavonoids apigenin 7-O-(3′′-O-acetyl)-β-D-glucuronide 2 and apigenin 5-O-(3′′-O-acetyl)-β-D-glucuronide 3, together with known compounds caffeic acid 4, luteolin 5-O-β-D-glucoside 5 and rosmarinic acid 6 were isolated from the aerial parts of Plectranthus scutellarioides (L.) R. Br. The structures of the new compounds were elucidated by spectroscopic and mass-spectrometric analyses, including 1D- and 2D-NMR. Compound 1 inhibited hyaluronidase by 25% at the concentration of 200 μM, compounds 2 and 3 showed inhibitory activity on butyrylcholinesterase better than standard galanthamine at the concentration of 100 μM, and compound 6 is a potent antioxidant with an ORAC value of 2.15 ± 0.12.
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