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DOI: 10.1055/a-1192-6225
Cytotoxic and Anti-inflammatory Terpenoids from the Whole Plant of Vaccinium emarginatum
Abstract
Two new Δ12 ursene-type triterpenoid coumaroyl esters (1 and 2), one new Δ7,15 isopimarane-type diterpenoid glycoside (20), and two new irido-δ-lactone-type iridoids (21 and 22), together with 17 known pentacyclic triterpenoids (3 – 19), were isolated during the phytochemical investigation of a methanol extract of the whole plant of Vaccinium emarginatum. Their structures were determined by detailed analysis of standard spectroscopic data (MS, IR, 1D, and 2D NMR) and comparison with data of known analogs. The isolates were evaluated for their cytotoxicity against the PC-3 and Du145 prostate cancer cell lines (as assessed by an MTT cell proliferation assay), as well as for their anti-inflammatory activity via the inhibition of nitric oxide production in lipopolysaccharide-induced murine macrophage RAW 264.7 cells. Among the isolates, the triterpenoid coumaroyl and feruloyl esters (1, 3, and 4) exhibited strong cytotoxicity against PC-3 prostate cancer cells, with 85.6 – 90.2% inhibition at 10.0 µg/mL. The pomolic acid coumaroyl and feruloyl esters (1 and 3) also showed moderate anti-inflammatory activity against nitric oxide production in lipopolysaccharide-induced RAW 264.7 cells, with 59.2 (± 1.0) and 47.1% (± 0.2) inhibition at 12.5 µg/mL, respectively.
Key words
Vaccinium emarginatum - Ericaceae - terpenoids - cytotoxicity - anti-inflammatory activitySupporting Information
- Supporting Information
HRESIMS, IR, 1D, and 2D NMR spectra for compounds 1, 2, and 20 – 22 and cytotoxicity of compounds 1 and 3 against several cancer cell lines are available as Supporting Information.
Publication History
Received: 15 July 2019
Accepted after revision: 24 May 2020
Article published online:
09 July 2020
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