Acetogenins from the stems of Uvaria micrantha showing antiproliferative effects on HepG2 liver cancer cells
Five mono-tetrahydrofuran acetogenins: uvamicranins A–E and three known mono-tetrahydrofuran acetogenins; reticulatacin, calamistrin A, and uvarigrin, were isolated from the stems of Uvaria micrantha (Annonaceae). Their structures were elucidated by 2D NMR and high-resolution mass spectral analysis....
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Veröffentlicht in: | Phytochemistry (Oxford) 2022-12, Vol.204, p.113450, Article 113450 |
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Sprache: | eng |
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Zusammenfassung: | Five mono-tetrahydrofuran acetogenins: uvamicranins A–E and three known mono-tetrahydrofuran acetogenins; reticulatacin, calamistrin A, and uvarigrin, were isolated from the stems of Uvaria micrantha (Annonaceae). Their structures were elucidated by 2D NMR and high-resolution mass spectral analysis. The absolute configurations of uvamicranins A and B were determined by modified Mosher's method. Evaluation of antiproliferative activity of the isolated compounds showed that they were more potent towards the human hepatocellular carcinoma cell line HepG2, compared to the five other tested cell lines. Among the tested compounds, uvamicranin B (UvB) and uvarigrin (Uv) possessed strong antiproliferative activity with IC50 values of 2.89 ± 0.71 μM and 0.37 ± 0.06 μM, respectively. The antiproliferative mechanism of UvB and Uv, was investigated in HepG2 cell line showing that both compounds marginally induced apoptotic cell death, but exhibited cytostatic effect through induction of cell cycle arrest at the G2/M phase.
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•Acetogenins, uvamicranins A–E were isolated from the stems of Uvaria micrantha.•Some isolates were evaluated for antiproliferative activity against six cancer cells.•The tested compounds were more potent towards HepG2 cell line.•Uvamicranin B and uvarigrin showed cytostatic effect through G2/M cell cycle arrest. |
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ISSN: | 0031-9422 1873-3700 1873-3700 |
DOI: | 10.1016/j.phytochem.2022.113450 |