Dataset Information

Cytotoxic Properties of C₁₇ Polyacetylenes from the Fresh Roots of Panax ginseng on Human Epithelial Ovarian Cancer Cells.

ABSTRACT: Although C₁₇ polyacetylenes from Panax ginseng exhibit cytotoxic properties against various tumor cells, there have been few experiments on epithelial ovarian carcinoma cells. This study aimed to investigate the cytotoxic effects of C₁₇ polyacetylenes from P. ginseng against ovarian cancer cell lines. Four unreported (1-4) and fifteen known (5-19) C₁₇ polyacetylenes were obtained from the roots of P. ginseng using repeated chromatography (open column, MPLC, and preparative HPLC). The chemical structures of all the compounds were determined by analyzing their spectroscopic data (NMR, IR, and optical rotation) and HR-MS. The structures of new polyacetylenes were elucidated as (3S,8S,9R,10R)-(-)-heptadeca-9,10-epoxy-4,6-diyne-3,8-diyl diacetate (1), (3S,8S,9R,10R)-(-)-heptadeca-1-en-9,10-epoxy-4,6-diyne-3,8-diyl diacetate (2), (-)-haptadeca-9,10-epoxy-8-methoxy-4,6-diyne-3,11-diol (3), and (3R,9R,10R)-(+)-3-acetoxy-9,10-dihydroxyheptadeca-1-en-4,6-diyne (4), named ginsenoynes O, P, and Q, and 3-acetyl panaxytriol, respectively. Subsequently, in vitro experiments on A2780 and SKOV3 human epithelial ovarian carcinoma cells were performed to assess the cytotoxic properties of the isolates. Among the isolates, panaquinquecol 4 (15) exhibited the most remarkable cytotoxic effects on both human ovarian cancer cells A2780 (IC₅₀ value of 7.60 μM) and SKOV3 (IC₅₀ value of 27.53 μM). Therefore, C₁₇ polyacetylenes derived from P. ginseng may warrant further investigation for their therapeutic potential in epithelial ovarian cancer.

SUBMITTER: Kim R

PROVIDER: S-EPMC9607587 | biostudies-literature | 2022 Oct

REPOSITORIES: biostudies-literature

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Publications

Cytotoxic Properties of C17 Polyacetylenes from the Fresh Roots of Panax ginseng on Human Epithelial Ovarian Cancer Cells.

Kim Ranhee R Son So-Ri SR Lee Na-Kyung NK Kim Ji-Young JY An Gami G Choi Jung-Hye JH Jang Dae Sik DS

Molecules (Basel, Switzerland) 20221018 20

Although C17 polyacetylenes from Panax ginseng exhibit cytotoxic properties against various tumor cells, there have been few experiments on epithelial ovarian carcinoma cells. This study aimed to investigate the cytotoxic effects of C17 polyacetylenes from P. ginseng against ovarian cancer cell lines. Four unreported (1-4) and fifteen known (5-19) C17 polyacetylenes were obtained from the roots of P. ginseng ...[more]

PMID: 36296616

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Project description:The roots and rhizomes of Panax ginseng C.A. Mey are commonly used herbal medicine in Asian countries. These components contain a large number of secondary metabolites known as ginsenosides, which serve as primary active ingredient. Environmental factors significantly influence the production of secondary metabolites, which are crucial for enhancing plant adaptability to ecological stress. P. ginseng is a shady plant that thrives in a constantly humid and temperate environment. However, it cannot withstand excessive moisture, making soil moisture a significant ecological stress affecting P. ginseng survival. In this study, we applied a water spray to maintain a water-saturated surface on 5-year-old fresh P. ginseng roots for a duration of 5 days, to establish a short-term water stress condition. The results revealed a notable increase in superoxide anion (O2·-), hydrogen peroxide (H2O2), and NADPH oxidase (NOX) activity (p < 0.01), as well as malondialdehyde (MDA) contents (p < 0.01) in both the main root and fibrous root of P. ginseng. Additionally, superoxide dismutase (SOD), catalase (CAT), peroxides (POD), ascorbate peroxidase (APX) and glutathione reductase (GR) activities also elevated significantly under water stress (p < 0.01). Ascorbic acid (AsA), glutathione (GSH) and oxidized glutathione (GSSG) contents also showed a marked increase (p < 0.01). The main root treated with water showed the most positive impact on the 5th day. Water stress boosted the activities of key enzymes including 3-hydroxy-3-methylglutaryl coenzyme A reductase (HMGCR), farnesyl pyrophosphate synthase (FPS), squalene synthase (SS), squalene epoxidase (SE), and dammarenediol-II synthase (DS) involved in the ginsenoside biosynthesis pathway (p <0.01). This resulted in a significant an increase in the level of ginsenosides Rg1, Rb1, Rf, Rg2+Rh1, Rc, and Rb3, by 42.4%, 21.0%, 15.7%, 157.9%, 18.3%, and 10.6% respectively, and an increase of 40.1% in total saponins content. Similarly, the fibrous root changes in the treated sample showed the most positive impact on the 4th day. Specifically, Rg1, Re, Rb1, Rf, Rg2+Rh1, Rc, Ro, and Rb2 increased by 41.8%, 20.5%, 17.3%, 84.3%, 30.7%, 35.6%, 8.6%, and 7.6%, respectively, and an increase of 4.2% in total saponins content. Furthermore, 1,3-disphosphoglycerate (1,3-DPG) contents and phosphoenolpyruvate carboxylase (PEPC) activities, which are key intermediate of primary metabolism, were significantly elevated under water stress (p < 0.01). This indicates that the primary source of the raw materials used in the biosynthesis of secondary metabolites is sugars. Pharmacodynamic analysis demonstrated that water stress could increase the contents of ginsenosides, improve the quality of ginseng, and enhance the efficacy of ginseng root to a certain extent.

Dataset Information

Cytotoxic Properties of C₁₇ Polyacetylenes from the Fresh Roots of Panax ginseng on Human Epithelial Ovarian Cancer Cells.

Publications

Cytotoxic Properties of C<sub>17</sub> Polyacetylenes from the Fresh Roots of <i>Panax ginseng</i> on Human Epithelial Ovarian Cancer Cells.

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