Novel Dammarane-Type Triterpene Saponins from Panax ginseng Root.

Novel Dammarane-Type Triterpene Saponins from Panax ginseng Root.

Chemical & pharmaceutical bulletin (2015-11-03)

Dong Gu Lee, Ah Young Lee, Kyung-Tack Kim, Eun Ju Cho, Sanghyun Lee

ABSTRACT

Four phytochemical constituents were isolated from Panax ginseng root by repeated column chromatography (CC), medium pressure liquid chromatography (MPLC), high-speed counter current chromatography (HSCCC), and semi-preparative HPLC. Their structures were elucidated as the dammarane-type triterpene saponins ginsenoside-Rg18 (1), 6-acetyl ginsenoside-Rg3 (2), ginsenoside-Rs11 (3), and ginsenoside-Re7 (4) based on spectral data. Compounds 1-4 from P. ginseng root were new compounds from nature. They showed good hydroxyl radical scavenging activity and anti-bacterial activity against Escherichia coli and Staphylococcus aureus. However, they did not show any anti-inflammatory activity. In addition, they inhibited the growth of adenocarcinoma gastric stomach cells. Among them, ginsenoside-Rs11 (3) showed the best anti-oxidative, anti-bacterial, and anti-cancer activities.

MATERIALS

Product Number

Brand

Product Description

G3407

Sigma-Aldrich

Glutaric acid, 99%

307823

Sigma-Aldrich

Sodium hydrogen sulfate

61725

Sigma-Aldrich

Vinyl laurate, ≥99.0% (GC)

18304

Sigma-Aldrich

Hydrogen peroxide solution, 34.5-36.5%

523771

Sigma-Aldrich

Tetramethylsilane, electronic grade, ≥99.99% trace metals basis

10896

Sigma-Aldrich

Vinyl laurate, Wacker Chemie AG, ≥98% (GC)

M8146

Sigma-Aldrich

Methyl-β-D-thiogalactoside

87921

Sigma-Aldrich

Tetramethylsilane, ≥99.0% (GC)

M2128

Sigma-Aldrich

Thiazolyl Blue Tetrazolium Bromide, 98%

M5655

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Thiazolyl Blue Tetrazolium Bromide, powder, BioReagent, suitable for cell culture, suitable for insect cell culture, ≥97.5% (HPLC)

339741

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Sulfuric acid, 99.999%

07208

Sigma-Aldrich

Sulfuric acid, puriss., meets analytical specification of Ph. Eur., BP, 95-97%

T24007

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Tetramethylsilane, NMR grade, ACS reagent, ≥99.9%

258105

Sigma-Aldrich

Sulfuric acid, ACS reagent, 95.0-98.0%

30743

Sigma-Aldrich

Sulfuric acid, puriss. p.a., for determination of Hg, ACS reagent, reag. ISO, reag. Ph. Eur., 95.0-97.0%

349887

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Hydrogen peroxide solution, contains inhibitor, 35 wt. % in H₂O

323381

Sigma-Aldrich

Hydrogen peroxide solution, contains ~200 ppm acetanilide as stabilizer, 3 wt. % in H₂O

CN34891

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Acetonitrile, Preparateur, ≥99.9% (GC), One-time steel-plastic (SP) drum

471267

Sigma-Aldrich

Dimethyl sulfoxide, ≥99.6%, ReagentPlus^®

74875

Sigma-Aldrich

8-Octanoyloxypyrene-1,3,6-trisulfonic acid trisodium salt, suitable for fluorescence, ≥90% (HPCE)

276855

Sigma-Aldrich

Dimethyl sulfoxide, anhydrous, ≥99.9%

271004

Sigma-Aldrich

Acetonitrile, anhydrous, 99.8%

41639

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Dimethyl sulfoxide, BioUltra, Molecular Biology, ≥99.5% (GC)

121649

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2-Deoxy-D-ribose, 97% (GC)

281689

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1,1-Diphenyl-2-picrylhydrazine, 97%

16104

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Sucrose, puriss., meets analytical specification of Ph. Eur., BP, NF

D8418

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Dimethyl sulfoxide, Molecular Biology

D1435

Sigma-Aldrich

Dimethyl sulfoxide, meets EP testing specifications, meets USP testing specifications

D9170

Sigma-Aldrich

Dimethyl sulfoxide, PCR Reagent

D2650

Sigma-Aldrich

Dimethyl sulfoxide, Hybri-Max^™, sterile-filtered, BioReagent, suitable for hybridoma, ≥99.7%