A new compound from the leaves of Panax ginseng

Li-jun, WU; Wang, Libo; Gao, Huiyuan; Bin, Wu; Song, Xiaomei; Tang, Zhishu

doi:10.1016/j.fitote.2007.06.002

Cited by 22 publications

(12 citation statements)

References 9 publications

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“…1) were identified as 20 (S)-protopanaxadiol (7), 20(R)-protopanaxadiol (8) (9) , 3b,6a,12b-dammar-(E)-20(22)-ene-3,6,12,25-tetrol (10) (Chen et al, 2007), 20(S)-dammarane3b,12b,20,25-tetrol (11) (Thoison et al, 2004), 20(R)-dammarane-3b,12b,20,25-tetrol (12) (Wang et al, 2013b), 20(S)-protopanaxatriol (13) (Ma et al, 2005), 20(R)-protopanaxatriol (14) (Yu and Zhao, 2002), (20S,24S)-dammar-20,24-epoxy-3b,6a,12b,25-tetraol (15), (20S,24R)-dammar-20,24-epoxy-3b,6a,12b,25-tetraol (16), (20R,24R)-dammar-20,24-epoxy-3b,6a,12b,25-tetraol (17) (Ma et al, 2005), 3b,6a,12b-triol-22,23.24,25,26,27-hexanordammaran-20-one (18) (Wu et al, 2007), and pseudoginsenoside-Rh 2 (19) (Qian et al, 2014). Previous studies revealed that ginsenosides are the main chemical constituents of the stems-leaves of P. ginseng (Li et al, 2012b), and the anti-tumor effect of ginsenosides, especially ginsenosides Rh 2 (Park et al, 1997), Rg 3 (Li et al, 2005) and Rg 5 (Yun et al, 2001), had been demonstrated in various models of tumor.…”

Section: Resultsmentioning

confidence: 99%

Six new dammarane-type triterpenes from acidic hydrolysate of the stems-leaves of Panax ginseng and their inhibitory–activities against three human cancer cell lines

Yang

2015

Phytochemistry Letters

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Section: Resultsmentioning

confidence: 99%

Six new dammarane-type triterpenes from acidic hydrolysate of the stems-leaves of Panax ginseng and their inhibitory–activities against three human cancer cell lines

Yang

2015

Phytochemistry Letters

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“…Wu et al . [32] isolated 3β,6α,12β-triol-22,23,23,25,26,27-hexanordammaran- 20-one and dammar-20(22),24-diene-3β,6α,12β-triol from the leaves of P. ginseng . Huang et al .…”

Section: Chemical Diversity Of Panax Ginsengmentioning

confidence: 99%

Chemical Diversity of Panax ginseng, Panax quinquifolium, and Panax notoginseng

Kim¹

2012

Journal of Ginseng Research

285

207

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The major commercial ginsengs are Panax ginseng Meyer (Korean ginseng), P. quinquifolium L. (American ginseng), and P. notoginseng (Burk.) FH Chen (Notoginseng). P. ginseng is the most commonly used as an adaptogenic agent and has been shown to enhance physical performance, promote vitality, increase resistance to stress and aging, and have immunomodulatory activity. These ginsengs contain saponins, which can be classified as dammarane-type, ocotillol-type and oleanane-type oligoglycosides, and polysaccharides as main constituents. Dammarane ginsenosides are transformed into compounds such as the ginsenosides Rg3, Rg5, and Rk1 by steaming and heating and are metabolized into metabolites such as compound K, ginsenoside Rh1, protoand panaxatriol by intestinal microflora. These metabolites are nonpolar, pharmacologically active and easily absorbed from the gastrointestinal tract. However, the activities metabolizing these constituents into bioactive compounds differ significantly among individuals because all individuals possess characteristic indigenous strains of intestinal bacteria. To overcome this difference, ginsengs fermented with enzymes or microbes have been developed.

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“…(Araliaceae) has been used in traditional medicine in Asia since ancient times [1] to improve health and vitality as a dietary supplement and to treat various diseases such as psychopathy, neuropathy, and diabetes mellitus [2]. The pharmacological activities of ginseng or its crude extracts are based on the presence of a mixture of ginsenosides [3].…”

mentioning

confidence: 99%

“…Compounds 2-6 were determined on the basis of spectral analysis and comparison with reported data [2,[14][15][16][17]. Compound 1 was isolated as a white amorphous powder.…”

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confidence: 99%

Anti-colon carcinoma cell activity of ginsenosides from the acid hydrolysate of Panax ginseng

Yin

Cong

et al. 2013

Chem Nat Compd

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isolated from the acid hydrolysate of Panax ginseng. Compound 1 was only mentioned in a patent literature, and there is no spectroscopic data elsewhere. This paper is the first to elucidate the structure of compound 1 on the basis of spectroscopic evidence. The biological activities of compounds 1-6, crude ginsenosides, and the ginsenoside-hydrolysate were determined in human colon carcinoma cell. Compounds 1-3 and the ginsenoside-hydrolysate exhibited anti-human colon carcinoma cell activity, with IC 50 of 66.1, 72.4, 50.1, and 25.7 Pg/mL, respectively.Keywords: Panax ginseng, 20(R)-dammar-25-ethoxy-3E,12E,20-triol, acid hydrolysate, ginsenoside.Panax ginseng C. A. Mey. (Araliaceae) has been used in traditional medicine in Asia since ancient times [1] to improve health and vitality as a dietary supplement and to treat various diseases such as psychopathy, neuropathy, and diabetes mellitus [2]. The pharmacological activities of ginseng or its crude extracts are based on the presence of a mixture of ginsenosides [3]. It was reported that more than 40 ginsenosides have been isolated and identified from ginseng species [4], and ginsenosides have been reported to have anticancer, antiarrhythmia, and anti-HIV activities [5][6][7][8][9] and are also viral protease inhibitors [10,11]. In order to find more bioactive compounds, acid was used to hydrolyze the ginsenosides to produce the original and artificial triterpene aglycones [12,13]. As part of our ongoing study on the chemical constituents and bioactivities, a lipid-soluble neuroprotective aglycon from the hydrolysate of ginsenosides was extracted and elucidated [14]. We obtained six dammarane ginsenosides (1-6). Compound 1 was only mentioned in a patent literature, and there is no spectroscopic data elsewhere. Because complete and confident assignment of spectroscopic data is crucial for confirming chemical structures and evaluating the purity of natural products, we undertook a thorough spectroscopic analysis of compound 1. In this paper we report the isolation and structural elucidation of compound 1 and five other known ginsenosides, as well as the inhibitory activities of isolated ginsenosides against human colon carcinoma cell.

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A new compound from the leaves of Panax ginseng

Cited by 22 publications

References 9 publications

Six new dammarane-type triterpenes from acidic hydrolysate of the stems-leaves of Panax ginseng and their inhibitory–activities against three human cancer cell lines

Six new dammarane-type triterpenes from acidic hydrolysate of the stems-leaves of Panax ginseng and their inhibitory–activities against three human cancer cell lines

Chemical Diversity of Panax ginseng, Panax quinquifolium, and Panax notoginseng

Anti-colon carcinoma cell activity of ginsenosides from the acid hydrolysate of Panax ginseng

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