[논문]Re-evaluation of physicochemical and NMR data of triol ginsenosides Re, Rf, Rg2, and 20-gluco-Rf from Panax ginseng roots

Cho, Jin-Gyeong; In, Seo-Ji; Jung, Ye-Jin; Cha, Byeong-Ju; Lee, Dae-Young; Kim, Yong-Bum; Yeom, Myeonghun; Baek, Nam-In

doi:10.1016/j.jgr.2013.10.002

Re-evaluation of physicochemical and NMR data of triol ginsenosides Re, Rf, Rg2, and 20-gluco-Rf from Panax ginseng roots 원문보기

Journal of ginseng research = 高麗人參學會誌, v.38 no.2, 2014년, pp.116 - 122

Cho, Jin-Gyeong (Graduate School of Biotechnology and Department of Oriental Medicinal Materials and Processing, Kyung Hee University) , In, Seo-Ji (Graduate School of Biotechnology and Department of Oriental Medicinal Materials and Processing, Kyung Hee University) , Jung, Ye-Jin (Graduate School of Biotechnology and Department of Oriental Medicinal Materials and Processing, Kyung Hee University) , Cha, Byeong-Ju (Graduate School of Biotechnology and Department of Oriental Medicinal Materials and Processing, Kyung Hee University) , Lee, Dae-Young (Department of Herbal Crop Research, National Institute of Horticultural and Herbal Science, Rural Development Administration) , Kim, Yong-Bum (Technology Services Division, National Institute of Horticultural and Herbal Science, Rural Development Administration) , Yeom, Myeonghun (Amorepacific Corporation Research and Development Center) , Baek, Nam-In (Graduate School of Biotechnology and Department of Oriental Medicinal Materials and Processing, Kyung Hee University)

Abstract ▼ AI-Helper

Ginseng roots were extracted with aqueous methanol, and extracts were suspended in water and extracted successively with ethyl acetate and n-butanol. Column chromatography using the n-butanol fraction yielded four purified triol ginseng saponins: the ginsenosides Re, Rf, Rg2, and 20-gluco-Rf. The physicochemical, spectroscopic, and chromatographic characteristics of the ginsenosides were measured and compared with reports from the literature. For spectroscopic analysis, two-dimensional nuclear magnetic resonance (NMR) methods such as $^1H$-$^1H$ correlation spectroscopy, nuclear Overhauser effect spectroscopy, heteronuclear single quantum correlation, and heteronuclear multiple bond connectivity were employed to identify exact peak assignments. Some peak assignments for previously published $^1H$-and $^{13}C$-NMR spectra were found to be inaccurate. This study reports the complete NMR assignment of 20-gluco-Rf for the first time.

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가설 설정

1) Signals, the coupling pattern of which was not described, overlapped with other signals.
2) Chemical shift, coupling pattern, J in Hz.

제안 방법

Little NMR data are available for 20-gluco-ginsenoside Rf (4), the chemical name of which is 6-O-[b-Dglucopyranosyl(1→2)-β-D-glucopyranosyl]-20-O-β-D-glucopyranosyl-3β,6α,12β,20β-tetrahydroxydammar-24-ene. In this study, the definite assignment of NMR data of the compound was established for the first time by extensive NMR experiments including correlation spectroscopy, nuclear Overhauser effect spectroscopy, HSQC, and HMBC (Tables 2 and 3).
This study definitively identified individual proton and carbon signals using the two-dimensional NMR techniques of correlation spectroscopy, nuclear Overhauser effect spectroscopy, heteronuclear single quantum correlation (HSQC), and heteronuclear multiple bond connectivity (HMBC). Melting points, specific rotation, IR absorbance, and fast atom bombardment (FAB)/MS data were obtained using standard methods and data were compared to findings in the literature [5,7,10,15-21].

대상 데이터

Six-year-old fresh ginseng roots were purchased from the Geumsan Ginseng Market in Chungnam, Korea in October 2007.

참고문헌 (21)

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