Isolation and structural elucidation of novel cholestane glycosides and spirostane saponins from Polygonatum odoratum

Bai, Hong; Li, Wei; Zhao, Huanxin; Anzai, Yojiro; Li, Haiming; Guo, Huanjie; Kato, Fumio; Koike, Kazuo

doi:10.1016/j.steroids.2013.11.013

Cited by 39 publications

(16 citation statements)

References 19 publications

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“…Liu et al reported that the water extract of Polygonatum sibiricum was capable of reducing blood glucose and lipid levels, regulating and enhancing the immune system, and fighting aging ( 3 ). Previous phytochemical studies have shown that Polygonatum odoratum contains constituents such as steroidal glycosides, dipeptides, flavonoids, and polysaccharides ( 4 – 6 ). Among the various constituents, polysaccharides are one of the main bioactive components of P. odoratum with lowering blood sugar, antioxidant, and anticancer activities ( 7 ).…”

Section: Introductionmentioning

confidence: 99%

RAW264.7 Cell Activating Glucomannans Extracted from Rhizome of Polygonatum sibiricum

Yelithao

Surayot

Lee

et al. 2016

JFN

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Water-soluble polysaccharides isolated from the rhizome of Polygonatum sibiricum and fractionated using ion-exchange chromatography were investigated to determine their structure and immunostimulating activity. Crude and fractions (F1 and F2) consisted of carbohydrates (85.1~88.3%) with proteins (4.51~11.9%) and uronic acid (1.79~7.47%), and included different levels of mannose (62.3~76.3%), glucose (15.2~20.3%), galactose (4.35~15.3%), and arabinose (4.00~7.65%). The crude contained two peaks with molecular weights (Mw) of 151×103 and 31.8×103, but F1 and F2 exhibited one major peak with Mw of 103×103 and 628×103, respectively. Little immunostimulatory activity was observed by the crude; however, F1 and F2 significantly activated RAW264.7 cells to release nitric oxide and various cytokines, suggesting they were potent immunostimulators. The backbone of the most immunostimulating fraction (F1) was (1→4)-manno- and (1→4)-gluco-pyranosyl residues with galactose and glucose attached to O-6 of manno-pyranoside.

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Section: Introductionmentioning

confidence: 99%

RAW264.7 Cell Activating Glucomannans Extracted from Rhizome of Polygonatum sibiricum

Yelithao

Surayot

Lee

et al. 2016

JFN

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“…Polygonatum odoratum is used in traditional Mongolian medicine for the treatment of weakness, impotence, diseases of the kidneys, gonorrhea, pains in the back and legs, coughing, tuberculosis, yellow liquorstasis, and diabetes [3]. Previous phytochemical studies on this species revealed the presence of steroidal saponins [4][5][6], sterols [6], homoisoflavonoids [7][8][9][10], and cholestane glycosides [11]. In the present study, we report the isolation and structural elucidation of six flavonoid glycosides from the aerial parts of P. odoratum (Mill.)…”

Section: Introductionmentioning

confidence: 99%

Flavonoid Glycosides from the Aerial Parts of Polygonatum odoratum (Mill.) Druce Growing in Mongolia

Ganbaatar¹,

Грүнер²,

Mishig³

et al. 2015

TONPJ

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We describe the isolation, identification, and structural elucidation of natural products from the Mongolian medicinal plant Polygonatum odoratum (Mill.) Druce. Six flavonoid glycosides, isorhamnetin-3-O-rutinoside (narcissoside, narcissin) (1), kaempferol-3-O-rutinoside (nicotiflorin) (2), quercetin-3-O-rutinoside (rutin) (3), apigenin-6-C-Dglucoside (isovitexin) (4), apigenin-6-C-(2-O-D-xylopyranosyl-D-glucopyranoside) (desmodin) (5), and isovitexin-7-O-D-glucoside (saponarin) (6), were isolated from the aerial parts of Polygonatum odoratum (Mill.) Druce. The structures of 1-6 have been confirmed by UV, IR, MS, and NMR (1 H, 13 C, COSY, HSQC, HMBC, NOESY, and ROESY) data.

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“…[1] It is always used in stewing fish/chicken and making tea in China. Phytochemical studies have showed that Rhizoma Polygonatum Odorati contains various compounds, such as steroidal saponins, [2,3] homoisoflavonoids [4][5][6][7] polysaccharides, [8][9][10] and cinnamides. [7] Currently, information regarding the bioactivity and pharmacology of Rhizoma Polygonatum Odorati focuses on crude extracts/fractions or single compound with moderate polarities isolated from ethyl acetate fraction.…”

Section: Introductionmentioning

confidence: 99%

Separation of polar antioxidants from Rhizoma Polygonatum Odorati by high-speed counter-current chromatography with a hydrophilic solvent system

Peng

Zhang

Shi

2016

Journal of Liquid Chromatography & Related Technologies

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Some highly polar compounds are quality control makers for medicinal herbs. However, investigation of them has been hampered because the existing fractionation steps are difficult and laborious to purify them. Similar situations happen to Rhizoma Polygonatum Odorati, a widely used food supplement and medicinal herb with strong antioxidant activity, and up to date, only ethyl acetate fraction of Rhizoma Polygonatum Odorati has been comprehensively investigated. Here, HSCCC using a hydrophilic solvent system composed of n-butanol-ethanol-2 M ammonium sulfate (1:1:2, v/v/v) was performed to isolate highly polar antioxidants in n-butanol fraction of Rhizoma Polygonatum Odorati, guided by DPPH-HPLC experiment. Afterward, Sephadex LH-20 column chromatography eluted by methanol was selected to eliminate ammonium sulfate and purify co-eluted compounds in HSCCC collected fractions. Finally, nine compounds, including four nucleosides, cytidine (1), uridine (4), guanosine (5), and adenosine (8); two nucleobases, guanine (3), and adenine (6); and three amino acids, tyrosine (2), phenylalanine (7), and tryptophan (9) with purities over 98% were achieved and identified by UV, MS, and 1 H NMR data. Notably, compounds 1-9 were first reported in genus Polygonatum. The results indicated that the proposed method was an efficient approach to isolate and purify highly polar compounds from complex extracts. GRAPHICAL ABSTRACT

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Isolation and structural elucidation of novel cholestane glycosides and spirostane saponins from Polygonatum odoratum

Cited by 39 publications

References 19 publications

RAW264.7 Cell Activating Glucomannans Extracted from Rhizome of Polygonatum sibiricum

RAW264.7 Cell Activating Glucomannans Extracted from Rhizome of Polygonatum sibiricum

Flavonoid Glycosides from the Aerial Parts of Polygonatum odoratum (Mill.) Druce Growing in Mongolia

Separation of polar antioxidants from Rhizoma Polygonatum Odorati by high-speed counter-current chromatography with a hydrophilic solvent system

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