• Title/Summary/Keyword: Triterpenoid Saponins

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Inhibition of Mouse Ear Edema by Steroidal and Triterpenoid Saponins

  • Kim, Sung-Yong;Son, Kun-Ho;Chang, Hyeun-Wook;Kang, Sam-Sik;Kim, Hyun-Pyo
    • Archives of Pharmacal Research
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    • v.22 no.3
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    • pp.313-316
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    • 1999
  • Certain steroids and triterpenoids isolated from diverse plant families were known to posses anti-inflammatory activity. In the course of finding new anti-inflammatory natural products, some steroidal and triterpenoid saponins were isolated and evaluated for their anti-inflammatory activity using in vivo mouse ear edema test. At the oral dose of 100 mg/kg, several steroidal saponins and triterpenoid saponins such as hederagenin glycosides showed significant inhibition of ear edema (20∼37% inhibition), though less potent than indomethacin and hydrocortisone.

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Triterpenoid Saponin Contents of the Leaf, Stem and Root of Codonopsis lanceolata (더덕 잎, 줄기, 뿌리 부위의 Triterpenoid 사포닌 함량)

  • Kim, Ji Ah;Moon, Heung Kyu;Choi, Yong Eui
    • Korean Journal of Medicinal Crop Science
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    • v.22 no.1
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    • pp.1-7
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    • 2014
  • Codonopsis lanceolata (Campanulaceae) has been used in traditional medicines, as its roots contain several kinds of 3,28-bidesmosidic triterpenoid saponin with high medicinal values. In this study, we induced hairy root-derived transgenic plants of C. lanceolata and analyzed triterpenoid saponins from the leaf, stem and root. Transgenic plants were regenerated from the hairy roots via somatic embryogenesis. The saponins are lancemaside A, B and E, foetidissimoside A, and aster saponin Hb. Transgenic plants contained richer triterpenoids saponin than wild-type plants. Major saponin lancemaside A was the most abundant saponin in the stem from transgenic-plant, $4.76mg{\cdot}1^{-1}dry$ stem. These results suggest that transgenic plants of C. lanceolata could be used as medicinal materials for the production of triterpene saponins.

Identification and quantification of oleanane triterpenoid saponins and potential analgesic and anti-inflammatory activities from the roots and rhizomes of Panax stipuleanatus

  • Shu, Pan-Pan;Li, Lu-Xi;He, Qin-Min;Pan, Jun;Li, Xiao-Lei;Zhu, Min;Yang, Ye;Qu, Yuan
    • Journal of Ginseng Research
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    • v.45 no.2
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    • pp.305-315
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    • 2021
  • Background: Panax stipuleanatus represents a folk medicine for treatment of inflammation. However, lack of experimental data does not confirm its function. This article aims to investigate the analgesic and anti-inflammatory activities of triterpenoid saponins isolated from P. stipuleanatus. Methods: The chemical characterization of P. stipuleanatus allowed the identification and quantitation of two major compounds. Analgesic effects of triterpenoid saponins were evaluated in two models of thermal- and chemical-stimulated acute pain. Anti-inflammatory effects of triterpenoid saponins were also evaluated using four models of acetic acid-induced vascular permeability, xylene-induced ear edema, carrageenan-induced paw edema, and cotton pellet-induced granuloma in mice. Results: Two triterpenoid saponins of stipuleanosides R1 (SP-R1) and R2 (SP-R2) were isolated and identified from P. stipuleanatus. The results showed that SP-R1 and SP-R2 significantly increased the latency time to thermal pain in the hot plate test and reduced the writhing response in the acetic acid-induced writhing test. SP-R1 and SP-R2 caused a significant decrease in vascular permeability, ear edema, paw edema, and granuloma formation in inflammatory models. Further studies showed that the levels of inflammatory mediators, nitric oxide, malondialdehyde, tumor necrosis factor-α, and interleukin 6 in paw tissues were downregulated by SP-R1 and SP-R2. In addition, the rational harvest of three- to five-year-old P. stipuleanatus was preferable to obtain a higher level of triterpenoid saponins. SP-R2 showed the highest content in P. stipuleanatus, which had potential as a chemical marker for quality control of P. stipuleanatus. Conclusion: This study provides important basic information about utilization of P. stipuleanatus resources for production of active triterpenoid saponins.

Simultaneous Determination of Triterpenoid Saponins from Pulsatilla koreana using High Performance Liquid Chromatography Coupled with a Charged Aerosol Detector (HPLC-CAD)

  • Yeom, Hye-Sun;Suh, Joon-Hyuk;Youm, Jeong-Rok;Han, Sang-Beom
    • Bulletin of the Korean Chemical Society
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    • v.31 no.5
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    • pp.1159-1164
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    • 2010
  • Several triterpenoid saponins from root of Pulsatilla koreana Nakai (Ranunculaceae) were studied and their biological activities were reported. It is difficult to analyze triterpenoid saponins using HPLC-UV due to the lack of chromophores. So, evaporative light scattering detection (ELSD) is used as a valuable alternative to UV detection. More recently, a charged aerosol detection (CAD) has been developed to improve the sensitivity and reproducibility of ELSD. In this study, we developed and validated a novel method of high performance liquid chromatography coupled with a charged aerosol detector for the simultaneous determination of four triterpenoid saponins: pulsatilloside E, pulsatilla saponin H, anemoside B4 and cussosaponin C. Analytes were separated by the Supelco Ascentis$^{(R)}$ Express C18 column (4.6 mm ${\times}$ 150 mm, 2.7 ${\mu}m$) with gradient elution of methanol and water at a flow rate of 0.8 mL/min at $30^{\circ}C$. We examined various factors that could affect the sensitivity of the detectors, including various concentrations of additives, the pH of the mobile phase, and the CAD range. Linear calibration curves were obtained within the concentration ranges of 2 - 200 ${\mu}g$/mL for pulsatilloside E, anemoside $B_4$ and cussosaponin C, and 5 - 500 ${\mu}g$/mL for pulsatilla saponin H with correlation coefficient ($R^2$) greater than 0.995. The limit of detection (LOD) and quantification (LOQ) were 0.04 - 0.2 and 2 - 5 ${\mu}g$/mL, respectively. The validity of the developed HPLC-CAD method was confirmed by satisfactory values of linearity, intra- and inter-day accuracy and precision. This method could be successfully applied to quality evaluation, quality control and monitoring of Pulsatilla koreana.

Triterpenoid Saponins from Vaccaria segetalis

  • Sang, Shengmin;Lao, Aina;Wang, Hongcheng;Chen, Zhongliang;Uzawa, Jun;Fujimoto, Yasuo
    • Natural Product Sciences
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    • v.4 no.4
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    • pp.268-273
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    • 1998
  • Two new triterpenoid saponins, named segetoside D and E, have been isolated from the seeds of Vaccaria segetalis. On the basis of chemical reactions and spectral data, structures of segetoside D and E have been established as: $28-O-[{\beta}-D-xylopyranosyl-(1{\rightarrow}4)-{\alpha}-L-rhamnopyranosyl-(1{\rightarrow}2)]-[5-O-acetyl-{\alpha}-arabinofuranosyl(1{\rightarrow}3)]-[4-O-acetyl-{\beta}-D-fucopyranosyl]-quillaic\;acid-3-O-[{\beta}-D-galactopyranosyl(1{\rightarrow}2)]6-O-methyl\;ester-{\beta}-D-glucuronopyranoside$ and $28-O-[{\beta}-D-xylopyranosyl-(1{\rightarrow}4)-{\alpha}-L-rhamnopyranosyl-(1{\rightarrow}2)]-[5-O-acetyl-{\alpha}-arabinofuranosyl(1{\rightarrow}3)]-[4-O-acetyl-{\beta}-D-fucopyranosyl]-quillaic\;acid\;-3-O-[{\beta}-D-galactopyranosyl(1{\rightarrow}2)]-6-O-n-butyl\;ester-{\beta}-D-glucuronopyranoside$, respectively.

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Isolation of Triterpenoid Saponins from the Stems of Acer ginnala Maxim (신나무 줄기로부터 Saponin 성분의 분리)

  • Son, Yeun-Kyoung;Han, Yong-Nam
    • Korean Journal of Pharmacognosy
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    • v.33 no.4 s.131
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    • pp.301-304
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    • 2002
  • Two triterpenoid saponine were isolated from the stems of Acer ginnala Maxim. The structures of triterpenoid saponins were established as ilexoside O, $3-O-{\alpha}-L- rhamnopyranosyl(1{\rightarrow}2)-{\beta}-D-glucopyranosyl(1{\rightarrow}2)-{\beta}-D-xylopyranosyl-pubescenolic$ acid 28-{\beta}-D-glucopyranosyl$ ester(1) and ilexoside K, $3-O-{\beta}-D-glucopyranosyl(1{\rightarrow}2)-{\beta}-D-xylopyranosyl-pubes-cenolic$ acid $28-{\beta}-D-glucopyranosyl$ ester(2). Their chemical structures have been elucidated on the basis of spectral methods.

New dammarane-type triterpenoid saponins from Panax notoginseng saponins

  • Li, Qian;Yuan, Mingrui;Li, Xiaohui;Li, Jinyu;Xu, Ming;Wei, Di;Wu, Desong;Wan, Jinfu;Mei, Shuangxi;Cui, Tao;Wang, Jingkun;Zhu, Zhaoyun
    • Journal of Ginseng Research
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    • v.44 no.5
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    • pp.673-679
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    • 2020
  • Background: Panax notoginseng saponin (PNS) is the extraction from the roots and rhizomes of Panax notoginseng (Burk.) F. H. Chen. PNS is the main bioactive component of Xuesaitong, Xueshuantong, and other Chinese patent medicines, which are all bestselling prescriptions in China to treat cardiocerebrovascular diseases. Notoginsenoside R1 and ginsenoside Rg1, Rd, Re, and Rb1 are the principal effective constituents of PNS, but a systematic research on the rare saponin compositions has not been conducted. Objective: The objective of this study was to conduct a systematic chemical study on PNS and establish the HPLC fingerprint of PNS to provide scientific evidence in quality control. In addition, the cytotoxicity of the new compounds was tested. Methods: Pure saponins from PNS were isolated by means of many chromatographic methods, and their structures were determined by extensive analyses of NMR and HR-ESI-MS studies. The fingerprint was established by HPLC-UV method. The cytotoxicity of the compounds was tested by 3-(4,5-dimethylthiazol-2-yl)-2,5 -diphenyltetrazolium bromide assay. Results and Conclusion: Three new triterpenoid saponins (1-3) together with 25 known rare saponins (4-28) were isolated from PNS, except for the five main compounds (notoginsenoside R1 and ginsenoside Rg1, Rd, Re, and Rb1). In addition, the HPLC fingerprint of PNS was established, and the peaks of the isolated compounds were marked. The study of chemical constituents and fingerprint was useful for the quality control of PNS. The study on antitumor activities showed that new Compound 2 exhibited significant inhibitory activity against the tested cell lines.

New triterpenoid saponins from Ilex pubescens

  • Han, Yong-Nam;Baik, Seung-Kyung;Kim, Tae-Hee;Han, Byung-Hoon
    • Archives of Pharmacal Research
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    • v.10 no.2
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    • pp.132-141
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    • 1987
  • New triterpenoid saponins, ilexosides A, D, E, J, K and O have been isolated form the root of Ilex pubescens. Chemical and spectroscopic studies have established their structures as shown in formulae 1, 2, 8, 11, 3, 4 and 5.

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Triterpenoid production and phenotypic changes in hairy roots of Codonopsis lanceolata and the plants regenerated from them

  • Kim, Ji-Ah;Kim, Yun-Soo;Choi, Yong-Eui
    • Plant Biotechnology Reports
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    • v.5 no.3
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    • pp.255-263
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    • 2011
  • Codonopsis lanceolata (Campanulaceae) has been used in traditional medicines, as its roots contain several kinds of triterpenoid saponin with high medicinal values. In this work, we induced transgenic hairy roots of C. lanceolata and analyzed triterpenoid saponins from the hairy roots and hairy root-derived transgenic plants. Hairy roots were obtained from leaf explants by the transformation of Agrobacterium rhizogenes R1000. Transgenic hairy root lines were confirmed by the transcriptional activities of rolA, B, C, and D genes by RT-PCR. Transgenic root lines actively proliferated on hormone-free medium but not in nontransformed roots. Hairy roots contained richer triterpenoids (lancemaside A, foetidissimoside A, and aster saponin Hb) than nontransformed roots. Transgenic plants were regenerated from the hairy roots via somatic embryogenesis. They showed phenotypic alterations such as shortened shoots and an increased number of axillary buds and adventitious roots. The transgenic plants also contained higher triterpenoid levels than wild-type plants. These results suggest that hairy roots and transgenic plants of C. lanceolata could be used as medicinal materials for the production of triterpene saponins.