• Title/Summary/Keyword: triterpenoid

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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.

Nutritional Components and Physiological Activity of Centella asiatica Cultured in Chungju by Drying Method (건조방법에 따른 충주산 병풀의 영양성분과 생리활성)

  • Eom, Hyun-Ju;Shin, Hyun-Young;Ji, Yeong Mi;Kwon, Nu Ri;Yoon, Hyang-Sik;Kim, In Jae;Song, Yong-sup;Yu, Kwang-Won
    • The Korean Journal of Food And Nutrition
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    • v.34 no.2
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    • pp.165-173
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    • 2021
  • Centella asiatica (CA) has been used as a nutritional plant as well as a traditional herbal medicine around the world. This study, quality component (proximate composition, total polyphenol, and triterpenoid compound), and antioxidant and anti-inflammatory activities of CA dried using various methods were investigated. Proximate compositions of CA with different drying methods included a large amount of carbohydrates, crude protein, crude ash, and crude fiber. Among the drying methods, cold drying provided the highest total polyphenol content and antioxidant activity, while hot-air drying at 75℃ provided the lowest total polyphenol content and antioxidant activity. In addition, when the major triterpenoid compounds of CA were analyzed, the highest content of asiaticoside of triterpenoid glycoside was obtained with all drying methods. With respect to the total triterpenoid, the highest content was obtained with cold drying (68.8 mg/g) whereas natural drying (31.4 mg/g) provided the lowest content. In anti-inflammatory activity of LPS-stimulated RAW 264.7 cells, EtOH extract of cold drying showed a significantly higher inhibitory activity in comparison to the other drying methods. In conclusion, it is considered that the cold drying method is suitable for industrial preparation of functional materials with high physiological ingredients, and antioxidant and anti-inflammatory activities from CA.

A New Triterpenoid Saponin from Pulsatilla cernua

  • Fan, Wenhao;Liu, Jianyu;Gong, Yixia;Ma, Jing;Zhou, Nan;Xu, Yongnan
    • Natural Product Sciences
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    • v.19 no.2
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    • pp.150-154
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    • 2013
  • A new oleanane-type triterpenoid saponin together with six known saponins were isolated from the roots of Pulsatilla cernua. Their structures were elucidated on the basis of spectroscopic data, including 2D NMR spectra and chemical evidence. Compounds 1 and 6 are reported from this genus for the first time.

Inhibition of Epstein-Barr Virus by the Triterpenoid Betulin Diphosphate and Uvaol

  • Muhammad, Amjad;Carlson, Robert M.;Krasutsky, Pavel;Karim, M.Reza-Ul
    • Journal of Microbiology and Biotechnology
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    • v.14 no.5
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    • pp.1086-1088
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    • 2004
  • Betulin, a pentacyclic triterpenoid isolated from the bark of Betula papyrifera. Laboratory synthesized structural analogs were tested for antiviral activities against Epstein-Barr Virus (EBV) by immunofluorescent antiviral assay. Among the several analogs tested, betulin 3,28-diphosphate and uvaol exhibited significant antiviral activities against EBV. The $EC_{50}$ of betulin 3,28-diphosphate and uvaol was found to be $0.6\mu{M}$ and $0.7\mu{M}$ respectively.

A New Apotirucallane-type Triterpenoid from the Fruit of Melia azedarach

  • Jin, Qinghao;Lee, Chul;Lee, Jin Woo;Lee, Moon-Soon;Lee, Mi Kyeong;Hwang, Bang Yeon
    • Natural Product Sciences
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    • v.19 no.4
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    • pp.342-346
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    • 2013
  • A new apotirucallane-type triterpenoid, $3{\alpha}$-tigloylsapelin D (1) together with five known triterpenoids such as meliasenin B (2), sendanolactone (3), (-)-$12{\beta}$-hydroxykulactone (4), cinamodiol (5), and $3{\alpha}$-hydroxytirucalla-7,24(25)-dien-6-oxo-21,16-olide (6) were isolated from the fruits of Melia azedarach. Their structures were established on the basis of various NMR spectroscopic analyses including 2D-NMR techniques (HSQC, HMBC, and NOESY) and HR-FAB-MS data.

Studies on the Iridoid, Triterpenoid and Steroid Components of Commeline communis (닭의장풀의 Iridoid, Triterpenoid 및 Steroid 성분에 관한 연구(II))

  • Baek, Soo-Hyun;Seo, Won-Jun;Bae, Ki-Hwan;Jin, Kap-Duck
    • YAKHAK HOEJI
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    • v.34 no.1
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    • pp.64-68
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    • 1990
  • Three non-alkaloidal constituents, (-)-loliolide as an iridoid, friedelin as a triterpenoid, and ${\beta}-sitosterol$ as a steroid, were isolated by fractional extraction and silica gel column chromatography from the herb of Commelina communis L. (Commelinaceae). The structures of the native components were elucidated on the basis of physical and spectral (UV, IR, PMR, CMR, and mass spectra) data.

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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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Triterpenoid Saponin from Viola hondoensis W.Becker et H Boss. and Their Effect on MMP-1 and Type I Procollagen Expression

  • Moon, Hyung-In;Chung, Jin-Ho;Lee, Joong-Ku;Zee, Ok-Pyo
    • Archives of Pharmacal Research
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    • v.27 no.7
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    • pp.730-733
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    • 2004
  • Bioassay-guided fractionation has led to the isolation of triterpenoid saponins such as Acutoside A (3-O-[O-${\beta}$-D-glucopyrano$yl-(1${\to}$2)-O-${\beta}$-D-glucopyranosyl] oleanolic acid) from the whole plants of Viola hondoensis. Among them, Saponin 1 exhibited potent inhibitory activity against matrix metalloproteinase (MMP)-1, and prevented the UV-induced changes in the MMP-1 expression. In addition, compound was isolated from this plant for the first time.

Coumarins and Triterpenoid Glycosides from the Roots of Patrinia scabiosaefolia

  • Choi, Jae-Sue;Woo, Won-Sick
    • Archives of Pharmacal Research
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    • v.7 no.2
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    • pp.121-126
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    • 1984
  • From the roots of Patrinia scabiosaefolia Valerianaceae), scopoletin (1), esculetin (2), oleanonic acid (3), 3-O-.alpha.-L-rhamnopyranosyl (1.rarw.2)-.alpha.-l-arabinopyranosyl oleanolic acid (4) and 3-O-.alpha.-L- rhamnopyranosyl (1 .rarw. 2)-.alpha.-L-arabinopyranosyl header agenin (5) were isolated and characterized by spectral data.

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