• Title/Summary/Keyword: Alisol

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Quality Evaluation of Alismatis Rhizoma by High Performance Liquid Chromatography

  • Lee Sang-Myung;Kang Jong-Seong;Hwang Gwi-Seo;Kim Young-Ho;Lee Cheal-Gyu;Yeo Woon-Hyung;Bae Ki-Hwan
    • Archives of Pharmacal Research
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    • v.27 no.4
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    • pp.460-464
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    • 2004
  • The quality of Alismatis Rhizoma was evaluated by reversed-phase high performance liquid chromatographic method. Alisol B 23-acetate was used as a standard marker for evaluation. This component was fully separated from the other components in the plant extracts on a ODS column. Identifcation of alisol B 23-acetate was carried out by comparing the LC/MS spectrum of separated peak from the extract with that of standard. Alisol B 23-acetate contents in Alismatis Rhizoma obtained from several herbal markets were varied from $0. 15\%$ to $0.56\%$.

Prostane-type Triterpenes from Alismatis Rhizoma and Their Anti-complement Activity

  • Lee, Sang-Myung;Kim, Jung-Hee;An, Ren-Bo;Na, Min-Kyun;Min, Byung-Sun;Bae, Ki-Hwan;Lee, Hyeong-Kyu
    • Proceedings of the PSK Conference
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    • 2002.10a
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    • pp.373.3-374
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    • 2002
  • Alismatis Rhizoma is originated from the rhizome of Alisma plantago-aquatica L. var. orientale Samuelson or A. canaliculatum A. Br. et Bouche (Alismataceae). Prostane-type triterpenes, guaiane-type sesquiterpenes, and kaurane-type diterpenes have been reported as the main canstituents from these plants. Four prostane-type triterpenes. alisol B 23-acetate (1). alisol C 23-acetate (2), alisol B (3). and alisol A 24-actate (4). were isolated from the EtOAc-soluble fraction of this dried rhizome. (omitted)

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Antioxidant Effect of Alisma plantago-aquatica var. orientale and Its Main Component (택사 메탄올 추출물과 주성분의 항산화작용)

  • Kim, Se-Eun;Rhyu, Dong-Young;Yokozawa, Takako;Park, Jong-Cheol
    • Korean Journal of Pharmacognosy
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    • v.38 no.4
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    • pp.372-375
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    • 2007
  • Reactive oxygen species(ROS) or free radicals are produced in the pathogenesis of human diseases including atherosclerosis, diabetes, cancer, and aging. Antioxidants are associated with the prevention of ROS-induced tissue and cellular damage in the various diseases. This study investigated the antioxidative activities of the methanol extract of Alisma plantagoaquatica var. orientale and its main component under conditions of radical generation using allophycocyanin and ferric-thiocyanate assay. Alisol B 23-acetate as a main component was isolated from the methanol extract of Alisma plantago-aquatica var. orientale. In results, the extract of Alisma plantago-aquatica var. orientale showed inhibitory activity on AAPH [2,2'-azobis(2-amidinopropane)dihydrochloride]-induced protein oxidation. Also, the extract of Alisma plantago-aquatica var. orientale and alisol B 23-acetate inhibited lipid peroxidation. These results indicate that Alisma plantago-aquatica var. orientale and alisol B 23-acetate show promise as therapeutic agents for various damages involving free radical reactions.

Quantitative Determination of Marker Compounds and Pattern Recognition Analysis for Quality Control of Alismatis Rhizoma by HPLC

  • Na, Braham;Men, Chu Van;Kim, Kyung Tae;Lee, Min Jung;Lee, Eunsil;Jin, Hong-Guang;Woo, Eun Ran;Woo, Mi Hee;Kang, Jong Seong
    • Bulletin of the Korean Chemical Society
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    • v.34 no.7
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    • pp.2081-2085
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    • 2013
  • A quantitative method for determining levels of three bioactive compounds based on pattern recognition was developed and fully validated for the quality control of Alismatis Rhizoma (AR) by HPLC. Separation conditions were optimised using an Optimapak $C_{18}$ column ($250mm{\times}4.6mm$, 5 ${\mu}m$) with a mobile phase of acetonitrile and 0.1% aqueous phosphoric acid and detection wavelengths of 205 and 245 nm. Method validation yielded acceptable linearity ($r^2$ > 0.9998) and percent recovery (98.06%-101.71%). Limits of detection ranged from 0.08 to 0.15 ${\mu}g/mL$. Levels of the three bioactive compounds, alisol C acetate, alisol B, and alisol B acetate, in AR were 0.07-0.45, 0.38-10.32, and 1.13-8.59 mg/g dried weight, respectively. Pattern analyses based on these three compounds were able to differentiate Chinese and Korean samples accurately. The results demonstrate that alisol B and its acetate may be used as marker compounds for AR quality and can be regulated to no less than 0.36 and 1.29 mg/g of dried sample, respectively. The method described here is suitable for quantitative analyses and quality control of multiple components in AR.

Effect of Fertilizer Levels on Yield and Alisol-B monoacetate Content of Alisma plantago-aquatica var. orientale Samuelsson (시비양(施肥量)에 따른 택사(澤瀉)의 수양(收量) 및 Alisoi-B monoacetate 함양(含量) 변화(變化))

  • Kim, Jung-Kon;Ryu, Kil-Rim;Hwang, In-Mok;Maeng, Bong-Gil;Yoon, Kyung-Ha;Lee, Sang-Kap;Kang, Sang-Jai
    • Korean Journal of Medicinal Crop Science
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    • v.4 no.4
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    • pp.340-344
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    • 1996
  • This experiment was conducted for the production of alismatis rhizoma (Alisma plan­tago-aquatica var. orientale Samuelsson) with high root tuber yield and alisol-B monoacetate content by treatment of different fertilizers levels. The results obtained were as follows: Shoot growth tended to in­crease as the fertilizers levels increased. Root tuber yield increased by 25% and 20% with 20-10-20 and 30-15-30 treatment, respectively. Alisol-B monoacetate contents increased as fertilizers levels increased, being the highest in 30-15-30 treatment.

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Effects of Cultural Condition on the Yield and Contents of Effective Components in Alisma orientale(Samuels.) Juzepcz. (택사(澤瀉)의 재배조건(栽培條件)이 수량(收量) 및 유효성분(有效成分)의 함량(含量)에 미치는 영향(影響))

  • Kim, Geum-Soog;Kim, Jung-Kon;Seong, Jae-Duck;Park, Chang-Kie;Suh, Hyung-Soo;Kwack, Yong-Ho
    • Korean Journal of Medicinal Crop Science
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    • v.4 no.2
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    • pp.139-144
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    • 1996
  • This research was carried out to clarify effects of cultural condition on the content of Alisol B-monoacetate, whose function is antihypercolesterol in blood, and yield in Alisma Rhizomes. When the corm part of Alisma Rhizomes was extracted by shaking extraction at $25^{\circ}C$ and reflux extraction at $40^{\circ}C$ to $100^{\circ}C$ four times, the total content of Alisol B-monoacetate was 0. 402%, 0. 425% and 0. 402% at $25^{\circ}C$, $40^{\circ}C$ and $60^{\circ}C$ respectively. The recovery rate was 97% by three times extraction at $25^{\circ}C$, and 96% and 97% by three times extraction at $40^{\circ}C$ and $60^{\circ}C$ respectively. When the corm was harvested on Oct. 30, the content of Alisol B-monoacetate was 0. 46% but it was increased to 0. 71% on Nov. 30. In the case of Oct. 30, the corms of $S(4{\sim}14g\; FW)$ size were determined to contain the highest level of Alisol B-monoacetate (0. 53%), and the content was decreased as the corn size was increased. This tendency was also adopted on Nov. 30. On the other hand, the content of crude protein and starch was changed rarely by the period of harvest. When the planting depth was $0{\sim}1cm$, the yield was the highest as 206kg/10a, and the yield was decreased as the planting depth was deep. The variation of the content of Alisol B-monoacetate was small as 0. 33% to 0. 39% by planting depth. From the above results it could be concluded that the optimum time for harvest of Alisma Rhizomes is Nov. 30 and the optimum planting depth is $0{\sim}1cm$.

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Quantitative Analysis of the Marker Constituents in Yongdamsagan-Tang using Liquid Chromatography-Electrospray Ionization-Tandem Mass Spectrometry (LC-ESI-MS/MS를 이용한 용담사간탕의 주요 성분 분석)

  • Seo, Chang-Seob;Ha, Hyekyung
    • Korean Journal of Pharmacognosy
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    • v.48 no.4
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    • pp.320-328
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    • 2017
  • Yongdamsagan-tang has been used to treat the urinary disorders, acute- and chronic-urethritis, and cystitis in Korea. In this study, an ultra-performance liquid chromatography-electrospray ionization-mass spectrometry (UPLC-ESI-MS/MS) method was established for simultaneous analysis of the 20 bioactive marker compounds, geniposidic acid, chlorogenic acid, geniposide, liquiritin apioside, acteoside, calceolarioside B, liquiritin, nodakenin, baicalin, liquiritigenin, wogonoside, baicalein, glycyrrhizin, wogonin, glycyrrhizin, wogonin, saikosaponin A, decursin, decursinol angelate, alisol B, alisol B acetate, and pachymic acid in traditional herbal formula, Yongdamsagan-tang. Chromatographic separations of all marker compounds were conducted using a Waters Acquity UPLC BEH $C_{18}$ analytical column ($2.1{\times}100mm$, $1.7{\mu}m$) at $45^{\circ}C$ using a mobile phase of 0.1% (v/v) formic acid in water and acetonitrile with gradient elution. The MS analysis was performed using a Waters ACQUITY TQD LC-MS/MS coupled with an electrospray ionization source in the positive and negative modes. The flow rate was 0.3 mL/min and injection volume was $2.0{\mu}L$. The correlation coefficient of 20 marker compounds in the test ranges was 0.9943-1.0000. The limits of detection and quantification values of the all marker components were 0.11-6.66 and 0.34-19.99 ng/mL, respectively. As a result of the analysis using the optimized LC-ESI-MS/MS method, three compounds, geniposidic acid (from Plantaginis Semen), alisol B (from Alismatis Rhizoma), and pachymic acid (from Poria Sclerotium), were not detected in this sample. While the amounts of the 17 compounds except for the geniposidic acid, alisol B, and pachymic acid were $0.04-548.13{\mu}g/g$ in Yongdamsagan-tang sample. Among these compounds, baicalin, bioactive marker compound of Scutellariae Radix, was detected at the highest amount as a $548.13{\mu}g/g$.

Alisol B 23-Acetate Ameliorates Ovalbumin-Induced Allergic Asthma during Sensitization and Challenge Periods

  • Ki-Hyuk Nam;Dong-Soon Im
    • Biomolecules & Therapeutics
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    • v.31 no.6
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    • pp.611-618
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    • 2023
  • Rhizome of Alisma orientale has been used as a traditional medicine for treating kidney diseases in East Asian countries. Its inhibitory effects on hypersensitivity responses have been reported for methanol extracts, with alisol B 23-acetate (AB23Ac) being the most active constituent among six terpenes in inhibiting the direct passive Arthus reaction. However, whether AB23Ac has efficacy against allergic asthma has not been tested to date. The in vivo efficacy of AB23Ac in an ovalbumin (OVA)-induced allergic asthma mouse model was evaluated by administrating AB23Ac before OVA sensitization or OVA challenge in BALB/c mice. AB23Ac suppressed antigen-induced degranulation of RBL-2H3 mast cells in a concentration-dependent manner. The administration of AB23Ac both before OVA sensitization and OVA challenge greatly lowered pulmonary resistance and the increase in immune cell counts and inflammatory responses around the peribronchial and perivascular regions. In addition, the inflammatory cytokine levels of Th1/Th2/Th17 cells in the bronchoalveolar lavage fluid decreased in the AB23Ac-treated groups. AB23Ac reduced the number of PAS-stained cells in the lungs. Furthermore, a computer modeling study indicated that AB23Ac can bind tightly to spleen tyrosine kinase (Syk). These results suggest that AB23Ac may ameliorate allergic asthma by suppressing immune responses in dendritic cells during sensitization and in mast cells during challenge periods.

Quantitative Analysis of Twelve Marker Compounds in Palmijihwang-hwan using Ultra-Performance Liquid Chromatography Coupled with Electrospray Ionization Tandem Mass Spectrometry

  • Seo, Chang-Seob;Shin, Hyeun-Kyoo
    • Natural Product Sciences
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    • v.20 no.3
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    • pp.182-190
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    • 2014
  • An ultra-performance liquid chromatography (UPLC) coupled with electrospray ionization (ESI) tandem mass spectrometry (MS) method was established for quantitative analysis of twelve components, allantoin (1), morroniside (2), 5-hydroxymethyl-2-furfural (5-HMF) (3), loganin (4), coumarin (5), cinnamic acid (6), mesaconitine (7), cinnamaldehyde (8), hypaconitine (9), aconitine (10), alisol B (11), and alisol B acetate (12) in a Palmijihwang-hwan decoction. The twelve constituents were separated on a UPLC BEH C18 column ($2.1{\times}100mm$, $1.7{\mu}m$) at a column temperature of $40^{\circ}C$ by gradient elution with 0.1% (v/v) formic acid in water and acetonitrile as the mobile phase. The flow rate was 0.3 mL/min and the injection volume was $2.0{\mu}L$. Calibration curves of all compounds were acquired with values of the correlation coefficient ${\geq}0.99$ within the test ranges. The limits of detection and quantification for all analytes were 0.01 - 4.53 ng/mL and 0.03 - 13.60 ng/mL, respectively. The concentrations of the compounds 1 - 9 and 12 were 72.83, 4389.00, 4859.00, 3155.17, 223.67, 33.50, 1.97, 518.00, 2.25, and $25.00{\mu}g/g$, respectively. However, compounds 10 and 11 were not detected.

Chemical Modification of Alisol B 23-acetate and Their Cytotoxic Activity

  • Lee, Sang-Myung;Min, Byung-Sun;Bae, Ki-Hwan
    • Archives of Pharmacal Research
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    • v.25 no.5
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    • pp.608-612
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    • 2002
  • The twelve-protostane analogues were synthesized from alisol B 23-acetate and assessed for their in vitro antitumor activity against six different human and murine tumor cell lines. Of the compounds synthesized, 23S-acetoxy-24R(25)-epoxy-11$\beta$,23S-dihydroxyprotost-13(17)-en-3-hy-droxyimine (12) exhibited significant cytotoxic activities against A549, SK-OV3, B16-F10, and HT1080 tumor cells with $ED_{50}/$ values of 10.0, 8.7 ,5.2, and 3.1 ${\mu}g$/ml, respectively. Furthermore, 23S-acetoxy-13(17),24R(25)-diepoxy-11$\beta$-hydroxyprotost-3-one (5), 13(17),24R(25)-diepoxy-11$\beta$, 23S-dihydroxyprotostan-3-one (6), 24R,25-epoxy-11$\beta$,23S-dihydroxyprotost-13(17)-en-3-one (7), and 11$\beta$,23S,24R,25-tetrahydroxyprotost-13(17)-en-3-one (9) showed moderate cytotoxic activities against 816-F10 and HT1080 tumor cells. These results mean that a hydroxyimino group at C-3 position in the protostane-type terpene enhances cytotoxic activity.