• Title/Summary/Keyword: alisol B 23-acetate

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Determination of Alisol B 23-acetate and Alisol C 23-acetate in Alismatis Rhizoma by HPLC-ESI-MS

  • Ahn, Mi-Jeong;Lee, Cheol-Ho;Shin, Yong-Wook;Chun, Man-Seog;Kim, Chul-Young;Kim, Jin-Woong
    • Natural Product Sciences
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    • v.14 no.3
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    • pp.152-155
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    • 2008
  • An HPLC-ESI-MS method has been developed to identify and quantify two main tetracyclic triterpenes, alisol B 23-acetate and alisol C 23-acetate in the Alismatis Rhizoma (Taeg-Sa). The relative distribution of the two triterpenes in the methanolic extract of commercially available Alismatis Rhizoma was established by selective ion monitoring (SIM) mode via electrospray ionization (ESI) source. Regression equations revealed good linear relationship, and the correlation coefficients were 0.999 and 0.998 for alisol B 23-acetate and alisol C 23-acetate, respectively, between the peak areas of the components and their concentration in a range of $0.06-2.0{\mu}g/mL$. It was found that there were significant differences in the amount of alisol B 23-acetate and alisol C 23-acetate between Korean and Chinese origins. The results showed that this method could be used to identify the two components in Alismatis Rhizoma with high sensitivity and selectivity.

Isolation and Quantitative Analysis of Alisol B 23-Acetate from the Rhizome of Alisma orientale (택사에서 Alisol B 23-Acetate의 분리 및 함량분석)

  • Park, Jong-Cheol;Hur, Jong-Moon;Kim, Se-Eun
    • Journal of the Korean Society of Food Science and Nutrition
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    • v.34 no.2
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    • pp.243-246
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    • 2005
  • Alismatis Rhizoma is an oriental medicine originated from the rhizome of Alisma orientale or Alisma plangtago-aquatica var. orientale (Alismataceae). As an standard compound of this plant, alisol B 23-acetate was isolated from the dichloromethane fraction of Alisma orientale and identified by the spectroscopic evidences. A Quantitative analysis of alisol B 23-acetate using HPLC method showed that the average content was 0.47$\pm$0.11% in 33 samples throughout the various regions of Korea.

FPTase Inhibition Effect of Protostanes from Alismatis Rhizoma and Derivatives from Alisol B 23-acetate (택사 (Alismatis Rhizoma)에서 분리한 Protostane계 화합물과 그 유도체의 FPTase 억제활성)

  • Lee, Sang-Myung;Kwon, Byoung-Mog;Min, Byung-Sun
    • Korean Journal of Pharmacognosy
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    • v.42 no.3
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    • pp.218-222
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    • 2011
  • The purpose of this research is to study of inhibitory activity of protostane type triterpens against farnesyl-protein transferase (FPTase). The ingredients of Alismatis Rhizoma, alisol B 23-acetate, C 23-acetate, alisols B and A 24-acetate, and thirteen synthetic analogues from alisol B 23-acetate exhibited inhibition activity against FPTase by scintillation proximity assay method. As a result, alisol C 23-acetate, one of the constituents of Alismatis Rhizoma, the synthetic analogues carboxylated and hydroxylated on branch chain of protostane exhibited a significant inhibitory activity. However, the compounds significantly lowered the inhibitory activity, when there is no 3 position keto on protostane skeletone.

Protective Effects of Methanol Extract and Alisol B 23-acetate of Alisma orientale on Acetaminophen-Induced Hepatotoxicity in Rats

  • Yang, Ki-Ho;Choi, Seong-Hee;Park, Jong-Cheol
    • Natural Product Sciences
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    • v.18 no.2
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    • pp.121-129
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    • 2012
  • Hepatoprotective effects of methanol extract and alisol B 23-acetate of Alisma orientale were studied in acetaminophen (APAP)-treated rats. APAP increased hepatic content of lipid peroxide, which was suppressed by methanol extract and alisol B 23-acetate. The liver of rats treated with APAP had higher P-450, aminopyrine N-demethylase and aniline hydroxylase activities than those of normal control rats. The increases in hepatic drug metabolizing enzymes by the i.p. injection of APAP were significantly alleviated by the administration of methanol extract or alisol B 23-acetate. The injection of APAP also resulted in a substantial reduction of hepatic glutathione content and glutathione S-transferase activity, and the decreases were partially, but significantly, restrained by the oral administration of methanol extract prior to the i.p. injection of APAP. Hepatic activities of glutathione reductase (GR) and ${\gamma}$-glutamylcystein synthetase ${\gamma}$-GCS) were also decreased significantly in APAP-treated rats. The decreases in hepatic GR and ${\gamma}$-GCS activities by APAP injection were improved partially, but significantly, with administration of methanol extract of A. orientale. Treatment with alisol B 23-acetate also improved the hepatic ${\gamma}$-GCS activity significantly, but not GR.

Anti-Complementary Activity of Protostane-Type Triterpenes from Alismatis Rhizoma

  • Lee, Sang-Myung;Kim, Jung-Hee;Zhang, Ying;An, Ren-Bo;Min, Byung-Sun;Joung, Hyouk;Lee, Hyeong-Kyu
    • Archives of Pharmacal Research
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    • v.26 no.6
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    • pp.463-465
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    • 2003
  • Four protostane-type triterpenes, alisol B 23-acetate (1a), alisol C 23-acetate (2a), alisol B(3a), and alisol A 24-acetate (4a), were isolated from the rhizome of Alismatis plantago-aquatica L. var. orientale Samuelson (Alismataceae) and eleven protostane derivatives (compounds 1-11) were obtained by selective modification from alisol B 23-acetate (1a). These compounds were investigated for their anti-complement activity against the classical pathway of the complement system. Alisol B (3a) and alisol A 24-acetate (4a) exhibited anti-complement activity with $IC_{50} values of 150 and 130 \mu$ M. Among the synthetic derivatives, the tetrahydroxylated protostane triterpene (9) showed moderate inhibitory activity with $IC_{50} value of 97.1 \mu$ M. Introduction of an aldehyde group at C-23 (10; $IC_{50} value, 47.7 \mu$ M) showed the most potent inhibitory effect on the complement system in vitro.

Crtotoxic Triterpenoides from Alismatis Rhizome

  • Lee, Sang-Myung;Kho, Yung-Hee;Min, Byung-Sun;Kim, Jin-Hee;Na, Min-Kyun;Kang, Shin-Jyung;Maeng, Hack-Young;Bae, Ki-Hwan
    • Archives of Pharmacal Research
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    • v.24 no.6
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    • pp.524-526
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    • 2001
  • Four prostate-type triterpenes were isolated from a methanol extract of Alismatis Rhizoma by bioassay-guided isolation using in vitro cytotoxic assay. The compounds were identified as alisol B 23-acetate (1), alisol C 23-acetate (2), alisol B (3), alisol A 24-acetate (4) by spectroscopic methods. Amongst the compounds, alisol B (3) showed significant cytotoxicity against SK-OV3, B16-F10, and HT1080 cancer cell lines with $ED_50$ values of 7.5, 7.5, $4.9\mu\textrm{g}/ml$, respectively.

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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 $0.56\%$.

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.

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.

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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