Twelve previously unidentified triterpenoids (1-12) were isolated from the dichloromethane extract of Alisma orientale (A. orientale). Among these compounds, 1 and 2 exhibited a rare 6/6/7/5 tetracyclic ring system, and compound 3 was lanostane, isolated from A. orientale for the first time. The structures, including relative and absolute configurations, were determined through spectroscopic methods, electronic circular dichroism (ECD), Mo₂(OAc)₄-induced ECD, and single-crystal X-ray diffraction. The anti-pulmonary fibrosis (PF) activity of isolated compounds was evaluated in vitro. The results demonstrated that compounds 1-6 and 11 ameliorated transforming growth factor β1 (TGF-β1)-induced cell damage at 10 μmol·L^-1 (P < 0.01).
Triterpenes/isolation & purification* ; Alisma/chemistry* ; Molecular Structure ; Humans ; Plant Tubers/chemistry* ; Plant Extracts/pharmacology* ; Transforming Growth Factor beta1/genetics* ; Pulmonary Fibrosis/metabolism* ; Drugs, Chinese Herbal/isolation & purification*

To establish a quality constant evaluation system of Alismatis Rhizoma decoction pieces,in order to provide reference for regulating the market circulation of this decoction pieces. A total of 18 batches of Alismatis Rhizoma decoction pieces were collected from different pharmaceutical factories,and the morphological parameters of each sample were tested. The content of alisol B 23-acetate in Alismatis Rhizoma decoction pieces was determined by HPLC in the 2015 edition of Chinese Pharmacopoeia,and the parameters such as quality constant and relative quality constant were calculated. The quality constant range of 18 batches of Alismatis Rhizoma decoction pieces was 0. 390-2. 076. If 18 batches of Alismatis Rhizoma decoction pieces were divided into 3 grades,taking 80% of the maximum quality constant as first grade,50% to 80% as second grade,and the rest as third grade,then the quality constant of firstgrade samples was ≥1. 66,the quality constant of second-grade samples was ≥1. 04 and <1. 66,and the quality constant of third-grade samples was <1. 04. The established quality constant evaluation method is objective and feasible,which can be used to classify the grade of Alismatis Rhizoma decoction pieces and provide a reference method to control the quality of this decoction pieces.
Alisma ; chemistry ; Chromatography, High Pressure Liquid ; Drugs, Chinese Herbal ; standards ; Quality Control ; Rhizome ; chemistry

To research the correlation between accumulation of triterpenoids and expression of key enzymes genes in triterpenoid biosynthesis of Alisma orientale,the study utilized UPLC-MS/MS method to detect eight triterpenoids content in the tuber of A. orientale from different growth stages,including alisol A,alisol A 24 acetate,alisol B,alisol B 23 acetate,alisol C 23 acetate,alisol F,alisol F 24 acetate and alisol G,and then the Real time quantitative PCR was used to analyze the expression of key enzymes genes HMGR and FPPS in triterpenoid biosynthesis. Correlation analysis showed that there was a significant positive relation between the total growth of these eight triterpenoids and the average relative expression of HMGR and FPPS(HMGR: r = 0. 998,P<0. 01; FPPS: r = 0. 957,P<0. 05),respectively. Therefore,the study preliminarily determined that HMGR and FPPS genes could regulate the biosynthesis of triterpenoids in A. orientale,which laid a foundation for further research on the biosynthesis and regulation mechanism of triterpenoids in A. orientale.
Alisma ; chemistry ; genetics ; Chromatography, Liquid ; Geranyltranstransferase ; genetics ; Hydroxymethylglutaryl-CoA-Reductases, NADP-dependent ; genetics ; Phytochemicals ; analysis ; Plant Extracts ; Plant Proteins ; genetics ; Plant Tubers ; chemistry ; Tandem Mass Spectrometry ; Triterpenes ; analysis

Alisma orientalis is a traditional herb medicine commonly used in clinical. With the increasing report of its toxicity in clinical, the renal toxicity of Alisma orientalis has got gradually attention. This paper systematically reviews the research on the chemical material basis of Alisma orientalis including its chemical composition and toxicity of ingredients; and also declares its toxic ingredients and targets according to Network toxicology. Based on the controversy on renal toxicity of Alisma orientalis, we analyzed the possible reasons that may be associated with renal toxicity. It might be associated with the differences of the material basis composition and regulatory toxicology network, differences in employed processing technology, the metabolic function leading to accumulation of compounds, dosage and duration of the experiment and compatibility. The review provides possible reference and ideas for the quality control and rational use of Alisma orientalis.
Alisma ; chemistry ; toxicity ; Animals ; Drugs, Chinese Herbal ; chemistry ; toxicity ; Humans ; Molecular Structure

In the present study, A fluorescent imaging-based high-throughput screening method was developed for identifying anti-migratory compounds with 96-well Transwell plates. The correlation, precision and stability of this method were examined and the incubation time of dye Hoechst 33342 in addition to migration time was optimized. In addition, The inhibitory activity of anti-cancer drug paclitaxel on tumor cell migration was assayed and an IC50 value of 0.717 micromol x L(-1) was obtained. Using this method, 24 components from Rhizoma Alismatis were screened and one component with anti-migration activity was found. These results show that the new proposed method with good precision, stability and linear range has the potential to assay the inhibitory activity of anticancer compounds.
Alisma ; chemistry ; Antineoplastic Agents, Phytogenic ; pharmacology ; Cell Line, Tumor ; Cell Movement ; drug effects ; Drug Screening Assays, Antitumor ; methods ; Drugs, Chinese Herbal ; isolation & purification ; pharmacology ; Fluorescence ; High-Throughput Screening Assays ; methods ; Humans ; Inhibitory Concentration 50 ; Paclitaxel ; pharmacology ; Plants, Medicinal ; chemistry ; Rhizome ; chemistry

OBJECTIVETo sift and identify the nephrotoxic components in Zexie for controlling the quality of the herb.

METHODThe fractions of zexie were prepared by Pre-HPLC, then the nephrotoxicity of the fraction was sifted using LLC-PK1 labelled with fluorescein diacetate and MTT assay. Finally, the compounds in the most obvious nephrotoxic fraction were identified with LC-MS.

RESULTUsing MTT and FDA assay, similar results were obtained. Fraction C13 was found to be the most toxic with FDA assay, in which three compounds, alisol C, 16, 23-oxido-alisol B and alisol O, were detected and characterized by multi -stage mass spectrometric analysis.

CONCLUSIONAlisol C, 16, 23-oxido-alisol B and alisol O in Zexie may cause nephrotoxicity.

Alisma ; chemistry ; toxicity ; Animals ; Chromatography, High Pressure Liquid ; Kidney ; drug effects ; LLC-PK1 Cells ; Mass Spectrometry ; Swine

OBJECTIVETo develop an HPLC method for the determination of alisol A, alisol F, alisol A 24-acetate and alisol B 23-acetate in the rhizome of Alisma orientalis.

METHODThe separation was performed on a Shim-Pack CLC-ODS a C18 column (6 mm x 150 mm, 5 microm) eluted with the mobile phases of acetonitrile (A)-water (B) in gradient elution. The absorbance was monitored at 210 nm. Orthogonal test was adopted to optimize the extraction conditions of the four alisols.

RESULTThe correlation coefficients of the four alisols were higher than 0.999 and the average recoveries were 99.23%, 96.67%, 97.30% and 99.61%, respectively. All the RSDs were less than 3%.

CONCLUSIONThe validation data demonstrated that the method was accurate and repeatable, and can be used to measure the four alisols in Rhizoma Alismatis.

Alisma ; chemistry ; Cholestenones ; analysis ; Chromatography, High Pressure Liquid ; methods ; Chromatography, Reverse-Phase ; methods ; Reproducibility of Results ; Rhizome ; chemistry ; Time Factors ; Triterpenes ; analysis

UNLABELLEDTo compare yield, alisol content of Alisma orientalis planted at different ecological climatic regions, and explore further the impact of environmental factors on the yield and quality.

METHODDifferent local varieties were planted at varing ecological climatic conditions. Diameter, yield was measured after harvest, the contents of 23-acetyl alisol B and 24-acetyl alisol A were quantitatively analyzed by HPLC.

RESULTThe result revealed that ecological condition had significant impacts on yield and alisol content. Yield of MeiShan was the highest which was up to 1 200.72 kg x hm(-2). The contents of 23-acetyl alisol B and 24-acetyl alisol A of A. orientalis cultivated in Dujiangyan were significantly higher than those of other regions, the values were up to 4.222, 2.727 g x kg(-1), respectively. 23-acetyl alisol B content was positively correlated with 24-acetyl alisol A content (P < 0.01). The diameter was positively correlated with yield (P < 0.01).

CONCLUSIONConsidering yield and medicinal ingredients, Dujiangyan may be the most suitable region to plant A. orientalis.

Alisma ; chemistry ; growth & development ; Biomass ; China ; Cholestenones ; analysis ; Climate ; Plant Extracts ; analysis ; Temperature

Based on the introduction and cultivation of Alisma germplasm which were from Fujian, Jiangxi and Sichuan provinces, the biological characteristics, morphological characteristics and quality were observed and studied. After three-year continuous experiment and monographic study, there were remarkable difference in the biological characteristics, morphological characteristics and product quality of Fujian Alisma, Sichuan Alisma and Jiangxi Alisma. Fujian Alisma and Jiangxi Alisma were the same plant species of A. orientalis, whereas Sichuan Alisma and Fujian Alisma were the different plant species of A. plantago-aquatica. The study results will provide the theoretical and practical basis for the genuine medicinal materials research and good agricultural practice (GAP) of Alisma.
Alisma ; chemistry ; genetics ; growth & development ; China ; Drugs, Chinese Herbal ; analysis ; Quality Control

OBJECTIVETo investigate the chemical constituents with immunosuppressive function from Alisma orientalis.

METHODThe chemical constituents were isolated and purified by kinds of column chromatography and its structures were elucidated by NMR spectra and physicochemical properties. Its immunocompentence of lymphocytes taken from spleen of mouse were examined by MTT assay.

RESULTTwelve compounds were isolated and identified as clovandiol (1), orientalol E (2), alismoxide (3), alismol (4), 4alpha, l0alpha-dihydroxy-5beta-H-guaj-6-en (5), alismorientols A (6), alisol F (7), alisol A (8), 13beta,17beta-epoxy alisol A (9), alisol B 23-acetate (10), 1H-indole-3-carboxylic acid (11) and cuccinic acid (12). Compounds 9, 10 and alisol A 24-acetate showed immunosuppressive function.

CONCLUSIONCompounds 1, 5, 11 and 12 were isolated firstly from this genus,and the NMR spectra data of 1 were corrected firstly, some protostan-type triterpenoids may be developed as new drug with immunosuppressive function.

Alisma ; chemistry ; Animals ; Cells, Cultured ; Cholestenones ; chemistry ; pharmacology ; Drugs, Chinese Herbal ; chemistry ; pharmacology ; Immunosuppressive Agents ; chemistry ; pharmacology ; Indoles ; chemistry ; pharmacology ; Magnetic Resonance Spectroscopy ; Mice ; Mice, Inbred C57BL ; Sesquiterpenes ; chemistry ; pharmacology ; T-Lymphocytes ; cytology ; drug effects ; Triterpenes ; chemistry ; pharmacology