1.Isolation and identification of Scopoletin in root of Morinda longisima Y.Z.Ruan, Rubiaceae
Pharmaceutical Journal 2005;0(2):12-13
From total dried extract extracted by methanol from roots of Nho dong (Morinda longisima Y.Z.Ruan, Rubiaceae) that was gathered in Chieng An commune, Son La town in Apr 2002, a compound called CP2 was isolated through chromatography. Spectral analyses showed CP2 was a coumarin named as Scopoletin. This was the first time Scopoletin found in root of Nho dong
Scopoletin
;
Plants, medicinal
;
Medicine, Traditional
2.Acetylcholinesterase Inhibitors from Angelica polymorpha Stem.
Yongsoo KWON ; Hyun Pyo KIM ; Myong Jo KIM ; Wanjoo CHUN
Natural Product Sciences 2017;23(2):97-102
Fourteen compounds were isolated from the stem of Angelica polymorpha. On the basis of spectral data, these compounds were identified as isoimperatorin (1), phellopterin (2), bergapten (3), xanthyletin (4), cnidilin (5), geijerine (6), (−)-3'-acetyl hamaudol (7), 7-demethylsuberosine (8), dehydrogeijerin (9), (−)-hamaudol (10), (+)-visamminol (11), divaricatol (12), scopoletin (13), and decursidate (14), respectively. Among them, compounds 4 - 6, 8, 9, 13, and 14 were isolated for the first time from A. polymorpha. Dehydrogeijerin (6) and geijerin (9) were isolated for the first time from genus Angelica. All isolates tested for inhibitory activity against acetylcholinesterae. Compounds 1 to 13 showed acetylcholinesterase inhibitory activity with IC₅₀ values ranging from 1.4 to 37.5 µM.
Acetylcholinesterase*
;
Angelica*
;
Cholinesterase Inhibitors*
;
Chromones
;
Coumarins
;
Scopoletin
3.Expression of β-glucosidase An-bgl3 from Aspergillus niger for conversion of scopolin.
Kunpeng YU ; Cheng PENG ; Yanling LIN ; Lijun LI ; Hui NI ; Qingbiao LI
Chinese Journal of Biotechnology 2023;39(3):1232-1246
Scopoletin is a coumarin compound with various biological activities including detumescence and analgesic, insecticidal, antibacterial and acaricidal effects. However, interference with scopolin and other components often leads to difficulties in purification of scopoletin with low extraction rates from plant resource. In this paper, heterologous expression of the gene encoding β-glucosidase An-bgl3 derived from Aspergillus niger were carried out. The expression product was purified and characterized with further structure-activity relationship between it and β-glucosidase analyzed. Subsequently, its ability for transforming scopolin from plant extract was studied. The results showed that the specific activity of the purified β-glucosidase An-bgl3 was 15.22 IU/mg, the apparent molecular weight was about 120 kDa. The optimum reaction temperature and pH were 55 ℃ and 4.0, respectively. Moreover, 10 mmol/L metal ions Fe2+ and Mn2+ increased the enzyme activity by 1.74-fold and 1.20-fold, respectively. A 10 mmol/L solution containing Tween-20, Tween-80 and Triton X-100 all inhibited the enzyme activity by 30%. The enzyme showed affinity towards scopolin and tolerated 10% methanol and 10% ethanol solution, respectively. The enzyme specifically hydrolyzed scopolin into scopoletin from the extract of Erycibe obtusifolia Benth with a 47.8% increase of scopoletin. This demonstrated that the β-glucosidase An-bgl3 from A. niger shows specificity on scopolin with good activities, thus providing an alternative method for increasing the extraction efficiency of scopoletin from plant material.
Aspergillus niger/genetics*
;
beta-Glucosidase/chemistry*
;
Scopoletin
;
Polysorbates
;
Coumarins
4.HPLC and GC-MS Analysis of Phenolic Substances in Acer tegmentosum.
Agung NUGROHO ; Byong Min SONG ; Hee Juhn PARK
Natural Product Sciences 2015;21(2):87-92
The stem barks, heartwoods, and leaves of Acer tegmentosum (Aceraceae) are widely used in Korea to treat hepatic or cerebral disorders mainly due to alcohol poisoning. This study was aimed to analyze phenolic substances in A. tegmentosum. Quantitative analysis of the three phenolic substances (salidroside, (+)-catechin and scopoletin) was performed by HPLC and the identification of volatile phenolic substances were done by GC-MS. The contents of the three compounds in the three MeOH extracts were higher in the stem bark (salidroside: 80.22 mg/g, (+)-catechin: 23.31 mg/g, and scopoletin: 9.45 mg/g) compared to the heartwoods and leaves. And GC-MS analysis of the stem bark extract demonstrated that p-tyrosol is a main substance of twenty-one compounds identified.
Acer*
;
Aceraceae
;
Catechin
;
Chromatography, High Pressure Liquid*
;
Korea
;
Phenol*
;
Poisoning
;
Scopoletin
5.Chemical constituents from stems of Dysoxylum laxiracemosum.
Ting TANG ; Laifu ZUO ; Zhi NA ; Youkai XU
China Journal of Chinese Materia Medica 2012;37(9):1237-1240
Twelve compounds were separated from stems of Dysoxylum laxiracemosum and their structures were identified by spectrum analysis as shoreic acid (1), cabraleahydroxylactone (2), cabralealactone (3), cinchonain (5), catechin (6), scopoletin (7), vanillic acid (8), p-hydroxybenzoic acid (9), docosanol (10), beta-sitosterol (11), daucosterol (12). Of them, compounds 1-6,8-12 were separated from this plant for the first time, and compounds 4-6 were reported from this plant genus for the first time.
Catechin
;
chemistry
;
Meliaceae
;
chemistry
;
Plant Stems
;
chemistry
;
Scopoletin
;
chemistry
;
Sitosterols
;
chemistry
;
Vanillic Acid
;
chemistry
6.Studies on chemical constitutes of Phellinus igniarius.
Shun-yan MO ; Yong-chun YANG ; Jian-gong SHI
China Journal of Chinese Materia Medica 2003;28(4):339-341
OBJECTIVETo study the chemical constituents of Phellinus igniarius.
METHODCompounds were isolated by nomal phasc sillica gel and Al2O3 chromatography and reverse phase HPLC. Their structures were elucidated by spectroscopic methods including IR, MS and NMR.
RESULTFive flavonoids and two coumarins were isolated from Phellinus igniarius and their structures were identified as naringenin, sakuranetin, aromadendrin, folerogenin, eriodictyol, coumarin and scopoletin.
CONCLUSIONAll these compounds were obtained from this genus for the first time.
Flavanones ; chemistry ; isolation & purification ; Flavonoids ; chemistry ; isolation & purification ; Polyporaceae ; chemistry ; Scopoletin ; chemistry ; isolation & purification
7.Studies on chemical constituents of Suregada glomerulata II.
China Journal of Chinese Materia Medica 2007;32(16):1653-1655
OBJECTIVETo study the chemical constituents of Suregada glomeruldata.
METHODIsolation and purification were carried out on silica gel, sephardex LH -20, ODS column chromatography etc. Constituents were identified by physicochemical properties and spectral analysis.
RESULTNine compounds, Jolkinolide B (1), 8alpha, 14-dihydro-7-oxo-jolkinolide E (2), helioscopinolide B (3), ent-kauran-16beta, 17-diol (4), 7-oxo-beta-sitosterol (5), scopoletin (6), adenosine (7), 1'-sinapoylglucose (8), sucrose (9), were obtained and identified.
CONCLUSIONCompounds 2-9 were isolated from S. glomerulata for the first time.
Chromatography, Gel ; Diterpenes, Abietane ; chemistry ; isolation & purification ; Plants, Medicinal ; chemistry ; Scopoletin ; chemistry ; isolation & purification ; Sucrose ; chemistry ; isolation & purification ; Suregada ; chemistry
8.Studies on chemical constituents from twigs of Morus atropurpurea.
Yan-Lan XU ; Xu-E LI ; Yu-Xiao ZOU ; Ji-Jun CHEN
China Journal of Chinese Materia Medica 2008;33(21):2499-2502
OBJECTIVETo study the chemical constituents of the twigs of Morus atropurpurea.
METHODThe compounds of the EtOAc fraction were isolated and purified by column chromatography on silica gel, polyamide, Sephadex LH -20, and their structures were elucidated on the basis of spectroscopic evidence (MS, NMR).
RESULTEleven compounds were identified as mulberrin (1), cyclomulberrin (2), morusin (3), cyclomorusin (4), 2', 4',4, 2"-tetrahydroxy-3'-{3"-methylbut-3"-enyl-}-chalcone (5), mulberrofran G (6), scopoletin (7), moruchalcone A (8), kaempferol (9), ursolic acid (10), beta-daucosterol (11).
CONCLUSIONExcept compounds 9 and 11, all the other compounds were obtained from M. atropurpurea for the first time.
Flavonoids ; chemistry ; Kaempferols ; chemistry ; Magnetic Resonance Spectroscopy ; Morus ; chemistry ; Phytosterols ; chemistry ; Plant Stems ; chemistry ; Scopoletin ; chemistry ; Triterpenes ; chemistry
9.Scopoletin from Cirsium setidens Increases Melanin Synthesis via CREB Phosphorylation in B16F10 Cells.
Mi Ja AHN ; Sun Jung HUR ; Eun Hyun KIM ; Seung Hoon LEE ; Jun Seob SHIN ; Myo Kyoung KIM ; James A UCHIZONO ; Wan Kyunn WHANG ; Dong Seok KIM
The Korean Journal of Physiology and Pharmacology 2014;18(4):307-311
In this study, we isolated scopoletin from Cirsium setidens Nakai (Compositae) and tested its effects on melanogenesis. Scopoletin was not toxic to cells at concentrations less than 50 microM and increased melanin synthesis in a dose-dependent manner. As melanin synthesis increased, scopoletin stimulated the total tyrosinase activity, the rate-limiting enzyme of melanogenesis. In a cell-free system, however, scopoletin did not increase tyrosinase activity, indicating that scopoletin is not a direct activator of tyrosinase. Furthermore, Western blot analysis showed that scopoletin stimulated the production of microphthalmia-associated transcription factor (MITF) and tyrosinase expression via cAMP response element-binding protein (CREB) phosphorylation in a dose-dependent manner. Based on these results, preclinical and clinical studies are needed to assess the use of scopoletin for the treatment of vitiligo.
Blotting, Western
;
Cell-Free System
;
Cirsium*
;
Cyclic AMP Response Element-Binding Protein
;
Melanins*
;
Microphthalmia-Associated Transcription Factor
;
Monophenol Monooxygenase
;
Phosphorylation*
;
Scopoletin*
;
Vitiligo
10.Simultaneous quantitation of artemisinin, arteannuin B, artemisic acid, and scopoletin in mice plasma by HPLC-MS.
Qing MIN ; Wei LU ; Man-Yuan WANG ; Dong ZHANG ; Tian-Yan ZHOU ; Liang LI
China Journal of Chinese Materia Medica 2014;39(17):3306-3310
The objective of this study is to develop a sensitive and reliable high-performance liquid chromatography mass spectrometry (LC-MS) method for simultaneous determination of artemisinin, arteannuin B, artemisic acid, and scopoletin, and study the pharmacokinetics of the four constituents in mouse serum after oral administration of the four components to mice. The analytical column used was Agilent Zorbax SB-C18 (2.1 mm x 150 mm, 5 mm). The mobile phase was acetonitrile: 0.5% acetic acid (60: 40) and the flow rate was 0.3 mL x min(-1). The temperature of the column was 40.0 degrees C. In this condition, we established an analysis method to simultaneously determine the four components. A sensitive and specific liquid chromatography-mass spectrometric (LC-MS) method was developed and validated for the determination of artemisin in derivatives in mice plasma. The method we established has a linear range of 5-3 000 μg x L(-1) with a good sensitivity and specificity for all of the four components. This method is simple, rapid, accurate and suitable for the determination of the content of the four compounds.
Animals
;
Artemisinins
;
blood
;
pharmacokinetics
;
Chromatography, High Pressure Liquid
;
instrumentation
;
methods
;
Dose-Response Relationship, Drug
;
Male
;
Mice
;
Reproducibility of Results
;
Scopoletin
;
blood
;
pharmacokinetics
;
Spectrometry, Mass, Electrospray Ionization
;
methods