scholarly journals Rapid Identification of Aldose Reductase Inhibitory Compounds fromPerilla frutescens

2013 ◽  
Vol 2013 ◽  
pp. 1-8 ◽  
Author(s):  
Ji Hun Paek ◽  
Kuk Hyun Shin ◽  
Young-Hee Kang ◽  
Jae-Yong Lee ◽  
Soon Sung Lim
Keyword(s):  
Ethyl Acetate ◽  
Chlorogenic Acid ◽  
Aldose Reductase ◽  
Rosmarinic Acid ◽  
High Speed ◽  
Soluble Fraction ◽  
Biological Activities ◽  
Methanol Extracts ◽  
Chemical Structures ◽  
Inhibitory Compounds

The ethyl acetate (EtOAc) soluble fraction of methanol extracts ofPerilla frutescens(P. frutescens) inhibits aldose reductase (AR), the key enzyme in the polyol pathway. Our investigation of inhibitory compounds from the EtOAc soluble fraction ofP. frutescenswas followed by identification of the inhibitory compounds by a combination of HPLC microfractionation and a 96-well enzyme assay. This allowed the biological activities to be efficiently matched with selected HPLC peaks. Structural analyses of the active compounds were performed by LC-MSn. The main AR inhibiting compounds were tentatively identified as chlorogenic acid and rosmarinic acid by LC-MSn. A two-step high speed counter current chromatography (HSCCC) isolation method was developed with a solvent system of n-hexane-ethyl acetate-methanol-water at 1.5 : 5 : 1 : 5, v/v and 3 : 7 : 5 : 5, v/v. The chemical structures of the isolated compounds were determined by1H- and13C-nuclear magnetic resonance spectrometry (NMR). The main compounds inhibiting AR in the EtOAc fraction of methanol extracts ofP. frutescenswere identified as chlorogenic acid (2) (IC50= 3.16 μM), rosmarinic acid (4) (IC50= 2.77 μM), luteolin (5) (IC50= 6.34 μM), and methyl rosmarinic acid (6) (IC50= 4.03 μM).

scholarly journals Rapid Identification and Isolation of Inhibitors of Rat Lens Aldose Reductase and Antioxidant inMaackia amurensis

2017 ◽  
Vol 2017 ◽  
pp. 1-10 ◽  
Author(s):  
Set Byeol Kim ◽  
Seung Hwan Hwang ◽  
Zhiqiang Wang ◽  
Jae Myung Yu ◽  
Soon Sung Lim
Keyword(s):  
Ethyl Acetate ◽  
Chlorogenic Acid ◽  
Aldose Reductase ◽  
Diabetic Complications ◽  
High Speed ◽  
Reductase Activity ◽  
Ethyl Acetate Fraction ◽  
Rapid Identification ◽  
Active Components ◽  
Abts Assay

Oxidative stress and aldose reductase activity have been implicated in the development of diabetic complications. In this study, the antioxidant and aldose reductase (AR) inhibitory effects ofMaackia amurensis(MA) were investigated. The ethyl acetate fraction of the MA extract showed the highest inhibitory activity in antioxidant and rat lens AR (RLAR). To identify and isolate the active components in the ethyl acetate fraction of the MA extract, high-speed countercurrent chromatography and Sephadex LH-20 column chromatography were performed and guided by an offline HPLC-ABTS assay and HPLC microfractionation AR assay. Four antioxidants, namely, piceatannol (IC50= 6.73 μM), resveratrol (IC50= 11.05 μM),trans-ferulic acid (IC50= 13.51 μM), and chlorogenic acid (IC50= 27.23 μM), and six AR inhibitors, namely, chlorogenic acid (IC50= 4.2 μM), tectoridin (IC50= 50.4 μM), genistein (IC50= 57.1 μM), formononetin (IC50= 69.2 μM), resveratrol (IC50= 117.6 μM), and daidzein (IC50= 151.9 μM), were isolated and identified. The screening results of the offline HPLC-ABTS assay and HPLC microfractionation AR assay matched the activity of isolated compounds. Thus, MA is potentially valuable for antioxidant and AR inhibitor discovery and efficient drug design for the prevention and treatment of diabetic complications.

scholarly journals Effect of Debarking Water from Norway Spruce (Picea abies) on the Growth of Five Species ofWood-Decaying Fungi

2014 ◽  
Vol 69 (9-10) ◽  
pp. 418-424 ◽  
Author(s):  
Amelie Fagerlund Edfeldt ◽  
Erik Hedenström ◽  
Mattias Edman ◽  
Bengt Gunnar Jonsson
Keyword(s):  
Picea Abies ◽  
Ethyl Acetate ◽  
Norway Spruce ◽  
Soluble Fraction ◽  
Biological Activities ◽  
Brown Rot ◽  
Individual Species ◽  
Paper Mills ◽  
Brown Rot Fungi ◽  
Freeze Dried

Abstract Norway spruce (Picea abies) debarking water is an aqueous extract obtained as waste from the debarking of logs at paper mills. The debarking water contains a mixture of natural compounds that can exhibit diverse biological activities, potentially including fungicidal activity on some species of wood-decaying fungi. Thus, we investigated the growth rates of such fungi on agar plates to which debarking water extracts had been added. The experiment included five wood-decaying fungi, viz. Gloeophyllum sepiarium, Oligoporus lateritius, Ischnoderma benzoinum, Junghuhnia luteoalba, and Phlebia sp. Growth reduction was observed for all species at the highest tested concentrations of freeze-dried and ethanol-extracted debarking water, the ethyl acetate-soluble fraction and the diethyl ether-soluble fraction. However, the magnitude of the effect varied between different species and strains of individual species. The brown-rot fungi G. sepiarium and O. lateritius were generally the most sensitive species, with the growth of all tested strains being completely inhibited by the ethyl acetate-soluble fraction. These results indicate that development of antifungal wood-protecting agents from debarking water could potentially be a way to make use of a low-value industrial waste.

scholarly journals Separation and Identification of Antioxidants and Aldose Reductase Inhibitors in Lepechinia meyenii (Walp.) Epling

Plants ◽  
2021 ◽  
Vol 10 (12) ◽  
pp. 2773
Author(s):  
Guanglei Zuo ◽  
Kang-Hoon Je ◽  
Yanymee N. Guillen Quispe ◽  
Kyong-Oh Shin ◽  
Hyun Yong Kim ◽  
...  
Keyword(s):  
Aldose Reductase ◽  
Rosmarinic Acid ◽  
High Speed ◽  
Scientific Evidence ◽  
Preparative Hplc ◽  
Meoh Extract ◽  
Traditional Use ◽  
Reductase Inhibitors ◽  
Inhibitory Activities ◽  
Counter Current

We previously reported that Lepechinia meyenii (Walp.) Epling has antioxidant and aldose reductase (AR) inhibitory activities. In this study, L. meyenii was extracted in a 50% MeOH and CH2Cl2/MeOH system. The active extracts of MeOH and 50% MeOH were subjected to fractionation, followed by separation using high-speed counter-current chromatography (HSCCC) and preparative HPLC. Separation and identification revealed the presence of caffeic acid, hesperidin, rosmarinic acid, diosmin, methyl rosmarinate, diosmetin, and butyl rosmarinate. Of these, rosmarinic acid, methyl rosmarinate, and butyl rosmarinate possessed remarkable antioxidant and AR inhibitory activities. The other compounds were less active. In particular, rosmarinic acid is the key contributor to the antioxidant and AR inhibitory activities of L. meyenii; it is rich in the MeOH extract (333.84 mg/g) and 50% MeOH extract (135.41 mg/g) of L. meyenii and is especially abundant in the EtOAc and n-BuOH fractions (373.71–804.07 mg/g) of the MeOH and 50% MeOH extracts. The results clarified the basis of antioxidant and AR inhibitory activity of L. meyenii, adding scientific evidence supporting its traditional use as an anti-diabetic herbal medicine. The HSCCC separation method established in this study can be used for the preparative separation of rosmarinic acid from natural products.

scholarly journals Preparative isolation and purification of seven compounds from Hibiscus mutabilis L. leaves by two-step high-speed counter-current chromatography

2015 ◽  
Vol 21 (2) ◽  
pp. 331-341 ◽  
Author(s):  
Zhuoni Hou ◽  
Xianrui Liang ◽  
Feng Su ◽  
Weike Su
Keyword(s):  
Ethyl Acetate ◽  
High Speed ◽  
Solvent System ◽  
Ionization Mass ◽  
Two Phase ◽  
Purification Method ◽  
Isolation And Purification ◽  
Chemical Structures ◽  
13C Nuclear Magnetic Resonance ◽  
Counter Current

Seven compounds from Hibiscus mutabilis L. leaves were first successfully achieved by two-step high-speed counter-current chromatography with two-phase solvent system composed of n-butanol-ethyl acetate-water (1:6:9, v/v/v) and n-hexane-ethyl acetate-methanol-water (3:5:3:5, v/v/v/v/). The critical experimental parameters of first-step separation were optimized with response surface methodology as follows: flow rate was 1.1 mL/min, revolution speed was 800 rpm and temperature was 30?C. Under the optimal conditions, around 5.0 mg of salicylic acid, 13.6 mg of rutin, 5.5 mg of genistein were obtained in 100 mg crude sample. Then, 9.2 mg of potengriffioside A, 4.7 mg of kaempferol 3-O-rutinoside, 3.0 mg of steppogenin and 2.5 mg of emodin were obtained by second-step separation. The purities of the seven compounds determined by UPLC were 96.2%, 93.8%, 95.4%, 94.3%, 98.0%, 94.1% and 90.8%, respectively. Their chemical structures were identified by electron spray ionization mass spectroscopy (ESI-MS) and 1H, 13C nuclear magnetic resonance (NMR). Furthermore, compound steppogenin and genistein were first reported from Hibiscus mutabilis L. The purification method was simple, efficient and evaded tedious separation process.

scholarly journals Investigation of bioative compounds from the ethyl acetate extract of Euphorbia hirta Linn

2018 ◽  
Vol 1 (T5) ◽  
pp. 95-101
Author(s):  
Ngan Thi Kim Tran ◽  
Ly Thi Le ◽  
Nhi Thi Y Nguyen ◽  
Minh Thi Tran ◽  
Quan Le Tran
Keyword(s):  
Ethyl Acetate ◽  
Ethyl Acetate Extract ◽  
Biological Activities ◽  
Gastrointestinal Disorders ◽  
Published Data ◽  
Spectroscopic Methods ◽  
Asian Countries ◽  
Euphorbia Hirta ◽  
Chemical Structures ◽  
The Past

Euphorbia hirta Linn. (co sua la lon in Vietnamese) belongs to Euphorbiaceae family, is a group of small prostrate herbaceous annual weed in Vietnam. It is abundant in waste places and open grasslands and distributes in most Asian countries. E. hirta is traditionally used in the treatment of gastrointestinal disorders, bronchial and respiratory. The aqueous extract exhibits anxiolytic, analgesic, antipyretic, and anti-inflammatory activities. Strong anti-diabetic activity of Euphorbiaceae family in general and E. hirta in particular was reported in the past investigations. E. hirta has been studied by various investigations and several active constituents have been isolated and identified successfully. Most of those compounds have strong biological activities. At the first step in the processing of the isolation of bioactive compounds from the ethyl acetate extract, we isolated four purified compounds, including methyl gallate (1), quercetin (2), myrecitin (3), and quercitrin (4). The chemical structures of those compounds were elucidated by spectroscopic methods and compared with published data in the literature.

scholarly journals Streptomyces griseus KJ623766: A Natural Producer of Two Anthracycline Cytotoxic Metabolites β- and γ-Rhodomycinone

Molecules ◽  
2021 ◽  
Vol 26 (13) ◽  
pp. 4009
Author(s):  
Ahmed S. Abu Zaid ◽  
Ahmed E. Aleissawy ◽  
Ibrahim S. Yahia ◽  
Mahmoud A. Yassien ◽  
Nadia A. Hassouna ◽  
...  
Keyword(s):  
Ethyl Acetate ◽  
Cell Lines ◽  
Cancer Cell ◽  
Ethyl Acetate Extract ◽  
Biological Activities ◽  
Streptomyces Griseus ◽  
Cancer Cell Lines ◽  
Cytotoxic Activities ◽  
Chemical Structures ◽  
Bioassay Guided Fractionation

Background: This study aimed to produce, purify, structurally elucidate, and explore the biological activities of metabolites produced by Streptomyces (S.) griseus isolate KJ623766, a recovered soil bacterium previously screened in our lab that showed promising cytotoxic activities against various cancer cell lines. Methods: Production of cytotoxic metabolites from S. griseus isolate KJ623766 was carried out in a 14L laboratory fermenter under specified optimum conditions. Using a 3-(4,5-dimethylthazol-2-yl)-2,5-diphenyl tetrazolium-bromide assay, the cytotoxic activity of the ethyl acetate extract against Caco2 and Hela cancer cell lines was determined. Bioassay-guided fractionation of the ethyl acetate extract using different chromatographic techniques was used for cytotoxic metabolite purification. Chemical structures of the purified metabolites were identified using mass, 1D, and 2D NMR spectroscopic analysis. Results: Bioassay-guided fractionation of the ethyl acetate extract led to the purification of two cytotoxic metabolites, R1 and R2, of reproducible amounts of 5 and 1.5 mg/L, respectively. The structures of R1 and R2 metabolites were identified as β- and γ-rhodomycinone with CD50 of 6.3, 9.45, 64.8 and 9.11, 9.35, 67.3 µg/mL against Caco2, Hela and Vero cell lines, respectively. Values were comparable to those of the positive control doxorubicin. Conclusions: This is the first report about the production of β- and γ-rhodomycinone, two important scaffolds for synthesis of anticancer drugs, from S. griseus.

scholarly journals Isolation and purification of lignans from Schisandra chinensis by combination of silica gel column and high-speed counter-current chromatography

2013 ◽  
Vol 19 (3) ◽  
pp. 435-440
Author(s):  
Yu Sun ◽  
Shuangshuang Xu ◽  
Yanling Geng ◽  
Xiao Wang ◽  
Tianyou Zhang
Keyword(s):  
Ethyl Acetate ◽  
Petroleum Ether ◽  
Silica Gel ◽  
High Speed ◽  
Solvent System ◽  
Schisandra Chinensis ◽  
Two Phase ◽  
Chemical Structures ◽  
Gomisin A ◽  
Counter Current

Silica gel column combined with high-speed counter-current chromatography separation was successfully applied to the separation of schizandrin (I), angeloylgomisin H (II), gomisin A (III), schisantherin C (IV), deoxyschizandrin (V), ?-schisandrin (VI) and schisandrin C (VII) from the fruits of Schisandra chinensis (Turcz.) Baillon. The petroleum ether extracts of the fruits of S. chinensis were pre-separated first on a silica gel column and divided into two fractions as sample 1 and sample 2. 260 mg of sample 1 was separated by HSCCC using petroleum ether-ethyl acetate-methanol-water (10:8:10:8, v/v) as the two-phase solvent system and 18.2 mg of schizandrin, 15.7 mg of angeloylgomisin H, 16.5 mg of gomisin A and 16.7 mg of schisantherin C were obtained. 230 mg of sample 2 was separated using petroleum ether-ethyl acetate-methanol-water (10:0.5:10:1, v/v) as the two-phase solvent system and 19.7 mg of deoxyschizandrin, 23.4 mg of ?-schisandrin and 18.2 mg of schisandrin C were obtained. The purities of the separated compounds were all over 94% as determined by HPLC. The chemical structures of these compounds were confirmed by ESI-MS and 1H NMR.

scholarly journals Phytochemical and Biological Studies on Bark Extract of Aporosa wallichii Hook.f.

2020 ◽  
Vol 19 (2) ◽  
pp. 139-143
Author(s):  
Kazi Ruhullah Shahriar ◽  
Sirajis Salekin ◽  
Quazi Sufia Islam ◽  
Monira Ahsan ◽  
Choudhury M Hasan
Keyword(s):  
Ethyl Acetate ◽  
Petroleum Ether ◽  
Soluble Fraction ◽  
Ethyl Acetate Extract ◽  
Biological Activities ◽  
Radical Scavenging ◽  
Chemical Characterization ◽  
Bark Extract ◽  
Separation And Purification ◽  
Biological Studies

The ethyl acetate extract of bark of Aporosa wallichii Hook.f. was extensively investigated for the chemical characterization of secondary metabolites and for biological activities. After repeated chromatographic separation and purification, two compounds were elucidated as a phenolic compound ferulic acid (1) and an uncommon triterpene glut-5(6)-en-3β-ol (2) from the ethyl acetate extract of barks of A. wallichii by using high field NMR analyses. This is the first report of isolation of both compounds from this plant species. No significant antimicrobial activity was observed for any fraction after Kupchan partitioning of the extract. During the antioxidant activity assay, the ethyl acetate soluble fraction of A. wallichii demonstrated significant DPPH radical scavenging capacity with an IC50 value of 1.25 μg/mL. The other fractions viz. petroleum ether, aqueous and chloroform soluble fractions exhibited moderate, mild, and weak activity respectively. The petroleum ether soluble fraction demonstrated maximum thrombolytic property (51.33%) which was similar to that of standard streptokinase (66.81%). Dhaka Univ. J. Pharm. Sci. 19(2): 139-143, 2020 (December)

scholarly journals Target-Guided Isolation of Three Main Antioxidants from Mahonia bealei (Fort.) Carr. Leaves Using HSCCC

Molecules ◽  
2019 ◽  
Vol 24 (10) ◽  
pp. 1907 ◽  
Author(s):  
Weicheng Hu ◽  
Jing Zhou ◽  
Ting Shen ◽  
Xinfeng Wang
Keyword(s):  
Ethyl Acetate ◽  
High Speed ◽  
High Performance ◽  
Solvent System ◽  
Antioxidant Compounds ◽  
Antioxidant Enzyme Activities ◽  
Chemical Structures ◽  
Integrative System ◽  
Pure Compounds ◽  
Mahonia Bealei

Mahonia bealei (Fort.) Carr. is an economically important plant that is widely cultivated in Southwest China. Its leaves are commonly used for tea and contain an abundance of antioxidant compounds. However, methods of the systematic purification of antioxidants from M. bealei are lacking. In this study, antioxidants from this plant were effectively and rapidly enriched. First, antioxidants were screened using online 1,1-diphenyl-2-picryl-hydrazyl radical (DPPH)–high performance liquid chromatography (HPLC), followed by separation using high-speed countercurrent chromatography with an optical solvent system composed of n-hexane/ethyl acetate/methanol/water (1:5:1:5, v/v/v/v). Three phenolics—chlorogenic acid (1, 8.3 mg), quercetin-3-O-β-d-glucopyranoside (2, 20.5 mg), and isorhamnetin-3-O-β-d-glucopyranoside (3, 28.4 mg)—were obtained from the ethyl acetate-soluble fraction (240 mg) by one-step separation. The chemical structures of the phenolics were characterized by MS and NMR techniques, and the purity of each compound was >92.0% as determined by HPLC. The isolated compounds were assessed by scavenging activities on DPPH and superoxide radicals as well as cytoprotective assays, all of which showed similar trends regarding the antioxidant capacities of the compounds. Moreover, compounds 1–3 significantly attenuated the lipid peroxidation and antioxidant enzyme activities in H2O2-treated RAW264.7 cells. Our study demonstrated the efficiency of a newly developed integrative system for the comprehensive characterization of pure compounds from M. bealei, which will allow their use as reference substances.

Chemical Constituents and Biological Activities of Senecio aegyptius var. discoideus Boiss

2012 ◽  
Vol 67 (3-4) ◽  
pp. 144-150 ◽  
Author(s):  
Wafaa Hassan ◽  
Amal Gendy ◽  
Hanan Al-youssef ◽  
Assem El-Shazely
Keyword(s):  
Ethyl Acetate ◽  
Biological Activities ◽  
Chemical Constituents ◽  
Radical Scavenging Activity ◽  
Radical Scavenging ◽  
Ethyl Acetate Fraction ◽  
2D Nmr ◽  
Alcoholic Extract ◽  
Total Extract ◽  
Chemical Structures

1A new eremophilane sesquiterpene, 1-β-hydroxy-8-oxoeremophila-7,9-dien-12-oic acid (), in addition to two known fl avonol glycosides, rutin (2) and quercetin-3-O-glucoside- 7-O-rutinoside (3), was isolated from the ethyl acetate fraction obtained from the aqueous alcoholic extract of the aerial parts of Senecio aegyptius var. discoideus Boiss. (family Asteraceae). The chemical structures of the isolated compounds were established by 1D and 2D NMR analysis (1H, 13C, COSY, HMQC, HMBC), MS and UV data, and through comparison with the literature. The ethyl acetate fraction and the isolated rutin showed significant cytotoxic activity against colorectal carcinoma (HCT 116) and to less extent against brain (U 251) and breast carcinoma (MCF 7). The ethyl acetate fraction showed a significant level of activity against Klebsiella pneumoniae, while the total extract showed the best antifungal activity against Candida albicans and Saccharomyces cerevisiae. DPPH radical scavenging activity of the ethyl acetate fraction was significant (96.7%) when compared to ascorbic acid. It also showed anti-inflammatory activity but no diuretic effect

Sign in / Sign up

Export Citation Format

Share Document