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 Valeriana rigida Ruiz & Pav. Root Extract: A New Source of Caffeoylquinic Acids with Antioxidant and Aldose Reductase Inhibitory Activities

Foods ◽  
2021 ◽  
Vol 10 (5) ◽  
pp. 1079
Author(s):  
Guanglei Zuo ◽  
Hyun-Yong Kim ◽  
Yanymee N. Guillen Quispe ◽  
Zhiqiang Wang ◽  
Kang-Hyuk Kim ◽  
...  
Keyword(s):  
Aldose Reductase ◽  
High Speed ◽  
High Performance ◽  
Root Extract ◽  
Zone Refining ◽  
Food Ingredient ◽  
Caffeoylquinic Acids ◽  
Caffeoylquinic Acid ◽  
Inhibitory Activities ◽  
Counter Current

Valeriana rigida Ruiz & Pav. (V. rigida) has long been used as a herbal medicine in Peru; however, its phytochemicals and pharmacology need to be scientifically explored. In this study, we combined the offline 2,2-diphenyl-1-picryl-hydrazyl-hydrate (DPPH)-/ultrafiltration-high-performance liquid chromatography (HPLC) and high-speed counter-current chromatography (HSCCC)/pH-zone-refining counter-current chromatography (pH-zone-refining CCC) to screen and separate the antioxidants and aldose reductase (AR) inhibitors from the 70% MeOH extract of V. rigida, which exhibited remarkable antioxidant and AR inhibitory activities. Seven compounds were initially screened as target compounds exhibiting dual antioxidant and AR inhibitory activities using DPPH-/ultrafiltration-HPLC, which guided the subsequent pH-zone-refining CCC and HSCCC separations of these target compounds, namely 3-O-caffeoylquinic acid, 4-O-caffeoylquinic acid, 5-O-caffeoylquinic acid, 3,4-O-di-caffeoylquinic acid, 3,5-O-di-caffeoylquinic acid, 4,5-O-di-caffeoylquinic acid, and 3,4,5-O-tri-caffeoylquinic acid. These compounds are identified for the first time in V. rigida and exhibited remarkable antioxidant and AR inhibitory activities. The results demonstrate that the method established in this study can be used to efficiently screen and separate the antioxidants and AR inhibitors from natural products and, particularly, the root extract of V. rigida is a new source of caffeoylquinic acids with antioxidant and AR inhibitory activities, and it can be used as a potential functional food ingredient for diabetes.

HSCCC Separation of Three Main Compounds from the Crude Extract of Dracocephalum Tanguticum by Using Dimethyl Sulfoxide as Cosolvent

2020 ◽  
Author(s):  
Xue Yang ◽  
Yongling Liu ◽  
Tao Chen ◽  
Nana Wang ◽  
Hongmei Li ◽  
...  
Keyword(s):  
Acetic Acid ◽  
Ethyl Acetate ◽  
Dimethyl Sulfoxide ◽  
Efficient Method ◽  
Crude Extract ◽  
High Speed ◽  
Glacial Acetic Acid ◽  
Butyl Alcohol ◽  
Preparative Hplc ◽  
Counter Current

Abstract Separation of natural compounds directly from the crude extract is a challenging work for traditional column chromatography. In the present study, an efficient method for separation of three main compounds from the crude extract of Dracocephalum tanguticum has been successfully established by high-speed counter-current chromatography (HSCCC). The crude extract was directly introduced into HSCCC by using dimethyl sulfoxide as cosolvent. Ethyl acetate/n-butyl alcohol/0.3% glacial acetic acid (4: 1: 5, v/v) system was used and three target compounds with purity higher than 80% were obtained. Preparative HPLC was used for further purification and three target compounds with purity higher than 98% were obtained. The compounds were identified as chlorogenic acid, pedaliin and pedaliin-6″-acetate.

Enrichment and isolation of barbigerone fromMillettia pachycarpaBenth. using high-speed counter-current chromatography and preparative HPLC

2010 ◽  
pp. NA-NA ◽  
Author(s):  
Haoyu Ye ◽  
Shijie Zhong ◽  
Yanfang Li ◽  
Minghai Tang ◽  
Aihua Peng ◽  
...  
Keyword(s):  
High Speed ◽  
Preparative Hplc ◽  
Counter Current

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 Silver Ion-Complexation High-Speed Countercurrent Chromatography Coupled with Prep-HPLC for Separation of Sesquiterpenoids from Germacrene A Fermentation Broth

Fermentation ◽  
2021 ◽  
Vol 7 (4) ◽  
pp. 230
Author(s):  
Huanzhu Zhao ◽  
Xiangyun Song ◽  
Iftikhar Ali ◽  
Manzoor Hussain ◽  
Andleeb Mehmood ◽  
...  
Keyword(s):  
Metal Ion ◽  
High Speed ◽  
Fermentation Broth ◽  
Solvent System ◽  
Silver Ion ◽  
Preparative Hplc ◽  
Countercurrent Chromatography ◽  
Geometrical Isomers ◽  
Crude Sample ◽  
Counter Current

A silver ion high-speed counter-current chromatography ([Ag+]-HSCCC) was developed to separate and purify five sesquiterpenoids from germacrene A fermentation broth. The solvent system was consisted of n-hexane-methanol-silver nitrate (3 mol/L) solution (10:9.5:0.5, v/v). By employing this chromatographic protocol, five sesquiterpenoids named β-elemene (1; 54.1 mg), germacrene A (2; 28.5 mg), γ-selinene (3; 4.6 mg), β-selinene (4; 3.4 mg), and α-selinene (5; 1.3 mg) were obtained successfully from 500 mg extracted crude sample with purities of 97.1%, 95.2%, 98.2%, 96.3% and 98.5%, respectively, combined with preparative HPLC. The results reveal that the addition of metal ion in biphasic solvent system significantly improved the HSCCC separation factor of sesquiterpenoids. Meanwhile, our study also provided an alternate approach to separate the compounds with less polarity, also geometrical isomers and various natural product classes.

scholarly journals In Vitro Anti-Inflammatory Activity in Arthritic Synoviocytes of A. brachypoda Root Extracts and Its Unusual Dimeric Flavonoids

Molecules ◽  
2020 ◽  
Vol 25 (21) ◽  
pp. 5219
Author(s):  
Carlota Salgado ◽  
Hugo Morin ◽  
Nayara Coriolano de Aquino ◽  
Laurence Neff ◽  
Cláudia Quintino da Rocha ◽  
...  
Keyword(s):  
High Speed ◽  
Inflammatory Activity ◽  
Enzyme Linked Immunosorbent Assay ◽  
Root Extract ◽  
Traditional Use ◽  
Ic50 Values ◽  
Anti Inflammatory ◽  
Counter Current

Arrabidaea brachypoda is a plant commonly used for the treatment of kidney stones, arthritis and pain in traditional Brazilian medicine. Different in vitro and in vivo activities, ranging from antinociceptive to anti-Trypanosoma cruzi, have been reported for the dichloromethane root extract of Arrabidaea brachypoda (DCMAB) and isolated compounds. This work aimed to assess the in vitro anti-inflammatory activity in arthritic synoviocytes of the DCMAB, the hydroethanolic extract (HEAB) and three dimeric flavonoids isolated from the DCMAB. These compounds, brachydin A (1), B (2) and C (3), were isolated both by medium pressure liquid and high-speed counter current chromatography. Their quantification was performed by mass spectrometry on both DCMAB and HEAB. IL-1β activated human fibroblast-like synoviocytes were incubated with both extracts and isolated compounds to determine the levels of pro-inflammatory cytokine IL-6 by enzyme-linked immunosorbent assay (ELISA). DCMAB inhibited 30% of IL-6 release at 25 µg/mL, when compared with controls while HEAB was inactive. IC50 values determined for 2 and 3 were 3-fold higher than 1. The DCMAB activity seems to be linked to higher proportions of compounds 2 and 3 in this extract. These observations could thus explain the traditional use of A. brachypoda roots in the treatment of osteoarthritis.

scholarly journals Efficient Separation of Phytochemicals from Muehlenbeckia volcanica (Benth.) Endl. by Polarity-Stepwise Elution Counter-Current Chromatography and Their Antioxidant, Antiglycation, and Aldose Reductase Inhibition Potentials

Molecules ◽  
2021 ◽  
Vol 26 (1) ◽  
pp. 224
Author(s):  
Guang-Lei Zuo ◽  
Hyun Yong Kim ◽  
Yanymee N. Guillen Quispe ◽  
Zhi-Qiang Wang ◽  
Seung Hwan Hwang ◽  
...  
Keyword(s):  
Aldose Reductase ◽  
High Speed ◽  
High Performance ◽  
Shikimic Acid ◽  
Aldose Reductase Inhibition ◽  
Mobile Phases ◽  
Wide Range ◽  
Therapeutic Properties ◽  
Counter Current ◽  
First Time

Muehlenbeckia volcanica (Benth.) Endl. (M. volcanica), native to South America, is a traditional Peruvian medicinal plant that has multi-therapeutic properties; however, no phytochemicals have been identified from it yet. In this study, a five-step polarity-stepwise elution counter-current chromatography (CCC) was developed using methanol/water (1:5, v/v) as the stationary phase and different ratios of n-hexane, ethyl acetate, and n-butanol as mobile phases to separate the compounds from the 70% methanol extract of M. volcanica, by which six compounds with a wide range of polarities were separated in a single run of CCC and were identified as gallic acid, protocatechuic acid, 4,4′-dihydroxy-3,3′-imino-di-benzoic acid, rutin, quercitrin, and quercetin. Then, two compounds from the fractions of stepwise elution CCC were separated using conventional high-speed CCC, pH-zone-refining CCC, and preparative high-performance liquid chromatography, and identified as shikimic acid and miquelianin. These compounds are reported from M. volcanica for the first time. Notably, except for shikimic acid, all other compounds showed anti-diabetic potentials via antioxidant, antiglycation, and aldose reductase inhibition. The results suggest that the polarity-stepwise elution CCC can be used to efficiently separate or fractionate compounds with a wide range of polarities from natural products. Moreover, M. volcanica and its bioactive compounds are potent anti-diabetic agents.

scholarly journals Bioactivity-guided separation of potential α-glycosidase inhibitor from clerodendranthus spicatus based on HSCCC coupled with molecular docking

2021 ◽  
Vol 11 (1) ◽  
Author(s):  
Chunsheng Zhu ◽  
Hongjuan Niu ◽  
Anzheng Nie ◽  
Meng Bian
Keyword(s):  
Molecular Docking ◽  
Tartaric Acid ◽  
Inhibitory Activity ◽  
High Speed ◽  
Edible Plant ◽  
Glycosidase Inhibitor ◽  
Hypoglycemic Drug ◽  
Inhibitory Activities ◽  
Counter Current

AbstractClerodendranthus Spicatus is a traditional Dais medi-edible plant and it has been proven to have good blood glucose-lowering efficacy. However, the material basis of Clerodendranthus Spicatus has not been clarified yet and therefore needs to be determined. In this paper, the effective ingredients of this medicine were purified by high-speed counter-current chromatography. Alongside, their potential hypoglycemic activity was determined by α-glucosidase inhibitory activities in vitro and molecular docking. Finally, five compounds were purified and identified as 2-caffeoyl-L-tartaric acid (1), N-(E)-caffeoyldopamine (2), rosmarinc acid (3), methyl rosmarinate (4), 6,7,8,3′,4′-Pentamethoxyflavone (5). Examination of α-glucosidase inhibitory activity in vitro showed that 2-caffeoyl-L-tartaric acid and rosmarinic acid had a higher inhibitory activity than acarbose. Molecular docking indicated that the affinity energy of the identified compounds ranged from − 7.6 to − 8.6 kcal/mol, a more desirable result than acarbose (− 6.6 kcal/mol). Particularly, rosmarinc acid with the lowest affinity energy of − 8.6 kcal/mol was wrapped with 6 hydrogen bonds. Overall, α-glucosidase inhibitory activities and molecular docking suggested that rosmarinc acid was likely to be a promising hypoglycemic drug.

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