Simultaneous Quantification of Ursolic and Oleanolic Acids in Glechoma hederacea and Glechoma hirsuta by UPLC/MS/MS

Planta Medica ◽  
2021 ◽  
Author(s):  
Karolina Grabowska ◽  
Paweł Żmudzki ◽  
Dagmara Wróbel-Biedrawa ◽  
Irma Podolak
Keyword(s):  
Ethyl Acetate ◽  
Ursolic Acid ◽  
Oleanolic Acid ◽  
Dry Weight ◽  
Future Application ◽  
Plant Materials ◽  
Plant Parts ◽  
Simultaneous Quantification ◽  
Aerial Parts ◽  
Glechoma Hederacea

AbstractThe content of ursolic acid and oleanolic acid was determined in different plant parts of two Glechoma species, G. hederacea and G. hirsuta. To achieve optimal extraction conditions of ursolic acid and oleanolic acid from plant material, several methods including maceration, heat reflux, Soxhlet, and ultrasonic extraction, as well as various solvents (methanol, dichloromethane, ethyl acetate), were investigated and compared.For the simultaneous quantification of pentacyclic triterpenes in extracts from Glechoma sp., an UPLC-MS/MS was developed and validated. The method exhibited good linearity, precision, and recovery, and it also was simple, specific, and fast. We developed the method for future application in the quality control of plant materials and botanical extracts containing ursolic acid and oleanolic acid. With regard to the triterpene constituents, both G. hederacea and G. hirsuta can be used equally, and the aboveground parts of both species, but the leaves especially, are abundant sources of ursolic acid (7.1 – 7.5 mg/g dry weight [DW]). Dichloromethane as an extractant provided the best extraction efficiency as well as selectivity to obtain Glechoma extracts rich in triterpenes as compared to methanol and ethyl acetate, regardless of the particular extraction technique. Dry dichloromethane extracts from aerial parts of Glechoma sp. obtained by the heat reflux method resulted in products with a high content of UA (17 – 25% w/w) are considered to be convenient and rich sources of this compound.

scholarly journals Variation of Bioactive Secondary Metabolites in Hypericum triquetrifolium Turra from Wild Populations of Turkey

2008 ◽  
Vol 3 (10) ◽  
pp. 1934578X0800301 ◽  
Author(s):  
Necdet Çamaş ◽  
Jolita Radušienė ◽  
Ali Kemal Ayan ◽  
Cüneyt Çırak ◽  
Valdimaras Janulis ◽  
...  
Keyword(s):  
Plant Material ◽  
Room Temperature ◽  
Dry Weight ◽  
Wild Populations ◽  
Plant Materials ◽  
Plant Parts ◽  
Aerial Parts ◽  
Full Flowering ◽  
Bioactive Secondary Metabolites ◽  
Chemical Contents

The present study was conducted to determine the variation in the content of hyperforin, hypericin and pseudohypericin in Hypericum triquetrifolium Turra growing wild in four locations of Turkey. The aerial parts, representing a total of 30 individuals, were collected at full flowering and dissected into floral, leaf and stem tissues. After drying at room temperature, the plant materials were assayed for their chemical contents by HPLC. The populations varied significantly in chemical contents. Hyperforin content ranged from 0.05 to 0.56 mg/g, hypericin from 0.74–1.98 mg/g, and pseudohypericin from 0.72–2.26 mg/g, dry weight. Among the different plant parts, the flowers were found to be the principle organ for hyperforin accumulation, while hypericin and pseudohypericin were accumulated mainly in leaves. Such kinds of data could be useful for optimizing the processing methodology of wild-harvested plant material and phytochemical evaluation of H. triquetrifolium.

scholarly journals A New Triterpene Glucoside from Genista numidica

2018 ◽  
Vol 13 (9) ◽  
pp. 1934578X1801300
Author(s):  
Feryal Benayache ◽  
Massimiliano D'Ambola ◽  
Roberta Cotugno ◽  
Massika Chaouche ◽  
Samir Benayache ◽  
...  
Keyword(s):  
Ethyl Acetate ◽  
Cell Lines ◽  
Oleanolic Acid ◽  
Hela Cells ◽  
Antiproliferative Activity ◽  
Mcf7 Cell ◽  
2D Nmr ◽  
Aerial Parts ◽  
Ethyl Acetate Extracts

A new oleanolic acid triterpene glucoside, 3- O-β-D-glucopyranosyl-3β,21β,28-trihydroxy-olean-12-en-27-oic acid (1), has been isolated together with twelve known compounds from the chloroform and ethyl acetate extracts of Genista numidica Spach (Fabaceae) aerial parts. The structures were elucidated by spectroscopic and spectrometric analyses, mainly 1D-, 2D-NMR and MS data, and comparison with the literature. The antiproliferative activity of isolates was investigated on Jurkat, HeLa, and MCF7 cell lines. The most active triterpene, 3- O-β-D-glucopyranosyl-olean-12-en-3β,27,28,29-tetraol, showed activity in all cell lines. Further studies revealed that this compound induced in HeLa cells a cytostatic response.

scholarly journals A PHYTOCHEMICAL STUDY ON EUPATORIUM GLANDULOSUM

2019 ◽  
pp. 77-80
Author(s):  
SILPA M ◽  
SURESH JOGHEE ◽  
HAMSALAKSHMI
Keyword(s):  
Ethyl Acetate ◽  
Water Soluble ◽  
Phytochemical Analysis ◽  
Flavonoid Content ◽  
Plant Materials ◽  
Phytochemical Study ◽  
Aerial Parts ◽  
Standard Procedures ◽  
Soxhlet Method ◽  
Alcohol Ethyl

Objective: Eupatorium glandulosum is a useful medicinal plant belongs to the family Asteraceae. It is traditionally used to treat various diseases such as wound healing, antioxidant, and antiproliferative. The present study was aimed to investigate the physicochemical and phytochemical properties of various extracts of aerial parts of E. glandulosum. Methods: The E. glandulosum plant materials were extracted using the solvents alcohol, ethyl acetate, and chloroform by Soxhlet method. The extracts were screened for physiochemical constants, preliminary phytochemical analysis for carbohydrates, glycosides, alkaloids, flavonoids, phenols, tannins, and saponins. The quantitative phytochemical analysis was carried out for total flavonoid and total phenols using standard procedures. Results: The physiochemical constituents such as total ash, acid-insoluble ash, and water-soluble ash were found to be 14.25% (w/w), 5% (w/w), and 7.30% (w/w), respectively. The preliminary phytochemical screening confirmed the presence of carbohydrates, glycosides, alkaloids, flavonoids, phenols, tannins, and saponins. The flavonoid content of the plant extracts was found to be in the descending order ethyl acetate ˃alcohol ˃chloroform and the phenolic content was found to be alcohol ˃ethyl acetate ˃chloroform. Conclusion: The result showed the presence of phytochemical constituents and higher values of phenolic and flavonoid content make the plant useful for the formulation of the different drugs for human uses for treating various diseases.

LC-MS- and NMR-Guided Isolation of Monoterpene Dimers from Cultivated Thymus vulgaris Varico 3 Hybrid and Their Antityrosinase Activity

Planta Medica ◽  
2019 ◽  
Vol 85 (11/12) ◽  
pp. 941-946 ◽  
Author(s):  
Ilias Stefanis ◽  
Dimitra Hadjipavlou-Litina ◽  
Anna-Rita Bilia ◽  
Anastasia Karioti
Keyword(s):  
Ursolic Acid ◽  
Oleanolic Acid ◽  
Inhibitory Activity ◽  
Kojic Acid ◽  
2D Nmr ◽  
Thymus Vulgaris ◽  
Reference Compound ◽  
Aerial Parts ◽  
Spectroscopic Analyses ◽  
Antityrosinase Activity

AbstractTargeted isolation based on a combination of NMR and HPLC-PDA-MS of a dichloromethane extract of Thymus vulgaris Varico 3 aerial parts afforded one new p-cymene dimer, 6,3′,4′-trihydroxy-5,5′-diisopropyl-2,2′-dimethylbiphenyl (1), together with two known p-cymene derivatives (2 and 3), as well as five known compounds, namely, thymol (4), oleanolic acid (5), ursolic acid (6), cirsimaritin (7), and xanthomicrol (8). The structural elucidation of all compounds was performed by spectroscopic analyses, including 1D and 2D NMR, and HRESIMS experiments. The biphenyls were assayed for their inhibitory activity on tyrosinase. Compounds 2 and 3 showed negligible activity on tyrosinase, while compound 1 effectively inhibited the enzyme with 35% (± 0.3) inhibitory activity, higher than the inhibition of the reference compound kojic acid (18.6 ± 0.02).

Camptothecin yield and distribution within Camptotheca acuminata trees cultivated in Louisiana

1996 ◽  
Vol 74 (3) ◽  
pp. 360-365 ◽  
Author(s):  
Zhijun Liu ◽  
John Adams
Keyword(s):  
Medicinal Plants ◽  
Antitumor Activity ◽  
Dry Weight ◽  
Growing Season ◽  
Camptotheca Acuminata ◽  
Plant Component ◽  
Plant Materials ◽  
Plant Parts ◽  
Raw Plant Materials ◽  
Component Field

Camptotheca acuminata plantations were established in southern Louisiana in an effort to provide raw plant materials for deriving camptothecins, compounds having antitumor activity. This study was conducted to evaluate the growth and camptothecin distribution within the trees. It was found that all plant parts contained camptothecins following 1 year of growth in the field. Branches, roots, and stems accumulated significantly higher concentrations of camptothecins than leaves. Bark was significantly higher in camptothecin concentration than wood. Younger and older tissues within a growing season were not significantly different in camptothecin concentrations. High correlation in camptothecin concentration was found between branch and stem, root and stem, and root and branch, whereas little correlation was observed between bark and wood, and leaf and any other plant component. Field-grown C. acuminata has the observed characteristic of multiple current-year branching. The proportion of bark in term of dry weight and dimension decreased as trees increased in diameter. Dried shoots (bulk) contained 0.042% camptothecin, and dried roots (bulk) contained 0.051% camptothecin. Keywords: Camptotheca acuminata, medicinal plants cultivation, camptothecin content, camptothecin distribution, biomass.

scholarly journals Secondary Metabolites ofHypericum leptophyllumHochst., an Endemic Turkish Species

2012 ◽  
Vol 2012 ◽  
pp. 1-4 ◽  
Author(s):  
Necdet Camas ◽  
Jolita Radusiene ◽  
Zydrunas Stanius ◽  
Omer Caliskan ◽  
Cuneyt Cirak
Keyword(s):  
Secondary Metabolites ◽  
Chlorogenic Acid ◽  
Room Temperature ◽  
Plant Tissues ◽  
Plant Materials ◽  
Plant Parts ◽  
Aerial Parts ◽  
Full Flowering ◽  
Metabolite Concentrations ◽  
First Time

In the present study, the presence of the phloroglucinol derivative hyperforin, the naphthodianthrones hypericin and pseudohypericin, the phenylpropane chlorogenic acid and the flavonoids rutin, hyperoside, kaempferol, isoquercetine, quercitrine, and quercetine was investigated inHypericum leptophyllumHochst., an endemic Turkish species for the first time. The aerial parts representing a total of 30 individuals were collected at full flowering and dissected into floral, leaf, and stem tissues. After being dried at room temperature, the plant materials were assayed for secondary metabolite concentrations by HPLC. Aerial plant parts accumulated chlorogenic acid, hyperoside, isoquercetine, quercitrine, and quercetine, but they did not accumulate hyperforin, hypericin, pseudohypericin, rutin, and kaempferol. Accumulation levels of the detected compounds varied with plant tissues. Such kind of data could be useful for elucidation of the chemotaxonomical significance of the corresponding compounds and phytochemical evaluation of this endemic species.

scholarly journals Anti-proliferative activity of ethyl acetate extracts of Tamarix gallica L. grown at different climatic conditions in Algeria

2018 ◽  
Vol 5 (2) ◽  
pp. 23-31 ◽  
Author(s):  
Ouroud Fellah ◽  
Samir Hameurlaine ◽  
Noureddine Gherraf ◽  
Amar Zellagui ◽  
Tahar Ali ◽  
...  
Keyword(s):  
Ethyl Acetate ◽  
Climatic Factors ◽  
Dry Weight ◽  
Climatic Conditions ◽  
Total Phenolic ◽  
Cervix Carcinoma ◽  
Aerial Parts ◽  
Hela Cell Lines ◽  
Rat Brain Tumor ◽  
Gallic Acid Equivalent

Abstract The aerial parts of T. gallica collected from three different locations (arid, humid and semi-arid) were extracted using ethyl acetate. The crude extracts were subjected to phenolic appraisal and antiproliferative activity using ELISA and xCELLigence assays. The total phenolic and flavonoids were evaluated using appropriate techniques to give a yield of total phenolics ranging between 238.46 and 348.56 mg GAE (Gallic acid equivalent)/g dry weight extract. The flavonoids yield was found to vary from 36.6 to 103.14 mg QE (quercetin equivalent)/g dry weight extract. Moreover, the extracts were tested against rat brain tumor (C6) and human cervix carcinoma (HeLa) cell lines and displayed important differences in activity. These disparities highlighted the effect of climatic factors as quality determinants of secondary metabolites and therefore as a key control of the biological therapeutic effect.

Seasonal variation of gastroprotective terpenoids in Maytenus robusta (Celastraceae) quantified by gas chromatography-flame ionization detection (GC-FID)

2016 ◽  
Vol 71 (11-12) ◽  
pp. 369-373 ◽  
Author(s):  
Tailyn Zermiani ◽  
Antonio A.S. Junior ◽  
Renê A. Ferreira ◽  
Theodoro M. Wagner ◽  
Marina S. Machado ◽  
...  
Keyword(s):  
Gas Chromatography ◽  
Seasonal Variation ◽  
Dry Weight ◽  
The Other ◽  
Flame Ionization Detection ◽  
Plant Parts ◽  
Ionization Detection ◽  
Flame Ionization ◽  
Aerial Parts ◽  
External Standard

Abstract The triterpenes friedelin (1), β-friedelinol (2) and 3,15-dioxo-21α-hydroxyfriedelane (3) in the aerial parts of Maytenus robusta, a Brazilian medicinal plant with antiulcer potential, were seasonally quantified by gas chromatography flame-ionization detection (GC-FID) using an external standard. The method was found to be linear, precise and sensitive. Compounds 1 and 2 were found in M. robusta leaves and branches, with highest concentrations in the leaves collected in autumn, i.e. 3.21 ± 0.16 and 12.60 ± 1.49 mg g−1 dry weight of 1 and 2, respectively. On the other hand, compound 3 was found only in the branches, with the highest concentrations in winter and autumn (0.21 ± 0.01 and 0.20 ± 0.02 mg g−1). The results allow to define the optimal season and plant parts for the collection of M. robusta as a phytotherapeutic drug.

scholarly journals Simultaneous Quantification of Bioactive Triterpene acids (Ursolic acid and Oleanolic acid) in Different Extracts of Eucalyptus globulus (L) by HPTLC Method

2017 ◽  
Vol 10 (1) ◽  
pp. 179-185 ◽  
Author(s):  
Arti Gupta ◽  
Pooja Maheta ◽  
Renu Chauhan ◽  
Sonia Pandey ◽  
Jitendra Singh Yadav ◽  
...  
Keyword(s):  
Ursolic Acid ◽  
Oleanolic Acid ◽  
Eucalyptus Globulus ◽  
Simultaneous Quantification ◽  
Triterpene Acids ◽  
Hptlc Method

Simultaneous Determination of Oleanolic Acid and Ursolic Acid in Leaves of Paulownia by HPLC

2013 ◽  
Vol 781-784 ◽  
pp. 787-791 ◽  
Author(s):  
Ya Li Xing ◽  
Liang Wu Bi ◽  
Zhen Dong Zhao ◽  
Tian Juan Xia
Keyword(s):  
Phosphoric Acid ◽  
Simultaneous Determination ◽  
Ursolic Acid ◽  
Oleanolic Acid ◽  
Flow Rate ◽  
Mobile Phase ◽  
Leaf Extract ◽  
Hplc Method ◽  
Simultaneous Quantification

A quick and accurate HPLC method has been developed for the simultaneous quantification of two bioactive triterpenes, ursolic acid and oleanolic acid in Paulownia leaves. The samples were analyzed on a Shim-pack ODS-CLC (M) (4.6 mm × 250 mm, 5 μm) column kept at 21 °C, using the methanol and aqueous phase containing 0.05%phosphoric acid with the volumetric ratio of 91.7:8.3 as the mobile phase at a flow rate of 0.6 mL/ min, and the detection wavelength was set at 210 nm. The method was validated and applied to the simultaneous quantification of the two triterpenes in Paulownia leaf extract. The standard curves were established in the range of 0.44 ~ 8.75 μg for oleanolic acid and 0.92 ~ 18.37 μg for ursolic acid. The contents of oleanolic acid and ursolic acid in leaves of Paulownia were determinated using the HPLC method and the contents were 3.87 mg/g and 13.61 mg/g, respectively.

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