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1

The effect of oleanolic and ursolic acids on the hemolytic properties and biofilm formation of Listeria monocytogenes

100%
Kurek A., Markowska K., Grudniak A. M., Janiszowska W., Wolska K. I.
Polish Journal of Microbiology
|
2014
|
tom 63
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nr 1
Oleanolic acid and ursolic acid are pentacyclic triterpenoids isolated from a variety of medicinal plants, which have antibacterial activity. Listeria monocytogenes is a Gram-positive facultative pathogen, being the causative agent of listeriosis. The present study was carried out to evaluate the in vitro effect of sub-inhibitory concentrations of both triterpene acids on the pathogenicity determinants of L. monocytogenes: their hemolytic activity and biofilm forming ability. Oleanolic and ursolic acids inhibited listeriolysin O activity without influencing toxin secretion. Biofilm formation, and the viability of L. monocytogenes cells in biofilms was diminished by both compounds. Thus, both acids affected L. monocytogenes virulence. It was also demonstrated that oleanolic acid bound to the peptidoglycan of L. monocytogenes and this interaction was influenced by teichoic acids.
2

Specificity of the tonoplast transport of the oleanolic acid monoglycosides in the vacuoles from Calendula officinalis leaves

100%
Szakiel A., Janiszowska W.
Acta Biochimica Polonica
|
1997
|
tom 44
|
nr 2
The specificity of two separate tonoplast permeases transporting oleanolic acid glycosides was investigated in vacuoles isolated from leaf protoplasts of marigold (Calendula officinalis) with the use of chemically synthesized analogs. The results indicate that the proper structure of both parts of oleanolic acid monoglycoside, i.e. aglycon and the sugar moiety, are required for binding to a specific tonoplast carrier.
3

The kinetics of transport of oleanolic acid monoglycosides into vacuoles isolated from Calendula officinalis leaf protoplasts

100%
Szakiel A., Janiszowska W.
Acta Biochimica Polonica
|
1993
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tom 40
|
nr 1
4

Metabolism of [3-3H]oleanolic acid in the isolated Calendula officinalis leaf cells and transport of the synthesized glycosides to the cell wall and the extracellular space

100%
Szakiel A., Wasiukiewicz I., Janiszowska W.
Acta Biochimica Polonica
|
1995
|
tom 42
|
nr 1
It has been shown for the first time that [3-3H]oIeanolic acid glycosides formed in the cytosol of C. officinalis leaf cells are transported to the extracellular space in the form of pentaglucoside VI (44%), whereas glucuronides derived from [3-3H]oleanolic acid 3-O-monoglucuronide (29%) as well asa part of glucosides (24%) were transported into the cell walls.
5

HPLC determination of ursolic and oleanolic acids in Lamii albi flos

84%
Wojciak-Kosior M., Sowa I.
Herba Polonica
|
2009
|
tom 55
|
nr 4
25-31
Lamium album (Lamiaceae) is a herb used in therapy of various diseases. Oleanolic and urso­lic acid, bioactive triterpenes which often occur together in Lamiaceae family can influence the biological activity of this plant. A HPLC method with DAD detection was developed for the quantification of these compounds in L. albiflos. The best separation was achieved on RP18 column using mixture of acetonitrile, water and \% phosphoric acid (90:10:0.5 mNN) as a mobile phase, at 0.6 mlVmin flow rate and at a temperature of 10°C. Established calibration curve (r>0.999), precision (RSD values ranged from 0.2 % to 1.2 %), recovery (98.4-101.1 %), detection limit (0.12 /Jg/mL for oleanolic acid, 0.13/Jg/mL for ursolic acid) and quantification limit (0.42 /Jg/mL and 0.43 /Jg/mL, respectively) were found to be satis­factory for the proposed method. The determined contents of oleanolic and ursolic acid in L. albiflos were 33.9 /L/g/g and 112.3 ¿ig/g of dry herb, respectively.
6
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Permeation-enhancing properties of Nepeta cataria var. citriodora dry extract

84%
Winnicki A. M., Smieszek J. M., Partyka D., Modnicki D.
Herba Polonica
|
2013
|
tom 59
|
nr 3
This paper presents the research on permeation enhancing properties of Nepeta cataria var. citriodora (catnip) dry extract in comparison to oleanolic acid and ursolic acid. Progesterone was chosen as a model substance for permeation test. The hydrogels made of hydroxypropylmethylcellulose with progesterone, enhancers and ethanol were applied in the study. The in vitro progesterone penetration test was based on the method proposed by Fürst, using artificial lipophilic membranes which were made of colloxylin and dodecanol. Statistical analyses showed an increase in penetration of progesterone caused by catnip dry extract in comparison to ursolic acid and blank sample. HPLC assay was applied to study the effect of enhancers on progesterone physicochemical properties. The solubility of progesterone was tested in solvent systems corresponding to liquid phases of gels. The statistical increase in progesterone solubility was observed in the presence of dry extract in comparison to the result from ursolic acid-containing sample. The partition coefficient of progesterone was evaluated by standard procedures. The statistically significant reduction of log P values for progesterone was determined in the presence of catnip dry extract.
7

Reversibility of the oleanolic acid monoglycosides transport across the tonoplast in vacuoles isolated from Calendula officinalis leaves

84%
Szakiel A., Janiszowska W.
Acta Biochimica Polonica
|
1997
|
tom 44
|
nr 1
The possibility of the reversible tonoplast transport of oleanolic acid mono­glycosides was investigated in vacuoles isolated from Calendula officinalis leaf protoplasts. The obtained results point to the reversibility of the transport of monoglucoside I, whereas monoglucuronide F seems to be definitely stored in the vacuolar space.
8

The effect of inorganic pyrophosphate on the transport of oleanolic acid monoglycosides into vacuoles isolated from Calendula officinalis leaves

84%
Szakiel A., Janiszowska W.
Acta Biochimica Polonica
|
1998
|
tom 45
|
nr 3
The influence of exogenous inorganic pyrophosphate on the transport of oleanolic acid monoglucoside and monoglucuronide to vacuoles isolated from Calendula officinalis leaf protoplasts was studied. The results indicate that the transport of both monoglycosides is carrier-mediated; however, the transport of the the monoglucuronide is passive, and that of the monoglucoside active. The active transport of the monoglucoside is dependent on tonoplast energization created as a result of cooperation of two vacuolar proton pumps: H+-ATPase and H+-PPase.
9
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Content available

Pentacyclic triterpenoids and polyphenols accumulation in cell suspension culture of Chaenomeles japonica (Thunb.) Lindl. ex Spach

67%
Kikowska M., Wlodarczyk A., Stochmal A., Zuchowski J., Thiem B.
Herba Polonica
|
2019
|
tom 65
|
nr 1
Introduction: Callus and cell suspension cultures are widely applied in investigation of production of highvalue secondary metabolites, which may be used as cosmeceuticals, nutraceuticals and pharmaceuticals. Plant cell cultures are promising alternative to intact plant sources for the production of plant-derived drugs of industrial importance. Objective: The aim of the study was to (i) initiate the cell suspension culture of Chaenomeles japonica from homogenous and uniform callus, (ii) stabilize the selected line and (iii) verify its ability to produce the desired groups of secondary metabolites – pentacyclic triterpenoids and polyphenols. Methods: To establish a cell suspension culture, stabilized and homogeneous callus was selected. Cell cultures were systematically passaged every 2 weeks to fresh liquid medium with the same composition. Biomass from cultures at the growth phase and stationary phase was designated for phytochemical research. UHPLC-DAD-MS analyzes were performed. At the same time, their macroscopic and microscopic observations were carried out. Results: Cells of suspension culture line A2 were characterized by the intense divisions. Cell culture extracts (both from the growth phase and stationary phase) contained pentacyclic triterpenoids. In addition, phenolic compounds (chlorogenic acid and proanthocyanidins type B) and in a small amount also epicatechin are present in the extract of the cells harvested from the growth phase. In the present studies, three pentacyclic triterpenoids were detected and quantified in the extracts of cell suspensions and callus line A2. Ursolic and oleanolic acids were the main triterpenoids in the studied extracts. The cell suspension culture from the growth phase exhibited the highest content of ursolic, oleanolic, and betulinic acid (separately and together). Conclusion: The cell suspension culture of Chaenomeles japonica is a promising source of pentacyclic triterpenoids.
10

The effect of ursolic and oleanolic acids on human skin fibroblast cells

67%
Wojciak-Kosior M., Paduch R., Matysik-Wozniak A., Niedziela P., Donica H.
Folia Histochemica et Cytobiologica
|
2011
|
tom 49
|
nr 4
11

Distribution of triterpene acids and their derivatives in organs of cow-berry [Vaccinium vitis-idaea L.] plant

67%
Szakiel A., Mroczek A.
Acta Biochimica Polonica
|
2007
|
tom 54
|
nr 4
733-740
Wild berries of the genus Vaccinium have become increasingly popular in human health promotion due to their nutritional and medicinal properties. Some striking divergence of opinion about the content of triterpenoids in these plants still exists, meanwhile, this very large class of natural isoprenoids exhibits a wide range of biological activities and hence is of growing research interest. An investigation of triterpenoidal constituents from the cowberry (Vaccinium vitis-idaeaL.) plant led to the isolation of two isomeric acids:oleanolic and ursolic and the occurrence of their derivatives in this plant was demonstrated for the first time. Free triterpene acids as well as small amounts of their bound forms (presumable glycosides and glycoside esters) occur in fruits and the vegetative part of the plant, however, in various amounts and different ratios. The total content of both acids was the highest in organs regarded as traditional herbal resources, namely fruits and leaves (1 and 0.6% of dry mass, respectively), whereas it was markedly lower in stems and rhizomes. However, the rhizomes were in turn the plant organ containing relatively the highest amount of the bound forms of both acids (0.01% of dry mass). Ursolic acid was dominant in the whole plant, but the ratio of oleanolic to ursolic acid was significantly different in individual organs, decreasing from the upper (fruits 1:2.4, leaves 1:2) to the lower (stems 1:3.5, rhizomes 1:5.2) parts of the plant. This pattern of distribution of triterpenoids in the plant may have an important physiological and ecological meaning.
12

Metabolism of [3-3H]oleanolic acid in Calendula officinalis L. roots

67%
Ruszkowski D., Szakiel A., Janiszowska W.
Acta Physiologiae Plantarum
|
2003
|
tom 25
|
nr 4
13

A comparison of the antiviral activity of three triterpenoids isolated from Betula alba bark

67%
Kaminska T., Kaczor J., Rzeski W., Wejksza K., Kandefer-Szerszen M., Witek M.
Annales Universitatis Mariae Curie-Sklodowska. Sectio C, Biologia
|
2004
|
tom 59
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