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1.
Braz. J. Pharm. Sci. (Online) ; 58: e19731, 2022. tab, graf
Article in English | LILACS | ID: biblio-1394038

ABSTRACT

Abstract Poorly water-soluble drugs, such as the antifungal drug griseofulvin (GF), exhibit limited bioavailability, despite their high membrane permeability. Several technological approaches have been proposed to enhance the water solubility and bioavailability of GF, including micellar solubilization. Poloxamers are amphiphilic block copolymers that increase drug solubility by forming micelles and supra-micellar structures via molecular self-association. In this regard, the aim of this study was to evaluate the water solubility increment of GF by poloxamer 407 (P407) and its effect on the antifungal activity against three Trichophyton mentagrophytes and two T. rubrum isolates. The GF water solubility profile with P407 revealed a non-linear behavior, well-fitted by the sigmoid model of Morgan-Mercer-Flodin. The polymer promoted an 8-fold increase in GF water solubility. Fourier-transform infrared (FT-IR) spectroscopy, differential scanning calorimetry (DSC), and 2D nuclear magnetic resonance (NMR Roesy) spectroscopy suggested a GF-P407 interaction, which occurs in the GF cyclohexene ring. These results were supported by an increase in the water solubility of the GF impurities with the same molecular structure. The MIC values recorded for GF ranged from 0.0028 to 0.0172 mM, except for T. Mentagrophytes TME34. Notably, the micellar solubilization of GF did not increase its antifungal activity, which could be related to the high binding constant between GF and P407.


Subject(s)
Solubility , Spectrum Analysis/methods , Trichophyton/classification , Poloxamer/analogs & derivatives , Griseofulvin/agonists , Pharmaceutical Preparations/administration & dosage , Biological Availability , Magnetic Resonance Spectroscopy/methods , Molecular Structure , Antifungal Agents/administration & dosage
2.
Planta Med ; 86(2): 151-159, 2020 Jan.
Article in English | MEDLINE | ID: mdl-31777054

ABSTRACT

The biological properties of Achyrocline satureioides have been mostly ascribed to its major flavonoids quercetin (QCT), luteolin (LUT), and 3-O-methylquercetin (3OMQ). The present study aimed to optimize the extraction by dynamic maceration of the major phenolic compounds in order to obtain in a subsequent step a flavonoid-enriched fraction (FEF) using high performance countercurrent chromatography (HPCCC). A 3-level Box-Behnken design (BBD) was applied to maximize the extraction of the substances, using the plant : solvent ratio (X1 ), extraction time (X2 ), and ethanol concentration (X3 ) as factors. One-step HPCCC semipreparative separation with a solvent system composed of hexane : ethyl acetate : methanol : water (0.9 : 0.9 : 0.8 : 1.0, v/v) was employed to obtain the FEF. The second-order polynomial model was able to fit the experimental data adequately. The linear and quadratic terms of X3 were the most significant factors that affected all the responses. The positive linear term of X3 indicated a substantial increase in extraction yield, while the negative quadratic term showed a nonlinear tendency. Linear terms of X1 suggested a tendency to solvent saturation, except for QCT. The terms of X2 did not affect the responses substantially. The HPCCC method was found to be efficient and rapid for separating the FEF with 71% (w/w) flavonoid content. Overall, the developed extraction procedure coupled with HPCCC proved to be efficient for obtaining an enriched fraction with a very high content of flavonoids from A. satureioides.


Subject(s)
Achyrocline/chemistry , Countercurrent Distribution/methods , Flavonoids/isolation & purification , Plant Extracts/isolation & purification
3.
Braz. J. Pharm. Sci. (Online) ; 54(2): e17149, 2018. tab, graf
Article in English | LILACS | ID: biblio-951928

ABSTRACT

ABSTRACT Griseofulvin (GF) and terbinafine (TF) are commonly used drugs to treat dermatophytosis, a fungal infection of the skin. Today there is an increase in drug resistance to these antifungals which highlight the need for alternative synergistic therapies. Minimum Inhibitory Concentration (MIC) of GF and TF were determined against fungi clinical isolates from local hospitals with values ranging 0.03-2.0 µg mL-1 and 0.24-4.0 µg mL-1, respectively. A checkboard test was used to determine the combination of GF:TF which could induce an additive effect against the fungi isolates Multidrug-resistant isolates showed susceptibility after treatment with 16:2 µg mL-1 GF:TF. An MTT assay further verified that GF and TF combinations have greater additive effect against pathological and multidrug-resistant isolates than antifungals alone. Herein we disclose GF:TF combinations that could constitute as a possible new anti-dermatophyte therapy.


Subject(s)
In Vitro Techniques/methods , Drug Combinations , Griseofulvin/analysis , Tinea/pathology , Microbial Sensitivity Tests/instrumentation , Dermatomycoses/classification , Arthrodermataceae/classification , Antifungal Agents/analysis
4.
Pharm Biol ; 55(1): 406-415, 2017 Dec.
Article in English | MEDLINE | ID: mdl-27931150

ABSTRACT

CONTEXT: Uncaria tomentosa D.C. (Rubiaceae) has several biological activities, including activity against resistant Candida strains. The synergistic interaction with terbinafine or fluconazole can be an important alternative to overcome this resistance. OBJECTIVES: The potential synergy between a water insoluble fraction (WIF) from Uncaria tomentosa bark and the antifungals terbinafine (TRB) and fluconazole (FLZ) against non-Candida albicans resistant strains was investigated. MATERIALS AND METHODS: TRB and FLZ, alone and combined with WIF, were tested by the checkerboard procedure using the micro-dilution technique against seven isolates of Candida glabrata and C. krusei. The molecular interactions occurring outside the cell wall were evaluated by scanning electron microscopy, Fourier transform infrared (FT-IR) and differential scanning calorimetry (DSC) analysis. RESULTS: The checkerboard inhibitory assay demonstrated synergy for WIF:TRB and WIF:FLZ combinations, respectively. The best synergistic cell damage was demonstrated unequivocally for the associations of WIF and TRB (1.95:4.0 µg/mL) and WIF and FLZ (1.95:8.0 µg/mL). The comparison of the FT-IR spectra of the antifungal alone, and in combination with WIF, allows recognizing clear differences in 3000, 1600, 1400, and 700-800 cm-1 bands. Additionally, modifications on TRB and FLZ thermograms were clearly noticed after their combination with WIF. CONCLUSIONS: DSC and infrared analysis demonstrated intermolecular interactions between WIF and either TRB or FLZ. Hence, quite likely the synergistic effect is related to interaction events occurring outside the cell wall between antifungal and cat's claw proanthocyanidins. A direct action on the cell wall is suggested, without connection with the ABC efflux pump mechanism.


Subject(s)
Antifungal Agents/pharmacology , Candida/drug effects , Cat's Claw/chemistry , Drug Resistance, Fungal/drug effects , Fluconazole/pharmacology , Naphthalenes/pharmacology , Plant Extracts/pharmacology , Antifungal Agents/isolation & purification , Calorimetry, Differential Scanning , Candida/growth & development , Candida/ultrastructure , Cell Wall/drug effects , Cell Wall/ultrastructure , Drug Synergism , Microscopy, Electron, Scanning , Phytotherapy , Plant Bark , Plant Extracts/isolation & purification , Plants, Medicinal , Solubility , Spectroscopy, Fourier Transform Infrared , Terbinafine , Water/chemistry
5.
J Ethnopharmacol ; 189: 90-8, 2016 Aug 02.
Article in English | MEDLINE | ID: mdl-27180878

ABSTRACT

ETHNOPHARMACOLOGICAL RELEVANCE: Uncaria tomentosa (Willdenow ex Roemer & Schultes) DC. (Rubiaceae) or cat's claw is a climber vine from the South American rainforest used in folk medicine for cancer treatment. Its antitumor activity has been mostly ascribed to pentacyclic oxindole alkaloids (POA) from stem bark and leaves while the activity of tetracyclic oxindole alkaloids (TOA) remains unknown. In recent times, the occurrence of three chemotypes based on its oxindole alkaloid profile was noticed in U. tomentosa, namely, chemotype I (POA cis D/E ring junction); chemotype II (POA trans D/E ring junction) or chemotype III (TOA). Consequently, the relationship between the chemotype and cytotoxic and genotoxic activities deserves attention. AIM OF THE STUDY: To evaluate the influence of cat's claw chemotypes on genotoxicity and cytotoxicity against non malignant and malignant human cell line models. MATERIAL AND METHODS: Four authentic stem bark cat's claw samples (SI-SIV) and two leaf samples (LII and LIII) were analyzed by HPLC-PDA, properly extracted and fractioned by ion-exchange to obtain oxindole alkaloid purified fractions (OAPFs). The freeze-dried fractions were assayed for genotoxicity and cytotoxicity against human leukocytes (non malignant cell line) by the micronuclei frequency method and the alkaline comet DNA assay, and the trypan blue method, respectively. Moreover, the cytotoxicity of each OAPF was evaluated against a human bladder cancer cell line (T24) and human glioblastoma cell line (U-251-MG) by MTT method (malignant cell lines). Additionally, the isomerization of oxindole alkaloids throughout the course of cell incubation was monitored by HPLC-PDA. RESULTS: Based on HPLC-PDA analyses, sample SI was characterized as chemotype I, while samples SII and LII were characterized as chemotype II, and samples SIII, SIV and LIII as chemotype III. The chemotypes showed comparable cytotoxic activity toward malignant cell lines (T24 and U-251-MG) unlike human leukocytes (non malignant cell line), where this activity was clearly distinct. Chemotype II (POA trans D/E ring junction) showed a higher selectivity index (SI) against malignant cells (SI=1.11-3.04) than chemotype I (SI=0.10-0.19) and III (SI=0.21-0.57). No important genotoxic potential was found by micronuclei frequency and alkaline comet DNA assays. Despite the isomerization of oxindole alkaloids during the cell incubation, the chemotype of the cat's claw samples remained unchanged. CONCLUSION: Cat's claw chemotypes showed different selectivity against human malignant cells, so that the correct identification of each chemotype seems to be important to better understand its antitumor potential.


Subject(s)
Antineoplastic Agents, Phytogenic/pharmacology , Cat's Claw/chemistry , DNA Damage , Indole Alkaloids/pharmacology , Indoles/pharmacology , Leukocytes/drug effects , Neoplasms/drug therapy , Plant Extracts/pharmacology , Antineoplastic Agents, Phytogenic/chemistry , Antineoplastic Agents, Phytogenic/isolation & purification , Antineoplastic Agents, Phytogenic/toxicity , Cell Survival/drug effects , Chromatography, High Pressure Liquid , Chromatography, Ion Exchange , Comet Assay , Dose-Response Relationship, Drug , Humans , Indole Alkaloids/chemistry , Indole Alkaloids/isolation & purification , Indole Alkaloids/toxicity , Indoles/chemistry , Indoles/isolation & purification , Indoles/toxicity , Inhibitory Concentration 50 , Leukocytes/pathology , Male , Micronuclei, Chromosome-Defective/chemically induced , Micronucleus Tests , Molecular Structure , Neoplasms/pathology , Oxindoles , Phytotherapy , Plant Bark/chemistry , Plant Extracts/chemistry , Plant Extracts/isolation & purification , Plant Extracts/toxicity , Plant Leaves/chemistry , Plants, Medicinal , Risk Assessment , Structure-Activity Relationship
6.
PLoS One ; 10(7): e0131882, 2015.
Article in English | MEDLINE | ID: mdl-26154141

ABSTRACT

Uncaria tomentosa is widely used in folk medicine for the treatment of numerous diseases, such as urinary tract disease. Hemorrhagic cystitis (HE) is an inflammatory condition of the bladder associated with the use of anticancer drugs such as cyclophosphamide (CYP). Sodium 2-mercaptoethanesulfonate (Mesna) has been used to prevent the occurrence of HE, although this compound is not effective in established lesions. It has been demonstrated that the purinergic system is involved in several pathophysiological events. Among purinergic receptors, P2X7 deserves attention because it is involved in HE induced by CYP and, therefore, can be considered a therapeutic target. The objective of this study was to investigate the potential therapeutic effect of the quinovic acid glycosides purified fraction (QAPF) from U. tomentosa in the mouse model of CYP-induced HE. Pretreatment with QAPF not only had a protective effect on HE-induced urothelial damage (edema, hemorrhage and bladder wet weight) but was also able to control visceral pain, decrease IL-1ß levels and down-regulates P2X7 receptors, most likely by inhibit the neutrophils migration to the bladder. This research clearly demonstrates the promising anti-inflammatory properties of QAPF, supporting its use as complementary therapy. QAPF represents a promising therapeutic option for this pathological condition.


Subject(s)
Cat's Claw/chemistry , Cyclophosphamide/adverse effects , Cystitis/complications , Cystitis/drug therapy , Glycosides/therapeutic use , Hemorrhage/drug therapy , Triterpenes/therapeutic use , Animals , Behavior, Animal , Cystitis/chemically induced , Cystitis/physiopathology , Glycosides/isolation & purification , Glycosides/pharmacology , Hemorrhage/chemically induced , Hemorrhage/complications , Hemorrhage/physiopathology , Interleukin-1beta/metabolism , Male , Mice , Nociception/drug effects , Peroxidase/metabolism , Protective Agents/pharmacology , Protective Agents/therapeutic use , Receptors, Purinergic P2X7/metabolism , Triterpenes/isolation & purification , Triterpenes/pharmacology , Urinary Bladder/drug effects , Viscera/drug effects
7.
Food Chem Toxicol ; 67: 222-9, 2014 May.
Article in English | MEDLINE | ID: mdl-24607820

ABSTRACT

Bladder cancer is the second most prevalent malignancy in the genitourinary tract and remains a therapeutic challenge. In the search for new treatments, researchers have attempted to find compounds with low toxicity. With this goal in mind, Uncaria tomentosa is noteworthy because the bark and root of this species are widely used in traditional medicine and in adjuvant therapy for the treatment of numerous diseases. The objective of this study was to investigate the antitumor effect of one purified bioactive fraction of U.tomentosa bark on cell proliferation in two human bladder cancer cell lines, T24 and RT4. Quinovic acid glycosides purified fraction (QAPF) of U.tomentosa decreased the growth and viability of both T24 and RT4 cell lines. In T24 cells, QAPF induced apoptosis by activating caspase-3 and NF-κB. Further study showed that this fraction does not induce cell cycle arrest and does not alter PTEN and ERK levels. In conclusion, we demonstrated that QAPF of U.tomentosa has a potent inhibitory effect on the growth of human bladder cancer cell lines by inducing apoptosis through modulation of NF-κB, and we suggest that QAPF may become a potential therapeutic agent for the prevention and/or treatment of this cancer.


Subject(s)
Apoptosis/drug effects , Cat's Claw/chemistry , Glycosides/pharmacology , Triterpenes/pharmacology , Urinary Bladder Neoplasms/pathology , Cell Line, Tumor , Humans , Triterpenes/chemistry
8.
Food Chem Toxicol ; 66: 30-5, 2014 Apr.
Article in English | MEDLINE | ID: mdl-24447975

ABSTRACT

Uncaria tomentosa have been used to treat viral diseases such as herpes due to multiple pharmacological effects, but its therapeutic efficacy against this virus have not been reported yet. Thus, in vitro antiherpetic activity of hydroethanolic extract from barks, purified fractions of quinovic acid glycosides and oxindole alkaloids was evaluated by plaque reduction assay, including mechanistic studies (virucidal, attachment and penetration action). Once exposure to physical agents might lead to reactivation of the herpetic infection, antimutagenic effect (pre-, simultaneous and post-treatment protocols) was also evaluated by Comet assay. The antiherpetic activity from the samples under investigation seemed to be associated with the presence of polyphenols or their synergistic effect with oxindole alkaloids or quinovic acid glycosides, once both purified fractions did not present activity when evaluated alone. Inhibition of viral attachment in the host cells was the main mechanism of antiviral activity. Although both purified fractions displayed the lowest antimutagenic activity in pre and simultaneous treatment, they provided a similar effect to that of cat's claw hydroethanolic extract in post-treatment. Given that purified fractions may result in a reduced antiherpetic activity, the use of cat's claw hydroethanolic extract from barks should be prioritized in order to obtain a synergistic effect.


Subject(s)
Antimutagenic Agents/pharmacology , Antiviral Agents/pharmacology , Cat's Claw/chemistry , Herpesviridae/drug effects , Plant Extracts/pharmacology , Animals , Chlorocebus aethiops , Herpesviridae/growth & development , Vero Cells , Viral Plaque Assay
9.
Planta Med ; 79(15): 1413-20, 2013 Oct.
Article in English | MEDLINE | ID: mdl-23975868

ABSTRACT

The antitumor activity of Uncaria tomentosa, a native vine from the Amazonian rainforest, has been ascribed to pentacyclic oxindole alkaloids occurring in its bark. Former studies have shown that this activity, as well as its intensity, depends on whether cat's claw alkaloids occur as original compounds or isomerized derivatives. This work addresses this aspect, using T24 and RT4 human bladder cancer cell lines for that purpose. Bark samples were extracted by dynamic maceration, prepurified with cross-linked polyvinylpyrrolidone and properly fractioned by an ion exchange process to obtain an oxindole alkaloid purified fraction. Alkaloid isomerization was induced by heating it under reflux at 85 °C. Samples collected after 5, 15, and 45 min of heating were analyzed by HPLC-PDA, freeze-dried at once, and separately assayed using the non-isomerized purified fraction for comparison purposes. The latter showed significant and dose-dependent cytotoxic activity against both T24 and RT4 cancer cell lines (IC50: 164.13 and 137.23 µg/mL, respectively). However, results for both cell lines were equivalent to those observed for isomerized samples (p > 0.05). The alkaloid isomerization induced by the incubation conditions (buffered medium pH 7.4 and temperature 37 °C) helps to explain the similar results obtained from non-isomerized and isomerized samples. Mitraphylline, speciophylline, uncarine F, and, to a lesser degree, pteropodine were more susceptible to isomerization under the incubation conditions. Thus, the alkaloid profile of all fractions and their cytotoxic activities against T24 and RT4 human bladder cancer cell lines are determined to a large extent by the incubation conditions.


Subject(s)
Antineoplastic Agents, Phytogenic/chemistry , Cat's Claw/chemistry , Indole Alkaloids/chemistry , Indoles/chemistry , Phytotherapy , Plant Extracts/chemistry , Urinary Bladder Neoplasms/drug therapy , Antineoplastic Agents, Phytogenic/isolation & purification , Antineoplastic Agents, Phytogenic/therapeutic use , Cell Line, Tumor , Hot Temperature , Humans , Indole Alkaloids/isolation & purification , Indole Alkaloids/therapeutic use , Indoles/isolation & purification , Indoles/therapeutic use , Isomerism , Oxindoles , Plant Bark , Plant Extracts/therapeutic use
10.
J Med Food ; 15(12): 1073-80, 2012 Dec.
Article in English | MEDLINE | ID: mdl-23134458

ABSTRACT

The triterpene chikusetsusaponin IVa was isolated from the fruit of Ilex paraguariensis. Using biochemical and pharmacological methods, we demonstrated that chikusetsusaponin IVa (1) prolongs the recalcification time, prothrombin time, activated partial thromboplastin time, and thrombin time of normal human plasma in a dose-dependent manner, (2) inhibits the amidolytic activity of thrombin and factor Xa upon synthetic substrates S2238 and S2222, (3) inhibits thrombin-induced fibrinogen clotting (50% inhibition concentration, 199.4 ± 9.1 µM), and (4) inhibits thrombin- and collagen-induced platelet aggregation. The results also indicate that chikusetsusaponin IVa preferentially inhibits thrombin in a competitive manner (K(i)=219.6 µM). Furthermore, when administered intravenously to rats, chikusetsusaponin IVa inhibited thrombus formation in a stasis model of venous thrombosis, although it did not induce a significant bleeding effect. Chikusetsusaponin IVa also prolonged the ex vivo activated partial thromboplastin time. Altogether, these data suggest that chikusetsusaponin IVa exerts antithrombotic effects, including minor hemorrhagic events. This appears to be important for the development of new therapeutic agents.


Subject(s)
Fibrinolytic Agents/pharmacology , Ilex paraguariensis/chemistry , Oleanolic Acid/analogs & derivatives , Plant Extracts/pharmacology , Saponins/pharmacology , Animals , Bleeding Time , Blood Coagulation/drug effects , Factor Xa/metabolism , Factor Xa Inhibitors , Hemostasis/drug effects , Humans , Linear Models , Male , Oleanolic Acid/pharmacology , Partial Thromboplastin Time , Platelet Aggregation/drug effects , Platelet Aggregation Inhibitors/pharmacology , Rats , Rats, Wistar , Thrombin/antagonists & inhibitors , Thrombin/metabolism , Thrombin Time
11.
J Ethnopharmacol ; 144(3): 735-40, 2012 Dec 18.
Article in English | MEDLINE | ID: mdl-23088849

ABSTRACT

ETHNOPHARMACOLOGICAL RELEVANCE: Ilex paraguariensis A. St. Hilaire (mate) has traditionally been used in several South American countries to prepare tea-like beverages having stimulant effects on the CNS and appetite. In recent years, however, mate preparations have been recommended putatively as an appetite suppressant and slimming remedy. Moreover, studies carried out on either normal or diet-induced obese rats treated with mate extracts revealed anti-obesity and satiety effects, thus refuting ethnopharmacological data. In this work, the effect of mate on the intra-abdominal and epididymal fat, and glucose oxidation levels after oral administration in male Wistar rats, was studied using crude extract from leaves, unripe fruits, and a chemically well-defined purified saponin fraction (MSF). MATERIAL AND METHODS: Saponin, polyphenol and methylxanthine contents in MSF were analyzed by HPLC-PDA and UPLC/Q-TOF-MS. Crude extracts from mate leaves (LAE) and unripe fruits (FHE) were assayed for comparison purposes. Male Wistar rats fed with standard diet and water ad libitum were used as the control group. RESULTS: The fat weight and both liver and adipose glucose oxidation were reduced significantly by MSF (35, 90 and 60%, respectively), while LAE and FHE were less active. Also, a significant lowering of the blood triglycerides level was observed in rats treated with MSF and LAE. All creatinine, urea, and transaminase plasma levels remained unaffected no matter what mate preparation was considered. It is also worth pointing out that the glucose blood level was increased after treatment with FHE. This finding did not correlate either with the content of methylxanthines, polyphenols or saponins. CONCLUSION: A reduction in both visceral fat weight and glucose oxidation of hepatic and adipose tissue in healthy rats fed with a standard diet could be ascribed to a purified mate saponin fraction from unripe fruits. These findings agree with former studies carried out with crude mate extracts and also suggest their potential use as an anti-obesity preparation. Nonetheless, further in vivo experiments are still required to corroborate its effect on human beings.


Subject(s)
Adipose Tissue/drug effects , Glucose/metabolism , Ilex paraguariensis , Plant Extracts/pharmacology , Saponins/pharmacology , Adipose Tissue/growth & development , Adipose Tissue/metabolism , Animals , Epididymis , Fruit , Liver/drug effects , Liver/metabolism , Male , Oxidation-Reduction , Plant Leaves , Rats , Rats, Wistar , Triglycerides/blood
12.
J Pharm Biomed Anal ; 62: 250-7, 2012 Mar 25.
Article in English | MEDLINE | ID: mdl-22296654

ABSTRACT

Uncaria tomentosa (Willd.) is a medicinal plant largely used in folk medicine due to its wide range of biological activities, many of which are usually ascribed to the two main classes of secondary metabolites, namely, alkaloids and quinovic acid glycosides. In this work, a reversed phase HPLC-PDA method was developed and validated for the assay of quinovic acid glycosides in crude and dried extracts of Uncaria tomentosa (Cat's claw) bark. The validation comprised tests of specificity, accuracy, linearity, intermediate precision, repeatability and limits of detection and of quantification. Alpha-hederin was used as the external standard. High coefficients of determination with lower R.S.D. were achieved for both external standard and crude extract. The structural characterization of the main quinovic acid glycosides presented in the crude extract was carried out through UPLC/Q-TOF-MS. The identities of the compounds were obtained through the comparison of their fragmentation patterns with those reported in the literature. The analytical method was successfully applied for quantifying quinovic acid glycosides in two different dried extracts from U. tomentosa and in one quinovic acid glycosides purified fraction.


Subject(s)
Cat's Claw/chemistry , Chromatography, High Pressure Liquid/methods , Glycosides/analysis , Spectrometry, Mass, Electrospray Ionization/methods , Triterpenes/analysis
13.
Phytochem Anal ; 23(4): 415-20, 2012.
Article in English | MEDLINE | ID: mdl-22105927

ABSTRACT

INTRODUCTION: Ilex paraguariensis A. St. Hil. (mate) is known in several South American countries because of the use of its leaves in stimulant herbal beverages. High saponin contents were reported in mate leaves and unripe fruits that possess a dissimilar composition. Two LC-UV methods previously reported for mate saponins assay focused on mate leaves and the quantification of the less polar saponin fraction in mate fruits. OBJECTIVE: To develop and validate a LC-UV method to assay the total content of saponins in unripe mate fruits and characterise the chemical structure of triterpenic saponins by UPLC/Q-TOF-MS. METHODOLOGY: From unripe fruits of mate a crude ethanolic extract was prepared (EX40) and the mate saponin fraction (MSF) purified by solid phase extraction. The LC-UV method was validated using ilexoside II as external standard. UPLC/Q-TOF-MS was adjusted from the LC-UV method to obtain the fragmentation patterns of the main saponins present in unripe fruits. RESULTS: Both LC-UV and UPLC/Q-TOF-MS methods indicate a wide range of Ilex saponins polarity. The ilexoside II and total saponin content of EX40 were 8.20% (w/w) and 47.60% (w/w), respectively. The total saponin content in unripe fruits was 7.28% (w/w). The saponins present in MSF characterised by UPLC/Q-TOF-MS are derived mainly from ursolic/oleanolic, acetyl ursolic or pomolic acid. CONCLUSION: The validated LC-UV method was shown to be linear, precise, accurate and to cover several saponins previously isolated from Ilex species and could be applied for the quality control of unripe fruit saponins.


Subject(s)
Fruit/chemistry , Ilex paraguariensis/chemistry , Mass Spectrometry/methods , Saponins/chemistry , Ultraviolet Rays , Chromatography, Liquid/methods , Ethanol/chemistry , Glycosides/chemistry , Limit of Detection , Molecular Structure , Oleanolic Acid/analogs & derivatives , Oleanolic Acid/chemistry , Plant Extracts/chemistry , Quality Control , Reference Standards , Reproducibility of Results , Saponins/analysis , Solid Phase Extraction , Triterpenes/chemistry , Ursolic Acid
14.
Fitoterapia ; 82(6): 818-26, 2011 Sep.
Article in English | MEDLINE | ID: mdl-21600272

ABSTRACT

This study analyzed the plasma lipid profile, glucose levels and fat deposits in male rats treated with aqueous extract of gross yerba mate, commercial yerba mate or water. Yerba mate treatment did not change body weight gain and lipid profile. The consumption of gross yerba mate significantly increased blood glucose (6.6 mmol/L) as compared to the water (4.8 mmol/L) and commercial group (5.2 mmol/L) and decreased epididymal and intra-abdominal deposits (10.1mg/g and 23.7 mg/g of weight) as compared to the water (15.4 mg/g and 36.9 mg/g of weight) and commercial group (12.5mg/g and 28 mg/g of weight). The results suggest that gross yerba mate reduces fat more efficiently but produces a greater increase in blood glucose when compared to commercial yerba mate and water groups.


Subject(s)
Adipose Tissue/drug effects , Blood Glucose/drug effects , Ilex paraguariensis/chemistry , Polyphenols/pharmacology , Saponins/pharmacology , Xanthines/pharmacology , Adipose Tissue/metabolism , Animals , Blood Glucose/metabolism , Body Weight/drug effects , Epididymis/metabolism , Intra-Abdominal Fat/drug effects , Male , Plant Components, Aerial/chemistry , Plant Extracts/chemistry , Plant Extracts/pharmacology , Polyphenols/chemistry , Polyphenols/isolation & purification , Random Allocation , Rats , Rats, Wistar , Saponins/chemistry , Saponins/isolation & purification , Xanthines/chemistry , Xanthines/isolation & purification
15.
Braz. j. pharm. sci ; 46(2): 237-243, Apr.-June 2010. ilus, tab
Article in English | LILACS | ID: lil-564890

ABSTRACT

Saponins are natural compounds able to form abundant foam, a desirable quality required in some chemical, foods, cosmetic and pharmaceutical processes. Ilex paraguariensis A. St. Hil. (Aquifoliaceae) known as mate, is a South American widely cultivated specie due to the preparation of a tea-like beverage from its leaves. Moreover, its green fruits are a rich source of non-toxic and very low haemolytic saponins. In this study, mate saponin fraction (MSF) was evaluated as a foam former, focusing on its foamability, foam lifetime, and film drainage in the presence of different electrolytes (ionic strength I = 0.024 M). Sodium dodecyl sulphate (SDS) and polysorbate 80 (Poly-80) were used as reference surfactants. The critical micelle concentration (CMC), the minimum attainable surface tension (γCMC), surface excess concentration (Γ) and cross-section molecular surface (A) values of MSF were comparable to those of Poly-80. The foamability of MSF and both reference surfactants was equivalent. The addition of MgCl2 resulted in a negative effect on MSF foamability. The salts NaCl, KBr, and KNO3 exhibited a negative influence on MSF foam lifetime. Similar behavior was observed for MSF film drainage (order of activity: Na2HPO4 > MgCl2 ≈ NaCl ≈ KNO3 > KBr), where a primary fast film drainage rate was followed by film thinning stabilization after around 5 min. The behavior described above seems to be uncorrelated to the solutions' zeta potential.


As saponinas são compostos naturais capazes de formar espuma abundante, qualidade desejável exigida em alguns processos químicos, alimentícios, cosméticos e farmacêuticos. Ilex paraguariensis A. St. Hil. (Aquifoliaceae), mais conhecida como mate, é uma espécie largamente cultivada devido ao consumo do chimarrão. Além disso, seus frutos verdes representam uma fonte rica de saponinas pouco tóxicas e pouco hemolíticas. Nesse trabalho avaliou-se a fração de saponinas de mate (MSF) como formadora de espuma, com ênfase na espumabilidade, permanência da espuma e drenagem do filme na presença de diferentes eletrólitos (I = 0,024 M). Dodecil sulfato de sódio (SDS) e polissorbato 80 (Poly-80) foram utilizados como tensoativos-referência. Os valores de concentração micelar crítica (CMC), tensão superficial na CMC (γCMC), concentração de excesso de superfície (Γ) e área do grupamento polar na interface (A) referente à MSF foram comparáveis ao Poly-80. A espumabilidade da MSF e de ambos os tensoativos-referência foram equivalentes. A adição de MgCl2 resultou em um efeito negativo sobre a espumabilidade de MSF. Os sais NaCl, KBr e KNO3 tiveram influência negativa sobre a estabilidade da espuma. Em relação à drenagem do filme de MSF, após 60 min. seguiu-se a ordem Na2HPO4 > MgCl2 ≈ NaCl ≈ KNO3 > KBr, caracterizando uma drenagem inicial acelerada seguida pelo equilíbrio hidrodinâmico do filme após 5 min. O comportamento observado parece não estar relacionado com o potencial zeta das soluções.


Subject(s)
/analysis , Foaming Agents , Fruit , Ilex paraguariensis , Saponins/analysis , Surface-Active Agents/chemistry
16.
Phytother Res ; 20(5): 348-51, 2006 May.
Article in English | MEDLINE | ID: mdl-16619361

ABSTRACT

The Passiflora extracts have been used in folk medicine because of its reputed sedative and anxiolytic properties. The present study aimed to compare the potential anxiolytic activity of two Passiflora spray-dried powders obtained from P. alata and P. edulis, known in Brazil as 'maracujá'. Male adult Swiss rats were treated with 200, 400 and 800 mg/kg of spray-dried powders p.o. and anxiolytic activity was evaluated using the elevated plus-maze test. The spray-dried powders showed anxiolytic activity in doses of 400 and 800 mg/kg. Our results support the potential anxiolytic effect of Passiflora spray-dried powders (P. alata and P. edulis).


Subject(s)
Anti-Anxiety Agents/pharmacology , Behavior, Animal/drug effects , Passiflora , Phytotherapy , Plant Extracts/pharmacology , Administration, Oral , Animals , Anti-Anxiety Agents/administration & dosage , Anti-Anxiety Agents/therapeutic use , Brazil , Dose-Response Relationship, Drug , Drug Compounding , Male , Maze Learning/drug effects , Medicine, Traditional , Plant Extracts/administration & dosage , Plant Extracts/therapeutic use , Plant Leaves , Rats , Rats, Wistar
18.
Rev. ciênc. farm ; 15: 183-95, 1993-1994. ilus
Article in Portuguese | LILACS | ID: lil-167903

ABSTRACT

Ateleia glazioviana Baillon, Leguminosae-Papilionoideae, árvore de ocorrência na regiäo de Palmeira das Missöes (RS), possui atividade tóxica para o gado, ictiotóxica e repelente de insetos, referida por populares do interior do estado. Do extrato de sementes e pericarpo alado, foram isolados três aminoácidos näo protéicos, dois dos quais identificados como ácido 1-aminociclobutano -1,3-dicarboxílico e Ð-acetilomitina


Subject(s)
Amino Acids/analysis , Plants, Toxic , Amino Acids/isolation & purification
19.
Rev. bras. farmacogn ; 1(2): 136-142, dez. 1986. tab
Article in Portuguese | LILACS | ID: lil-545551

ABSTRACT

O teor de rutina foi avaliado em extratos hidroalcoólicos de folha de Ateleia glazioviana Baill. Foram examinadas amostras coletadas em janeiro, maio, outubro e dezembro, constatando-se maior teor na amostra de outubro (primavera). Com o produto bruto e purificado obtido dessa amostra foram realizados ensaios de pureza e doseamento da rutina conforme F. Bras. III.


The hydroalcoholic extracts from dried leaves of Ateleia glazioviana Baill (Leguminosae - Papilionoideae) yeld rutin as one of the main compounds. Samples collected in January, May, October and December were evaluated. Analysis of the obtained rutin was performed according to F. Bras. III.

20.
Cad. farm ; 2(2): 153-61, ago.-dez. 1986.
Article in Portuguese | LILACS | ID: lil-47467

ABSTRACT

De caule e folhas de Ateleia glazioviana Baillon foram isoladas afrormosina e 5-metoxiafrormosina


Subject(s)
Isoflavones
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