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1.
Nat Prod Res ; 38(11): 1956-1960, 2024 Jun.
Article in English | MEDLINE | ID: mdl-38739565

ABSTRACT

Magonia pubescens is a natural species from the Brazilian cerrado biome. Its fruits and seeds are used in the treatment of seborrheic dermatitis, a common inflammatory skin disease. In this work, the known compounds lapachol, stigmasterol, maniladiol and scopoletin were isolated from hexane and dichloromethane extracts of M. pubescens branches. The aqueous extract of this material was fractioned through a liquid-liquid partition and the obtained fractions were analyzed by UHPLC-MS/MS. The results obtained were compared with data from three databases, leading to the putative identification of 51 compounds from different classes, including flavonoids, saponins and triterpenes. The cytotoxicity of aqueous fractions was assayed against breast cancer (MDA-MB-231) and leukemia (THP-1 and K562) cells. The best activity was observed for fraction AE3 against MDA-MB-231 cells (IC50 30.72 µg.mL-1).


Subject(s)
Antineoplastic Agents, Phytogenic , Breast Neoplasms , Phytochemicals , Plant Extracts , Humans , Plant Extracts/pharmacology , Plant Extracts/chemistry , Breast Neoplasms/drug therapy , Antineoplastic Agents, Phytogenic/pharmacology , Antineoplastic Agents, Phytogenic/chemistry , Cell Line, Tumor , Female , Phytochemicals/pharmacology , Phytochemicals/chemistry , Triterpenes/pharmacology , Triterpenes/chemistry , Brazil , Leukemia/drug therapy , Flavonoids/pharmacology , Flavonoids/chemistry , K562 Cells , Chromatography, High Pressure Liquid , Tandem Mass Spectrometry , Saponins/pharmacology , Saponins/chemistry , THP-1 Cells , Molecular Structure
2.
An Acad Bras Cienc ; 89(3): 1671-1681, 2017.
Article in English | MEDLINE | ID: mdl-28876392

ABSTRACT

Fatty acid methyl esters (FAMEs) were obtained from vegetable oils of soybean, corn and sunflower. The current study was focused on evaluating the antifungal activity of FAMEs mainly against Paracoccidioides spp., as well as testing the interaction of these compounds with commercial antifungal drugs and also their antioxidant potential. FAMEs presented small IC50 values (1.86-9.42 µg/mL). All three FAMEs tested showed antifungal activity against isolates of Paracoccidioides spp. with MIC values ranging from 15.6-500 µg/mL. Sunflower FAMEs exhibited antifungal activity that extended also to other genera, with an MIC of 15.6 µg/mL against Candida glabrata and C. krusei and 31.2 µg/mL against C. parapsilosis. FAMEs exhibited a synergetic effect with itraconazole. The antifungal activity of the FAMEs against isolates of Paracoccidioides spp. is likely due to the presence of methyl linoleate, the major compound present in all three FAMEs. The results obtained indicate the potential of FAMEs as sources for antifungal and antioxidant activity.


Subject(s)
Antifungal Agents/pharmacology , Biphenyl Compounds/pharmacology , Glycine max/chemistry , Helianthus/chemistry , Paracoccidioides/drug effects , Picrates/pharmacology , Plant Oils/pharmacology , Zea mays/chemistry , Antifungal Agents/isolation & purification , Biphenyl Compounds/isolation & purification , Drug Resistance, Fungal , Gas Chromatography-Mass Spectrometry , Lethal Dose 50 , Microbial Sensitivity Tests , Picrates/isolation & purification , Plant Oils/chemistry
3.
J Food Drug Anal ; 25(3): 589-596, 2017 Jul.
Article in English | MEDLINE | ID: mdl-28911645

ABSTRACT

The epidemiology of Staphylococcus aureus infections has evolved in recent years, as this species is a major Gram-positive pathogen associated with healthcare services. The antimicrobial resistance of this species raises an urgent need for new treatment strategies. Fruits play important nutritional and economic roles in society, but their biological and pharmacological features are poorly explored when compared to nonedible parts of plants such as barks and leaves. In this study, we show that the cashew apple juice [cashew juice pulp (CJP)] extract is active against the planktonic cells of S. aureus strains, and for the first time, we show that CJP is also active against S. aureus biofilms. High performance liquid chromatography and gas chromatography-mass spectrometry analyses were conducted to prospect for polyphenols and free carbohydrates, respectively. Cashew apple juice, which is rich in nutrients, is widely consumed in Brazil; therefore, the quality attributes of CJPs were investigated. Samples were evaluated for pH, total titratable acidity, vitamin C levels, and total soluble solids. We also detected an antagonistic interference of CJP when it was combined with different antimicrobial drugs.


Subject(s)
Anacardium , Anti-Bacterial Agents , Anti-Infective Agents , Brazil , Chromatography, High Pressure Liquid , Fruit , Gas Chromatography-Mass Spectrometry , Staphylococcus aureus
4.
An. acad. bras. ciênc ; 89(3): 1671-1681, July-Sept. 2017. tab, graf
Article in English | LILACS | ID: biblio-886765

ABSTRACT

ABSTRACT Fatty acid methyl esters (FAMEs) were obtained from vegetable oils of soybean, corn and sunflower. The current study was focused on evaluating the antifungal activity of FAMEs mainly against Paracoccidioides spp., as well as testing the interaction of these compounds with commercial antifungal drugs and also their antioxidant potential. FAMEs presented small IC50 values (1.86-9.42 μg/mL). All three FAMEs tested showed antifungal activity against isolates of Paracoccidioides spp. with MIC values ranging from 15.6-500 µg/mL. Sunflower FAMEs exhibited antifungal activity that extended also to other genera, with an MIC of 15.6 μg/mL against Candida glabrata and C. krusei and 31.2 μg/mL against C. parapsilosis. FAMEs exhibited a synergetic effect with itraconazole. The antifungal activity of the FAMEs against isolates of Paracoccidioides spp. is likely due to the presence of methyl linoleate, the major compound present in all three FAMEs. The results obtained indicate the potential of FAMEs as sources for antifungal and antioxidant activity.


Subject(s)
Paracoccidioides/drug effects , Picrates/pharmacology , Glycine max/chemistry , Biphenyl Compounds/pharmacology , Plant Oils/pharmacology , Zea mays/chemistry , Helianthus/chemistry , Antifungal Agents/pharmacology , Picrates/isolation & purification , Biphenyl Compounds/isolation & purification , Plant Oils/chemistry , Microbial Sensitivity Tests , Drug Resistance, Fungal , Lethal Dose 50 , Gas Chromatography-Mass Spectrometry , Antifungal Agents/isolation & purification
5.
Front Microbiol ; 7: 2053, 2016.
Article in English | MEDLINE | ID: mdl-28066374

ABSTRACT

Pseudomonas aeruginosa is an important pathogen in opportunistic infections in humans. The increased incidence of antimicrobial-resistant P. aeruginosa isolates has highlighted the need for novel and more potent therapies against this microorganism. Annona glabra is known for presenting different compounds with diverse biological activities, such as anti-tumor and immunomodulatory activities. Although other species of the family display antimicrobial actions, this has not yet been reported for A. glabra. Here, we investigated the antimicrobial activity of the ethyl acetate fraction (EAF) obtained from the leaf hydroalcoholic extract of A. glabra. EAF was bactericidal against different strains of P. aeruginosa. EAF also presented with a time- and concentration-dependent effect on P. aeruginosa viability. Testing of different EAF sub-fractions showed that the sub-fraction 32-33 (SF32-33) was the most effective against P. aeruginosa. Analysis of the chemical constituents of SF32-33 demonstrated a high content of flavonoids. Incubation of this active sub-fraction with P. aeruginosa ATCC 27983 triggered an endothermic reaction, which was accompanied by an increased electric charge, suggesting a high binding of SF32-33 compounds to bacterial cell walls. Collectively, our results suggest that A. glabra-derived compounds, especially flavonoids, may be useful for treating infections caused by P. aeruginosa.

6.
Mem Inst Oswaldo Cruz ; 110(1): 65-74, 2015 Feb.
Article in English | MEDLINE | ID: mdl-25742265

ABSTRACT

Aiming to identify new sources of bioactive secondary metabolites, we isolated 82 endophytic fungi from stems and barks of the native Brazilian tree Caesalpinia echinata Lam. (Fabaceae). We tested their ethyl acetate extracts in several in vitro assays. The organic extracts from three isolates showed antibacterial activity against Staphylococcus aureus and Escherichia coli [minimal inhibitory concentration (MIC) 32-64 µg/mL]. One isolate inhibited the growth of Salmonella typhimurium (MIC 64 µg/mL) and two isolates inhibited the growth of Klebsiella oxytoca (MIC 64 µg/mL), Candida albicans and Candida tropicalis (MIC 64-128 µg/mL). Fourteen extracts at a concentration of 20 µg/mL showed antitumour activities against human breast cancer and human renal cancer cells, while two isolates showed anti-tumour activities against human melanoma cancer cells. Six extracts were able to reduce the proliferation of human peripheral blood mononuclear cells, indicating some degree of selective toxicity. Four isolates were able to inhibit Leishmania (Leishmania) amazonensis and one isolate inhibited Trypanosoma cruzi by at least 40% at 20 µg/mL. The trypanocidal extract obtained from Fusarium sp. [KF611679] culture was subjected to bioguided fractionation, which revealed beauvericin as the compound responsible for the observed toxicity of Fusarium sp. to T. cruzi. This depsipeptide showed a half maximal inhibitory concentration of 1.9 µg/mL (2.43 µM) in a T. cruzi cellular culture assay.


Subject(s)
Caesalpinia/microbiology , Depsipeptides/pharmacology , Endophytes/isolation & purification , Fusarium/isolation & purification , Trypanocidal Agents/pharmacology , Trypanosoma cruzi/drug effects , Anti-Infective Agents/isolation & purification , Anti-Infective Agents/pharmacology , Candida albicans/drug effects , Cell Line, Tumor/drug effects , Chemical Fractionation , Complex Mixtures , DNA Primers , Depsipeptides/isolation & purification , Endophytes/classification , Enterobacteriaceae/drug effects , Fusarium/metabolism , Gram-Positive Endospore-Forming Rods/drug effects , Humans , Leishmania/drug effects , Leukocytes, Mononuclear/drug effects , Microbial Sensitivity Tests , Pseudomonas aeruginosa/drug effects , Trypanocidal Agents/isolation & purification
7.
Mem. Inst. Oswaldo Cruz ; 110(1): 65-74, 03/02/2015. tab, graf
Article in English | LILACS | ID: lil-741608

ABSTRACT

Aiming to identify new sources of bioactive secondary metabolites, we isolated 82 endophytic fungi from stems and barks of the native Brazilian tree Caesalpinia echinata Lam. (Fabaceae). We tested their ethyl acetate extracts in several in vitro assays. The organic extracts from three isolates showed antibacterial activity against Staphylococcus aureus and Escherichia coli [minimal inhibitory concentration (MIC) 32-64 μg/mL]. One isolate inhibited the growth of Salmonella typhimurium (MIC 64 μg/mL) and two isolates inhibited the growth of Klebsiella oxytoca (MIC 64 μg/mL), Candida albicans and Candida tropicalis (MIC 64-128 μg/mL). Fourteen extracts at a concentration of 20 μg/mL showed antitumour activities against human breast cancer and human renal cancer cells, while two isolates showed anti-tumour activities against human melanoma cancer cells. Six extracts were able to reduce the proliferation of human peripheral blood mononuclear cells, indicating some degree of selective toxicity. Four isolates were able to inhibit Leishmania (Leishmania) amazonensis and one isolate inhibited Trypanosoma cruzi by at least 40% at 20 μg/mL. The trypanocidal extract obtained from Fusarium sp. [KF611679] culture was subjected to bioguided fractionation, which revealed beauvericin as the compound responsible for the observed toxicity of Fusarium sp. to T. cruzi. This depsipeptide showed a half maximal inhibitory concentration of 1.9 μg/mL (2.43 μM) in a T. cruzi cellular culture assay.


Subject(s)
Animals , Humans , Anti-Bacterial Agents/isolation & purification , Food Preservatives/isolation & purification , Myrica/chemistry , Perciformes/microbiology , Plant Extracts/isolation & purification , Plant Leaves/chemistry , Seafood/microbiology , Anti-Bacterial Agents/adverse effects , Anti-Bacterial Agents/chemistry , China , Food Quality , Food Storage , Food Preservatives/adverse effects , Food Preservatives/chemistry , Foodborne Diseases/microbiology , Foodborne Diseases/prevention & control , Gram-Negative Bacteria/growth & development , Gram-Negative Bacteria/isolation & purification , Gram-Positive Bacteria/growth & development , Gram-Positive Bacteria/isolation & purification , Hydrogen-Ion Concentration , Lipid Peroxidation , Microbial Sensitivity Tests , Pacific Ocean , Proteolysis , Plant Extracts/adverse effects , Plant Extracts/chemistry , Seafood/analysis
8.
Braz. j. microbiol ; 45(4): 1341-1347, Oct.-Dec. 2014. graf, tab
Article in English | LILACS | ID: lil-741285

ABSTRACT

Bacterial infections cause thousands of deaths in the world every year. In most cases, infections are more serious because the patient is already weakened, and often, the bacteria are already resistant to the antibiotics used. Counterparting this negative scenario, the interest in medicinal plants as an alternative to the synthetic antimicrobial drugs is blossoming worldwide. In the present work, we identified the volatile compounds of ethanol extracts of Melissa officinalis, Mentha sp., Ocimum basilicum, Plectranthus barbatus, and Rosmarinus officinalis by gas chromatography/mass spectrometry (GC/MS). Also was evaluated antimicrobial activity of ethanol extracts against 6 bacteria of clinical interest, and was tested the interaction of these extracts with a commercial antibiotic streptomycin. Phytol was a compound identified in all extracts by GC/MS, being majoritary component in Plectranthus barbatus and Rosmarinus officinalis. The Gram-positive bacteria were more sensitive to ethanol extracts, and Plectranthus barbatus and Rosmarinus officinalis were the most active extracts. Ethanol extracts exhibited a synergetic effect with streptomycin. These results encourage additional studies, in order to evaluate the possibilities of using ethanol extracts of Lamiaceae family as natural source for antibacterial activity.


Subject(s)
Humans , Anti-Bacterial Agents/pharmacology , Bacteria/drug effects , Drug Synergism , Lamiaceae/chemistry , Plant Extracts/pharmacology , Streptomycin/pharmacology , Volatile Organic Compounds/pharmacology , Anti-Bacterial Agents/isolation & purification , Gas Chromatography-Mass Spectrometry , Microbial Sensitivity Tests , Plant Extracts/isolation & purification , Volatile Organic Compounds/isolation & purification
9.
Bioresour Technol ; 161: 320-6, 2014 Jun.
Article in English | MEDLINE | ID: mdl-24727354

ABSTRACT

This study aimed to evaluate the effect of medium composition and culture conditions on lipid content, fatty acid profile and biomass production by the yeast Yarrowia lipolytica QU21. Lipid production by the yeast growing on glycerol/(NH4)2SO4 (10%/0.1%) reached 1.48g/L (30.1% according to total cell dry weight). When glycerol was replaced by crude glycerol (industrial waste), the lipid yield was 1.27g/L, with no significant difference. Some particular fatty acids were found when crude glycerol was combined with fresh yeast extract (FYE, brewery waste), as linolenic acid (C18:3n3), eicosadienoic acid (C20:2), eicosatrienoic acid (C20:3n3) and eicosapentaenoic acid (C20:5n3). In addition, the FYE promoted an increase of more than 300% on polyunsaturated fatty acid content (PUFA), which is an undesirable feature for biodiesel production. The fatty acid composition of the oil produced by Y. lipolytica QU21 growing on crude glycerol/(NH4)2SO4 presented a potential use as biodiesel feedstock, with low PUFA content.


Subject(s)
Biofuels , Fatty Acids/biosynthesis , Glycerol/metabolism , Yarrowia/metabolism , Biomass , Glucose/metabolism , Industrial Waste , Lipid Metabolism , Nitrogen Compounds/metabolism , Yarrowia/growth & development
10.
Braz J Microbiol ; 45(4): 1341-7, 2014.
Article in English | MEDLINE | ID: mdl-25763039

ABSTRACT

Bacterial infections cause thousands of deaths in the world every year. In most cases, infections are more serious because the patient is already weakened, and often, the bacteria are already resistant to the antibiotics used. Counterparting this negative scenario, the interest in medicinal plants as an alternative to the synthetic antimicrobial drugs is blossoming worldwide. In the present work, we identified the volatile compounds of ethanol extracts of Melissa officinalis, Mentha sp., Ocimum basilicum, Plectranthus barbatus, and Rosmarinus officinalis by gas chromatography/mass spectrometry (GC/MS). Also was evaluated antimicrobial activity of ethanol extracts against 6 bacteria of clinical interest, and was tested the interaction of these extracts with a commercial antibiotic streptomycin. Phytol was a compound identified in all extracts by GC/MS, being majoritary component in Plectranthus barbatus and Rosmarinus officinalis. The Gram-positive bacteria were more sensitive to ethanol extracts, and Plectranthus barbatus and Rosmarinus officinalis were the most active extracts. Ethanol extracts exhibited a synergetic effect with streptomycin. These results encourage additional studies, in order to evaluate the possibilities of using ethanol extracts of Lamiaceae family as natural source for antibacterial activity.


Subject(s)
Anti-Bacterial Agents/pharmacology , Bacteria/drug effects , Drug Synergism , Lamiaceae/chemistry , Plant Extracts/pharmacology , Streptomycin/pharmacology , Volatile Organic Compounds/pharmacology , Anti-Bacterial Agents/isolation & purification , Gas Chromatography-Mass Spectrometry , Humans , Microbial Sensitivity Tests , Plant Extracts/isolation & purification , Volatile Organic Compounds/isolation & purification
11.
Rev. bras. farmacogn ; 23(4): 600-607, Aug. 2013. graf, tab
Article in English | LILACS | ID: lil-686635

ABSTRACT

Leaves of Echinodorus macrophyllus (Kunth) Micheli, Alismataceae, were exposed to different doses of γ-radiation (0.00, 1.00, 3.00, 5.00, 10.00, and 20.00 kGy) and the chemical composition of their essential oils was investigated. The extractive process of the essential oil was more favored when the leaves were irradiated. The essential oil components were identified by correlation between GC-FID data and retention parameters obtained from the Kováts method. Moreover, GC-MS analyses of the essential oils were correlated with fragmentation profiles in the NIST standard mass fragmentation data bank. The essential oil of E. macrophyllus contains biologically active constituents of different chemical classes. Acyclic monoterpenes and sesquiterpenes showed increase in concentration when the leaves were exposed to γ-radiation. On the other hand, the component concentrations of some chemical classes were lightly decreased, i.e., for bicyclic monoterpenes, diterpenes, triterpenes, carboxylic esters, and carotenoid derivatives.

12.
Rev. bras. farmacogn ; 23(4): 614-620, Aug. 2013. ilus, graf
Article in English | LILACS | ID: lil-686647

ABSTRACT

The chromatographic fractionation of the Mauritia flexuosa L. f., Arecaceae, leaves extract, a plant known by the name of buriti palm tree, resulted in the isolation of six flavonoids: tricin-7-O-rutinoside, apigenin-6-C-arabinoside, 8-C-glucoside (isoschaftoside), kaempferol-3-O-rutinoside (nicotiflorine), quercetin-3-O-rutinoside (rutin), luteolin-8-C-glucoside (orientin) and luteolin-6-C-glucoside (isoorientin). The flavonoids were found out and previously reported as constituents of the Arecaceae family plants, but the occurrence of C-glucoside flavonoids, in the species being analyzed, is described for the first time on this study. The structural elucidations of all of the isolated compounds were performed by means of the comparison of their spectral data (¹H and 13C NMR, UV and ESI-MS) with those ones of the literature.

13.
An Acad Bras Cienc ; 84(4): 1073-80, 2012 Dec.
Article in English | MEDLINE | ID: mdl-23207707

ABSTRACT

In our previous work (Fabri et al. 2009), we showed that different extracts of Mitracarpus frigidus had significant antibacterial, antifungal and leishmanicidal activities. In order to increase our knowledge about this species, this work assesses the chemical composition and the in vitro biological activity of its essential oil. Thus, the essential oil obtained by hydrodistillation of the aerial parts of M. frigidus was analyzed by GC/MS. Among several compounds detected, 11 were identified, being linalool and eugenol acetate the major components. The essential oil exhibited a moderate antibacterial effect against Staphyloccocus aureus, Bacillus cereus, Pseudomonas aeruginosa and Enterobacter cloacae (MIC 250 µg/mL). On the other hand, it showed a strong antifungal effect against Cryptoccocus neoformans (MIC 8 µg/mL) and Candida albicans (MIC 63 µg/mL). Expressive activity against L. major and L. amazonensis promastigote forms with IC50 values of 47.2 and 89.7 µg/mL, respectively, were also observed. In addition, the antioxidant activity was investigated through DPPH radical-scavenging and showed a significative activity with IC50 of 38 µg/mL. The cytotoxicity against Artemia salina was moderate with LC(50) of 88 µg/mL. The results presented here are the first report on the chemical composition and biological properties of M. frigidus essential oil.


Subject(s)
Anti-Bacterial Agents/pharmacology , Antifungal Agents/pharmacology , Antiprotozoal Agents/pharmacology , Oils, Volatile/pharmacology , Rubiaceae/chemistry , Animals , Anti-Bacterial Agents/isolation & purification , Antifungal Agents/isolation & purification , Antiprotozoal Agents/isolation & purification , Candida albicans/drug effects , Cryptococcus neoformans/drug effects , Gram-Negative Bacteria/drug effects , Gram-Positive Bacteria/drug effects , Leishmania/drug effects , Microbial Sensitivity Tests , Oils, Volatile/chemistry , Parasitic Sensitivity Tests , Rubiaceae/classification
14.
Rev. bras. farmacogn ; 22(6): 1253-1258, Nov.-Dec. 2012. ilus
Article in English | LILACS | ID: lil-659038

ABSTRACT

Many phenolic compounds such as xanthones, quinones and coumarins have been isolated from Kielmeyera species; however the presence of flavonoids have been showed in other genera in the Calophylleae tribe as Caraipa, Mesua and Calophyllum. Six known glycosidic flavonoids: quercetin 3-β-O-galactopyranoside (1), quercetin 3-β-O-glucopyranoside (2), quercetin 3-O-α-rhamnoside (3), luteolin 6-C-β-glucopyranoside (4), isovitexin (5), kaempferol 3-O-α-rhamnoside (6) and one triterpene, lupenone (7) were isolated, for the first time, from organic crude extract of Kielmeyera variabilis Mart. & Zucc., Calophyllaceae, leaves. The crude organic extract from K. variabilis leaves exhibited 95% of leishmanidal activity at 20 µg/mL on amastigote-like form of Leishmania (Leishmania) amazonensis in vitro model and only compound 3 showed 40-45% of growth inhibition at concentration ranging from 0.78 to 20 µg/mL. In addition, quercetin 3-O-α-rhamnoside (quercitrin) was found to be the major metabolite. Our results and previous reports suggest that synergistic effects of flavonoid glycosides are the cause of significant leishmanidal activity of the crude organic extract from K. variabilis leaves.

15.
Med Mycol ; 50(8): 843-51, 2012 Nov.
Article in English | MEDLINE | ID: mdl-22548242

ABSTRACT

Paracoccidioidomycosis is a prevalent systemic mycosis in Latin America which requires prolonged treatment with highly toxic antifungals. Baccharis dracunculifolia is a medicinal plant in Brazil that is a candidate in the search for new drugs. Fractions of the hexanic extracts were obtained using chromatographic procedures and assessed using an antifungal assay with Paracoccidioides brasiliensis (Pb18), tumor cell lines and amastigote forms of Leishmania, L. amazonensis. Four compounds were isolated, i.e., ursolic acid (1), methyl linolenate (2), caryophyllene oxide (3), and trans-nerolidol (4). Compounds 2, 3 and 4 displayed antifungal activity against four isolates of Paracocci dioides with MIC values ranging from 3.9-250 µg/ml. Only caryophyllene oxide showed differences in the MIC values against Pb18 when the medium was supplemented with ergosterol, which suggested that the compound interacts with ergosterol. Ursolic acid was active in the cytotoxic assays and showed leishmanicidal activity. Scanning electron microscopy demonstrated that compounds 2, 3 and 4 decreased the cell size and produced an irregular cell wall surface on P. brasiliensis cells. The present results showed the biological activities of the isolated compounds and revealed that these compounds may affect the cell surface and growth of P. brasiliensis isolates.


Subject(s)
Antifungal Agents/pharmacology , Baccharis/chemistry , Paracoccidioides/drug effects , Plant Extracts/pharmacology , Antifungal Agents/chemistry , Antifungal Agents/isolation & purification , Brazil , Cell Line, Tumor , Cell Survival/drug effects , Chemical Fractionation , Chromatography , Humans , Leishmania/drug effects , Microbial Sensitivity Tests , Microscopy, Electron, Scanning , Paracoccidioides/ultrastructure , Plant Extracts/chemistry , Plant Extracts/isolation & purification
16.
Rev. bras. farmacogn ; 21(4): 645-651, jul.-ago. 2011. ilus, graf, tab
Article in English | LILACS | ID: lil-596228

ABSTRACT

Blepharocalyx salicifolius (Kunth) O. Berg, Myrtaceae, is an endemic species that occurs at Southern America. This species was studied to intend to isolation of the active compounds that could be used in vitro model against leishmaniosis, tumoral cell and paracoccidioidomycosis. After Gel Permeation Chromatography, the ethanolic extract from leaves yielded sixteen fractions. Five compounds were isolated and assayed, showing activity against tumoral cells, from 3.33 to 12.83 µg.mL-1; Leishmania (Leishmania) amazonensis from 2.19 to 20.80 µg.mL-1 and Paracoccidioides brasiliensis from 3.10 to 12.5 µg.mL-1.

17.
Rev. bras. farmacogn ; 21(1): 70-77, jan.-fev. 2011. ilus, graf, tab
Article in English | LILACS | ID: lil-580344

ABSTRACT

Organic extracts from leaves and stems of Stillingia oppositifolia Baill. ex Müll. Arg., Euphorbiaceae, were screened for antifungal and cytotoxic properties. The extracts presented Minimum Inhibitory Concentration values around 250 µg.mL-1 against Candida krusei and Candida tropicalis, and around 63 µg.mL-1 for Paracoccidioides brasiliensis. They were tested on three human cell lines (UACC-62, MCF-7, and TK-10), disclosing GI50 values, (concentration able to inhibit 50 percent of the cell growth) ranging from 50 to 100 µg.mL-1. Organic extract from stems furnished hexanic, dichloromethanic and aqueous phases after partition. Chromatographic fractionation of the hexanic soluble phase of the stems yielded aleuritolic acid 3-acetate, β-sitosterol, 3-epi-β-amyrin, β-amyrone and palmitic acid. These compounds showed antifungal and cytotoxic activities in the same range as the organic crude extract and low toxic effect against mononuclear cells obtained from human peripheral blood. This is the first report on chemical and biological potential of S. oppositifolia.

18.
Ann Clin Microbiol Antimicrob ; 9: 30, 2010 Oct 12.
Article in English | MEDLINE | ID: mdl-20939907

ABSTRACT

BACKGROUND: The aim of this study was to isolate and identify the antifungal compounds from the extracts of Schinus terebinthifolius (Anacardiaceae) against clinical isolates of the pathogenic fungus Paracoccidioides brasiliensis. METHODS: The hexane and dichlomethane fractions from leaves and stems of S. terebinthifolius were fractionated using several chromatography techniques to afford four compounds. RESULTS: The compounds isolated from S. terebinthifolius were identified as schinol (1), a new biphenyl compound, namely, 4'-ethyl-4-methyl-2,2',6,6'-tetrahydroxy[1,1'-biphenyl]-4,4'-dicarboxylate (2), quercetin (3), and kaempferol (4). Compounds 1 and 2 were active against different strains of P. brasiliensis, showing a minimal inhibitory concentration value against the isolate Pb B339 of 15.6 µg/ml. The isolate Pb 1578 was more sensitive to compound 1 with a MIC value of 7.5 µg/ml. Schinol presented synergistic effect only when combined with itraconazole. The compounds isolated from S. terebinthifolius were not able to inhibit cell wall synthesis or assembly using the sorbitol assay. CONCLUSION: This work reveals for the first time the occurrence of compound 2 and discloses activity of compounds 1 and 2 against several clinical isolates of P. brasiliensis. These results justify further studies to clarify the mechanisms of action of these compounds.


Subject(s)
Anacardiaceae/chemistry , Antifungal Agents/pharmacology , Biphenyl Compounds/pharmacology , Paracoccidioides/drug effects , Triterpenes/pharmacology , Antifungal Agents/isolation & purification , Biphenyl Compounds/isolation & purification , Itraconazole/pharmacology , Microbial Sensitivity Tests , Plant Extracts/pharmacology , Triterpenes/isolation & purification
19.
J Basic Microbiol ; 49(6): 553-63, 2009 Dec.
Article in English | MEDLINE | ID: mdl-19810042

ABSTRACT

The yeast strain CLOA 72 isolated from the effluent of a dairy industry in Brazil and identified as Trichosporon montevideense, was able to grow and produce a glycolipid biosurfactant when cultured on a mineral medium (MM) with sunflower oil as the carbon source. Biosurfactant production was partially growth-associated and maximal emulsification activity was observed at 144 h of cultivation (78.92%). The biosurfactant purified by precipitation with ethanol showed 78.66% emulsifying activity when used in concentrations above 4.5 mg/ml and was able to reduce the surface tension of water to values below 44.9 mN/m. The critical micellar concentration (CMC) was found to be 2.2 mg/ml. The highest emulsifying activity (E(24)) has been observed with vegetable oils, toluene, kerosene, isooctane, cyclohexane, hexane, diesel oil and hexadecane as compared to mineral oil and oleic acid. The biosurfactant also showed good stability during exposure to 100 degrees C for different periods of time (10 to 60 min), to high salinity (30% of NaCl, KCl and NaHCO(3)), and to a wide range of pH values (1-10). The biosurfactant purified by gel filtration chromatography is a glycolipid, with lipid portion containing 16.03% (9Z)-octadec-9-enoic acid, 14.92% hexadecanoic acid, and 9.63% (E) octadec-9-enoic acid and the carbohydrate portion containing mannose (35.29%), xylose (41.99%), arabinose (17.47%), and glucose (5.25%).


Subject(s)
Dairying , Emulsifying Agents/chemistry , Glycolipids/chemistry , Industrial Microbiology , Trichosporon/metabolism , Carbon/metabolism , Culture Media , Glycolipids/biosynthesis , Micelles , Surface Tension , Trichosporon/growth & development , Trichosporon/isolation & purification , Waste Disposal, Fluid
20.
Rev. bras. farmacogn ; 17(4): 565-571, out.-dez. 2007. ilus, tab
Article in English | LILACS | ID: lil-476206

ABSTRACT

The Laboratory of Chemistry of Natural Products has an ex situ collection of extracts from organisms of the biodiversity aiming at bioprospecting. Nowadays the collection has about 4000 extracts from 1000 different species. Extracts are used to identify new bioactive compounds that could be useful for developing new drugs against neglected diseases like leishmaniosis, Chagas disease, malaria and tuberculosis. After biologic assays, the bioactive extracts need to be prepared in larger quantity to allow isolation and characterization of the bioactive component. At this time, it is important to not only confirm the bioactivity of new extract but also check if its composition is similar to the old one. It was evaluated the ability of Solid Phase Microextraction and Gas Chromatography-Mass Spectrometry analysis (SPME-GC-MS). It was used the AMDIS (Automatic Mass Spectral Deconvolution and Identification System) software as tools to collect and to compare the chromatographic profiles of each extract (fingerprint). Forty six samples were analyzed, it was possible to infer from the composition of each sample and common compounds. Nine groups of samples, collected at different time, were analyzed and seasonal modifications between then could be elucidated. The results showed that this methodology can be used to monitor the composition of extracts, allowing to monitor chemical changes that may occur during storage periods and to investigate the occurrence of a determined component in different extracts.


O Laboratório de Química de Produtos Naturais (LQPN) possui uma coleção ex situ de pequenas quantidades de extratos obtidos de componentes da biodiversidade para fins de bioprospecção. Esta coleção conta atualmente com cerca de 4000 extratos de mais de 1000 espécies distintas. Os extratos são usados na identificação de novos compostos bioativos que possam servir para o desenvolvimento de novas drogas contra as doenças negligenciadas como leishmanioses, doença de Chagas, malária e tuberculose. Após serem submetidos aos ensaios biológicos, os extratos que apresentaram atividade precisam ser preparados em uma quantidade maior a partir de recoletas dos vegetais, para permitir o isolamento dos seus componentes ativos. Neste ponto, o desenvolvimento de metodologias padronizadas que permitam comparar a composição dos extratos recém obtidos com a dos extratos originais são importantes para confirmação da identidade dos mesmos. Avaliou-se a metodologia de Micro-Extração em Fase Sólida, seguida de análise por Cromatografia Gasosa e Espectrometria de Massa (MEFS-CG-EM). Foi usado o software AMDIS (Automatic Mass Spectral Deconvolution and Identification System) para armazenar e comparar os perfis gerados (fingerprint). Quarenta e seis amostras foram analisadas, onde foi possível inferir sobre os constituintes de cada amostra e traçar um perfil de composição e de componentes comuns. Foram analisados nove grupos de amostras, coletadas em diferentes períodos onde se estudou as variações sazonais ocorridas entre elas. Os resultados mostraram a viabilidade do uso desta ferramenta para monitorar a composição de extratos, permitindo avaliar alterações químicas durante a estocagem, a comparação entre extratos oriundos de coletas distintas, e na ocorrência de alguns componentes em diferentes extratos.


Subject(s)
Plant Extracts/chemistry , Gas Chromatography-Mass Spectrometry , Solid Phase Microextraction
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