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1.
ScientificWorldJournal ; 2019: 9423658, 2019.
Article in English | MEDLINE | ID: mdl-30853865

ABSTRACT

The species Inga laurina is native to the Brazilian Cerrado. There are no studies about the chemical composition and biological activities of extracts of this endangered species. The ethanolic extract and its successive fractions are rich in phenolic compounds and presented good antifungal activities. HPLC/MS-MS/MS and H1/C13 analysis led to the identification of seventeen compounds, most of which are gallic acid derivatives, myricetin and quercetin glycosides. The ethyl acetate fraction (EAF) contained high levels of total phenolics, expressed in milligrams of gallic acid equivalents per gram of extract (475.3 ± 1.9 mg GAE gextract -1) and flavonoids expressed in milligrams of quercetin equivalents per gram of extract (359.3 ± 10.6 mg QE gextract -1). This fraction was active against fungi of the Candida genus. The EAF showed MIC value 11.7 µg mL-1 against C. glabrata and a selectivity index of 1.6 against Vero cells. The flavonol glycoside myricetin-3-O-rhamnoside was isolated for the first time from the Inga laurina. These results make I. laurina a promising plant as a source of pharmaceutical and biological active antifungal compounds.


Subject(s)
Antifungal Agents/pharmacology , Cytotoxins/pharmacology , Fabaceae/chemistry , Plant Extracts/pharmacology , Antifungal Agents/chemistry , Antifungal Agents/isolation & purification , Chromatography, High Pressure Liquid , Cytotoxins/chemistry , Cytotoxins/isolation & purification , Flavonoids/chemistry , Flavonoids/isolation & purification , Phenols/chemistry , Phenols/isolation & purification , Plant Extracts/chemistry , Plant Extracts/isolation & purification , Plant Leaves/chemistry , Proanthocyanidins/chemistry , Proanthocyanidins/isolation & purification , Tandem Mass Spectrometry
2.
J Pharm Pharmacol ; 70(11): 1541-1552, 2018 Nov.
Article in English | MEDLINE | ID: mdl-30136729

ABSTRACT

OBJECTIVES: This work aimed to evaluate the antifungal and cytotoxic activity of the EtOH extract and fractions of Banisteriopsis argyrophylla leaves, and to perform the identification of these bioactive metabolites. METHODS: The EtOAc fraction (EAF) obtained from the ethanolic extract of B. argyrophylla leaves showed better antifungal potential against Candida spp. In this fraction, ten flavonoids have been identified by UHPLC-ESI-MSn . Then, EAF was submitted to column chromatography to give four new fractions (A1-A4). The cytotoxicity was determined against Vero cells. KEY FINDINGS: The EAF showed better antifungal potential against Candida spp. with minimum inhibitory concentrations (MICs) between 31.25 and 93.75 µg/ml. The (-)-catechin (fraction A1) showed a MIC of 2.83 µg/ml against Candida glabrata. Fractions A2, A3 and A4 were rich in quercetins and kaempferols and showed good inhibitory concentrations (5.86-46.87 µg/ml) against C. albicans, C. glabrata and C. tropicalis. CONCLUSIONS: The EtOH extract, fractions and the isolated (-)-catechin showed lower toxicity to Vero cells than cisplatin, used as a positive control. Thus, the leaves of B. argyrophylla are a promising source of antifungal agents.


Subject(s)
Antifungal Agents/pharmacology , Banisteriopsis , Candida/drug effects , Plant Extracts/pharmacology , Plant Leaves , Animals , Antifungal Agents/isolation & purification , Antifungal Agents/toxicity , Banisteriopsis/chemistry , Candida/classification , Candida/growth & development , Cell Survival/drug effects , Chlorocebus aethiops , Dose-Response Relationship, Drug , Microbial Sensitivity Tests , Plant Extracts/isolation & purification , Plant Extracts/toxicity , Plant Leaves/chemistry , Vero Cells
3.
Food Chem ; 192: 691-7, 2016 Feb 01.
Article in English | MEDLINE | ID: mdl-26304399

ABSTRACT

This work proposes the application of batch-injection analysis with amperometric detection to determine the antioxidant capacity of real samples based on the measurement of DPPH radical consumption. The efficient concentration or EC50 value corresponds to the concentration of sample or standard required to scavenge 50% DPPH radicals. For the accurate determination of EC50, samples were incubated with DPPH radical for 1h because many polyphenolic compounds typically found in plants and responsible for the antioxidant activity exhibit slow kinetics. The BIA system with amperometric detection using a glassy-carbon electrode presented high precision (RSD = 0.7%, n = 12), low detection limit (1 µmol L(-1)) and selective detection of DPPH (free of interferences from antioxidants). These contributed to low detection limits for the antioxidant (0.015 and 0.19 µmol L(-1) for gallic acid and butylated hydroxytoluene, respectively). Moreover, BIA methods show great promise for portable analysis because battery-powered instrumentation (electronic micropipette and potentiostats) is commercially available.


Subject(s)
Antioxidants/chemistry , Biphenyl Compounds/analysis , Free Radicals/analysis , Picrates/analysis , Antioxidants/analysis , Butylated Hydroxytoluene/analysis , Electrodes , Gallic Acid/analysis , Oxidation-Reduction
4.
Article in English | MEDLINE | ID: mdl-25960759

ABSTRACT

Many essential oils (EOs) of different plant species possess interesting antimicrobial effects on buccal microorganisms and cytotoxic properties. EOs of Kielmeyera coriacea Mart. & Zucc. were analyzed by gas chromatography coupled to mass spectrometry (GC-MS). The EO from leaves is rich in sesquiterpenes hydrocarbons and oxygenated sesquiterpenes. The three major compounds identified were germacrene-D (24.2%), (E)-caryophyllene (15.5%), and bicyclogermacrene (11.6%). The inner bark EO is composed mainly of sesquiterpenes hydrocarbons and the major components are alpha-copaene (14.9%) and alpha-(E)-bergamotene (13.0%). The outer bark EO is composed mainly of oxygenated sesquiterpenes and long-chain alkanes, and the major components are alpha-eudesmol (4.2%) and nonacosane (5.8%). The wood EO is mainly composed of long-chain alkanes and fatty acids, and the major components are nonacosane (9.7%) and palmitic acid (16.2%). The inner bark EO showed the strongest antimicrobial activity against the anaerobic bacteria Prevotella nigrescens (minimum inhibitory concentration-MIC of 50 µg mL(-1)). The outer bark and wood EOs showed MICs of 100 µg mL(-1) for all aerobic microorganisms tested. The EOs presented low toxicity to Vero cells. These results suggest that K. coriacea, a Brazilian plant, provide initial evidence of a new and alternative source of substances with medicinal interest.

5.
Molecules ; 19(4): 4560-77, 2014 Apr 11.
Article in English | MEDLINE | ID: mdl-24731985

ABSTRACT

The seasonal chemical composition of essential oils from Inga laurina was determined by GC/MS. In the stem bark's essential oil extracted during the dry season, the presence of terpenoids (30.05%) stood out, and phytol (9.76%) was the major compound identified. For the stem bark oil obtained during the rainy season, in addition to terpenoids (26.63%), a large amount of fatty acids (46.84%) were identified, in particular palmitic acid (25.40%). Regarding the leaves' essential oil obtained in the dry season, esters (42.35%) were the main components. The main ester present was (Z)-hex-3-enyl benzoate (10.15%) and the major compound of this oil was (Z)-hex-3-en-1-ol (14.23%). Terpenoids (33.84%), long-chain alkanes (27.04%) and fatty acids (21.72%) were the main components of the essential oil from leaves in the rainy season. Phytol (33.21%), nonacosane (21.95%) and palmitic acid (15.20%) were the major compounds identified. The antimicrobial activity against aerobic and anaerobic oral bacteria was evaluated by the microdilution broth method and cytotoxic activity was carried out with Vero cells. The essential oils from the rainy season showed a better inhibition of the bacterial growth with Minimal Inhibitory Concentrations (MIC) values of 25 or 50 µg·mL⁻¹ for aerobic bacteria, and high selectivity against bacteria was observed. The large amount of fatty acids in rainy season oils may be related to the better inhibitory effects observed.


Subject(s)
Anti-Infective Agents/chemistry , Cytotoxins/chemistry , Fabaceae/chemistry , Oils, Volatile/chemistry , Plant Oils/chemistry , Animals , Anti-Infective Agents/pharmacology , Bacteria, Aerobic/drug effects , Bacteria, Aerobic/growth & development , Bacteria, Anaerobic/drug effects , Bacteria, Anaerobic/growth & development , Cell Survival/drug effects , Chlorocebus aethiops , Cytotoxins/pharmacology , Esters , Fatty Acids/classification , Fatty Acids/isolation & purification , Oils, Volatile/pharmacology , Organ Specificity , Plant Bark/chemistry , Plant Leaves/chemistry , Plant Oils/pharmacology , Seasons , Terpenes/classification , Terpenes/isolation & purification , Vero Cells
6.
Molecules ; 18(4): 4588-98, 2013 Apr 18.
Article in English | MEDLINE | ID: mdl-23599016

ABSTRACT

The chemical composition of the essential oils from leaves, bark and wood of Cassia bakeriana Craib. was determined by gas chromatography (GC) and gas chromatography-mass spectrometry (GC-MS). Alcohols, aldehydes and fatty acids were the major components in leaf and bark oil, while wood essential oil was rich in fatty acids. Terpenes such as linalool, (E)-nerolidol and phytol were present in low concentrations. The antimicrobial activity against aerobic and anaerobic oral bacteria was evaluated using the microdilution method, as was the cell viability test carried out with Vero cells. The oils from leaves and bark showed high antimicrobial activity, with minimum inhibitory concentrations between 62.5 and 125 µg·mL⁻¹ for most of the tested bacteria, including Streptococcus mutans, the main etiological agent of dental caries. Leaves oil displayed the lowest cytotoxic effect (EC50 of 153 µg·mL⁻¹), while wood oil exhibited the highest toxicity to Vero cells. C. bakeriana oils are thus a source of biologically active compounds against aerobic and anaerobic oral microorganisms. This study is the first report on the chemical composition, antimicrobial activity and cytotoxicity of C. bakeriana.


Subject(s)
Anti-Infective Agents/chemistry , Anti-Infective Agents/pharmacology , Bacteria, Aerobic/drug effects , Bacteria, Anaerobic/drug effects , Cassia/chemistry , Oils, Volatile/chemistry , Oils, Volatile/pharmacology , Animals , Anti-Infective Agents/toxicity , Cell Proliferation/drug effects , Chlorocebus aethiops , Dental Caries/microbiology , Microbial Sensitivity Tests , Oils, Volatile/toxicity , Streptococcus mutans/drug effects , Vero Cells
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