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1.
J Dairy Res ; 86(3): 374-376, 2019 Aug.
Artículo en Inglés | MEDLINE | ID: mdl-31439054

RESUMEN

In this Research Communication we present a study of the effect of Ca-binding salts on the recovery of milk fat globule membrane (MFGM) from buttermilk. Sodium phosphate buffer was used for the purpose of MFGM recovery from buttermilk for the first time and we showed that 0.1 M buffer at pH 7.2 was the most effective for the recovery of MFGM. The fact of high efficacy of sodium phosphate buffer in recovery of MFGM from buttermilk allowed us to suggest that MFGM in buttermilk is present in association with casein through Ca- bridges formed between phospholipids of MFGM and phosphate groups of casein, primarily with k-casein as the peripheral protein of casein micelles.


Asunto(s)
Suero de Mantequilla/análisis , Calcio/química , Glucolípidos/aislamiento & purificación , Glicoproteínas/aislamiento & purificación , Fosfatos , Animales , Tampones (Química) , Caseínas/química , Suplementos Dietéticos/análisis , Manipulación de Alimentos/métodos , Gotas Lipídicas , Fosfatos/química , Fosfolípidos/química
2.
Methods Mol Biol ; 1995: 383-393, 2019.
Artículo en Inglés | MEDLINE | ID: mdl-31148140

RESUMEN

Biosurfactants, surface active molecules synthesized by microorganisms, represent a promising alternative to the synthetic surfactants in many different applications. Among them, rhamnolipids have attracted considerable attention in the last years due to their extraordinary surface-active properties and biological activities. Rhamnolipids are usually synthesized by the gram-negative bacterium Pseudomonas aeruginosa as complex mixtures of different congeners. In this chapter, we describe the most common techniques that can be used for the production, recovery and purification of rhamnolipids, using two sequential chromatographic techniques to recover and separate the monorhamnolipid and dirhamnolipid congeners.


Asunto(s)
Glucolípidos/metabolismo , Pseudomonas aeruginosa/metabolismo , Tensoactivos/metabolismo , Técnicas de Cultivo de Célula/métodos , Cromatografía en Capa Delgada/métodos , Glucolípidos/análisis , Glucolípidos/aislamiento & purificación , Microbiología Industrial/métodos , Aceites de Plantas/química , Plantas/química , Pseudomonas aeruginosa/química , Tensoactivos/análisis , Tensoactivos/aislamiento & purificación
3.
Microbiol Res ; 217: 23-33, 2018 Dec.
Artículo en Inglés | MEDLINE | ID: mdl-30384906

RESUMEN

Four hundred and fifty bacteria were evaluated for antagonistic activity against bacterial soft rot of potato caused by Pectobacterium carotovorum sp strain II16. A strain Ar10 exhibiting potent antagonist activity has been identified as Bacillus amyloliquefaciens on the basis of biochemical and molecular characterization. Cell free supernatant showed a broad spectrum of antibacterial activity against human and phytopathogenic bacteria in the range of 10-60 AU/mL. Incubation of P. carotovorum cells with increasing concentrations of the antibacterial compound showed a killing rate of 94.8 and 96% at MIC and 2xMIC respectively. In addition, the antibacterial agent did not exert haemolytic activity at the active concentration and has been preliminary characterized by TLC and GC-MS as a glycolipid compound. Treatment of potato tubers with strain Ar10 for 72 h significantly reduced the severity of disease symptoms (100 and 85.05% reduction of necrosis deep / area and weight loss respectively). The same levels in disease symptoms severity was also recorded following treatment of potato tubers with cell free supernatant for 1 h. Data suggest that protection against potato soft rot disease may be related to glycolipid production by strain Ar10. The present study affords new alternatives for anti-Pectobacterium carotovorum bioactive compounds against the soft rot disease of potato.


Asunto(s)
Antibacterianos/farmacología , Bacillus amyloliquefaciens/metabolismo , Agentes de Control Biológico/antagonistas & inhibidores , Glucolípidos/antagonistas & inhibidores , Pectobacterium carotovorum/efectos de los fármacos , Enfermedades de las Plantas/prevención & control , Antibacterianos/química , Antibacterianos/aislamiento & purificación , Antibacterianos/metabolismo , Bacillus amyloliquefaciens/clasificación , Bacillus amyloliquefaciens/genética , Bacillus amyloliquefaciens/aislamiento & purificación , Agentes de Control Biológico/química , Agentes de Control Biológico/aislamiento & purificación , Agentes de Control Biológico/metabolismo , Endófitos , Glucolípidos/química , Glucolípidos/aislamiento & purificación , Glucolípidos/metabolismo , Cinética , Pruebas de Sensibilidad Microbiana , Pectobacterium carotovorum/aislamiento & purificación , Pectobacterium carotovorum/patogenicidad , Enfermedades de las Plantas/microbiología , Raíces de Plantas/efectos de los fármacos , Raíces de Plantas/microbiología , Solanum tuberosum/microbiología
4.
J Agric Food Chem ; 66(43): 11398-11406, 2018 Oct 31.
Artículo en Inglés | MEDLINE | ID: mdl-30336036

RESUMEN

Glycosylated plant sterols or steryl glycosides (SGs) are a small group of glycolipids occurring ubiquitously in plants. In contrast to free sterols, they are insufficiently characterized concerning structural variety, quantity, and biological function. In particular, the type of sugar usually attached to the C-3 hydroxy function of the respective sterol is poorly studied. Eggplants ( Solanum melongena) are rich in phytochemicals including SGs. In the present work, the unique glycosylation pattern was investigated by a highly selective LC-MS/MS method that allowed quantitation of the glucosides and galactosides of the most common sterols: cholesterol, ß-sitosterol, campesterol, and stigmasterol. The quantitatively most important structure was ß-sitosteryl ß-d-glucopyranoside, with 54.5 mg/kg fresh weight of total fruit (365.3 mg/kg dry weight) followed by stigmasteryl ß-d-glucopyranoside and campesteryl ß-d-glucopyranoside. Analyses were performed in different tissues of eggplants (i.e., exocarp and outer mesocarp vs the remaining inner part). Steryl galactosides were determined in eggplants for the first time at significantly lower concentrations by a factor of 100. Furthermore, the rare SG ß-sitosteryl ß-d-cellobioside (3-ß-sitosteryl ß-d-glucopyranosyl-(1→4)-ß-d-glucopyranoside) was detected in eggplants for the first time. Finally, UV irradiation induced the formation of the vitamin D glucosides 7-dehydrocholesteryl ß-d-glucopyranoside and cholecalciferyl ß-d-glucopyranoside at very low levels.


Asunto(s)
Glucolípidos/química , Glicósidos/química , Solanum/química , Cromatografía Líquida de Alta Presión , Cromatografía en Capa Delgada , Distribución en Contracorriente , Glucolípidos/aislamiento & purificación , Glicósidos/aislamiento & purificación , Estructura Molecular , Fitoquímicos/química , Fitoquímicos/aislamiento & purificación , Extractos Vegetales/química , Espectrometría de Masas en Tándem
5.
Biomed Res Int ; 2017: 2037341, 2017.
Artículo en Inglés | MEDLINE | ID: mdl-28812011

RESUMEN

This study aims to investigate the physicochemical characteristics, phenolics content, and oil composition of pomegranate oil seeds (PSO). Quality indices, pigments, phenolics content, and antioxidant activity were determined. PSO was fractioned into polar lipids: glycolipids (GL) and phospholipids (PL). Sterols profile and fatty acids composition of total lipids (TL), GL, and PL were determined by GC/FID. The free acidity, the peroxide value, and the specific extinction coefficients were, respectively, 1.69%, 3.42 in milliequivalents of active oxygen per kilogram of oil, 4.15, and 3.95. PSO is rich in phenols (93.42 mg/Kg) but poor in pigments. The sterols markers were ß-sitosterol (77.94%), Δ5-avenasterol (7.45%), and campesterol (6.35%). Oil content was 12.2%, wherein 23.9% were GL and 24.35% were PL. TL were rich in unsaturated fatty acids (63.17%), while saturated fatty acids were more present in PL and GL (71.97% and 66.29%, resp.). Conjugated fatty acids were about 13.30%, 2.03%, and 4.91%, respectively, in TL, PL, and GL. The cis/trans ratio of TL, PL, and GL was, respectively, 49.82%, 42.91%, and 27.39%. Monounsaturated fatty acids were more bound in PL, whereas polyunsaturated fatty acids were more bound in GL. PSO is a good source of essential fatty acids, phenolics compounds, phytosterols, and lipid-soluble fractions.


Asunto(s)
Lípidos/química , Lythraceae/química , Aceites de Plantas/química , Semillas/química , Colesterol/análogos & derivados , Colesterol/química , Ácidos Grasos Insaturados/química , Ácidos Grasos Insaturados/aislamiento & purificación , Glucolípidos/química , Glucolípidos/aislamiento & purificación , Lípidos/clasificación , Fitosteroles/química
6.
Nat Prod Res ; 31(14): 1604-1611, 2017 Jul.
Artículo en Inglés | MEDLINE | ID: mdl-28278682

RESUMEN

This work reports the phytochemical analysis of the ethanolic extract obtained from the leaves of Agathis robusta (C. Moore ex F. Muell.) F.M. Bailey. The methodology utilised during this study comprised classical chromatographic and spectroscopic techniques. Six compounds were identified: agathisflavone (1), 7″-O-methyl-agathisflavone (2), cupressuflavone (3), rutin (4), shikimic acid (5) and (2S)-1,2-Di-O-[(9Z,12Z,15Z)-octadeca-9,12,15-trienoyl]-3-O-ß-d-galactopyranosyl glycerol (6). These belong to four major classes of natural compounds: bi-flavonoids (1-3); diglycosidic flavonoids (4); cycloexen-carboxylic acids (5); glycerol-glycolipids (6). To the best of our knowledge, compounds (3-6) were identified for the first time in this study as constituents of A. robusta. Anyway, the majority of these compounds has chemotaxonomic relevance and is mostly in accordance with the current botanical classification of this species. Moreover, they also present several pharmacological properties among which, the antibacterial, anti-inflammatory and protective ones are the most important and may explain why this species is used in the ethno-medicinal field.


Asunto(s)
Fitoquímicos/análisis , Extractos Vegetales/química , Tracheophyta/química , Antibacterianos/análisis , Antibacterianos/aislamiento & purificación , Antiinflamatorios/análisis , Antiinflamatorios/aislamiento & purificación , Etanol/análisis , Flavonoides/análisis , Flavonoides/aislamiento & purificación , Glucolípidos/análisis , Glucolípidos/aislamiento & purificación , Hojas de la Planta/química
7.
Vaccine ; 35(10): 1395-1402, 2017 03 07.
Artículo en Inglés | MEDLINE | ID: mdl-28190740

RESUMEN

The bacillus Calmette Guérin (BCG) vaccine, the only licensed vaccine against TB, displays partial and variable efficacy, thus making the exploitation of novel vaccination strategies a major priority. Most of the current vaccines in pre-clinical or clinical development are based on the induction of T cells recognizing protein antigens. However, a large number of T cells specific for mycobacterial lipids are induced during infection, suggesting that lipid-based vaccines might represent an important component of novel sub-unit vaccines. Here, we investigated whether immunization with defined mycobacterial lipid antigens induces protection in guinea pigs challenged with M. tuberculosis. Two purified mycobacterial lipid antigens, the diacylated sulfoglycolipids (Ac2SGL) and the phosphatidyl-myo-inositol dimannosides (PIM2) were formulated in biophysically characterized liposomes made of dimethyl-dioctadecyl-ammonium (DDA) and synthetic trehalose 6,6'-dibehenate (TDB). In three protection trials, a reduction of bacterial load in the spleen of inoculated animals was consistently observed compared to the unvaccinated group. Moreover, a reduction in the number of lesions and severity of pathology was detected in the lungs and spleen of the lipid vaccine group compared to unvaccinated controls. As the degree of protection achieved is similar to that observed using protein antigens in the same guinea pig model, these promising results pave the way to future investigations of lipid antigens as subunit vaccines.


Asunto(s)
Antígenos Bacterianos/inmunología , Glucolípidos/inmunología , Mycobacterium tuberculosis/inmunología , Vacunas contra la Tuberculosis/inmunología , Tuberculosis/prevención & control , Adyuvantes Inmunológicos/administración & dosificación , Animales , Antígenos Bacterianos/administración & dosificación , Antígenos Bacterianos/aislamiento & purificación , Carga Bacteriana , Modelos Animales de Enfermedad , Femenino , Glucolípidos/administración & dosificación , Glucolípidos/aislamiento & purificación , Cobayas , Liposomas/administración & dosificación , Pulmón/microbiología , Pulmón/patología , Bazo/microbiología , Bazo/patología , Resultado del Tratamiento , Tuberculosis/microbiología , Tuberculosis/patología , Vacunas contra la Tuberculosis/administración & dosificación , Vacunas contra la Tuberculosis/aislamiento & purificación
8.
Ultrason Sonochem ; 35(Pt B): 577-590, 2017 Mar.
Artículo en Inglés | MEDLINE | ID: mdl-27217305

RESUMEN

In recent years the use of high frequency ultrasound standing waves (megasonics) for droplet or cell separation from biomass has emerged beyond the microfluidics scale into the litre to industrial scale applications. The principle for this separation technology relies on the differential positioning of individual droplets or particles across an ultrasonic standing wave field within the reactor and subsequent biomass material predisposition for separation via rapid droplet agglomeration or coalescence into larger entities. Large scale transducers have been characterised with sonochemiluminescence and hydrophones to enable better reactor designs. High frequency enhanced separation technology has been demonstrated at industrial scale for oil recovery in the palm oil industry and at litre scale to assist olive oil, coconut oil and milk fat separation. Other applications include algal cell dewatering and milk fat globule fractionation. Frequency selection depends on the material properties and structure in the biomass mixture. Higher frequencies (1 and 2MHz) have proven preferable for better separation of materials with smaller sized droplets such as milk fat globules. For palm oil and olive oil, separation has been demonstrated within the 400-600kHz region, which has high radical production, without detectable impact on product quality.


Asunto(s)
Biomasa , Fraccionamiento Químico/métodos , Ondas Ultrasónicas , Glucolípidos/aislamiento & purificación , Glicoproteínas/aislamiento & purificación , Gotas Lipídicas , Microalgas/citología , Aceites de Plantas/química
9.
J Basic Microbiol ; 57(1): 21-33, 2017 Jan.
Artículo en Inglés | MEDLINE | ID: mdl-27400277

RESUMEN

This study describes the characteristics of a biosurfactant produced by Pseudomonas sp. BUP6, a rumen bacterium, and optimization of parameters required for its production. Initial screening of five parameters (pH, temperature, agitation, incubation, and substrate concentration) was carried out employing Plackett-Burman design, which reduced the number of parameters to 3 (pH, temperature, and incubation) according to their significance on the yield of biosurfactant. A suitable statistical model for the production of biosurfactant by Pseudomonas sp. BUP6 was established according to Box-Behnken design, which resulted in 11% increase (at pH 7, 35 °C, incubation 75 h) in the yield (2070 mg L-1 ) of biosurfactant. The biosurfactant was found stable at a wide range of pH (3-9) with 48 mg L-1 critical micelle concentration; and maintained over 90% of its emulsification ability even after boiling and in presence of sodium chloride (0.5%). The highest cell hydrophobicity (37%) and emulsification (69%) indices were determined with groundnut oil and kerosene, respectively. The biosurfactant was found to inhibit the growth and adhesion of E. coli and S. aureus significantly. From the phytotoxicity studies, the biosurfactant did not show any adverse effect on the germinating seeds of rice and green gram. The structural characterization of biosurfactant employing orcinol method, thin layer chromatography and FT-IR indicated that it is a rhamnolipid (glycolipid). Thus, Pseudomonas sp. BUP6, a novel isolate from Malabari goat is demonstrated as a producer of an efficient rhamnolipid type biosurfactant suitable for application in various industries.


Asunto(s)
Glucolípidos/biosíntesis , Glucolípidos/metabolismo , Cabras/microbiología , Pseudomonas/metabolismo , Tensoactivos/química , Animales , Antibacterianos/aislamiento & purificación , Antibacterianos/farmacología , Adhesión Bacteriana/efectos de los fármacos , Emulsionantes/metabolismo , Escherichia coli/efectos de los fármacos , Glucolípidos/química , Glucolípidos/aislamiento & purificación , Concentración de Iones de Hidrógeno , Interacciones Hidrofóbicas e Hidrofílicas , Queroseno , Modelos Estadísticos , Oryza/efectos de los fármacos , Oryza/crecimiento & desarrollo , Aceite de Cacahuete , Aceites de Plantas/química , Pseudomonas/genética , Pseudomonas/crecimiento & desarrollo , Pseudomonas/aislamiento & purificación , Rumen/microbiología , Semillas/efectos de los fármacos , Semillas/crecimiento & desarrollo , Staphylococcus aureus/efectos de los fármacos , Tensoactivos/aislamiento & purificación , Tensoactivos/metabolismo , Tensoactivos/farmacología , Temperatura
10.
Nat Prod Commun ; 12(4): 583-585, 2017 Apr.
Artículo en Inglés | MEDLINE | ID: mdl-30520601

RESUMEN

Two new sulfonoglycosides named Codioside E (1) and Codioside F (2) have been isolated from the MeOH extract of the marine green alga Codium darkense.collected:from the coastal areas of the Gulf of Oman. The structures of these secondary metabolites were elucidated by combined analysis of lD (¹H- and ¹³C-) and 2D (H-C correlations; HSQC and HMBC) NMR spectroscopic and MS data.


Asunto(s)
Chlorophyta/química , Glucolípidos/química , Chlorophyta/metabolismo , Glucolípidos/aislamiento & purificación , Glucolípidos/metabolismo , Espectroscopía de Resonancia Magnética , Estructura Molecular
11.
J Ind Microbiol Biotechnol ; 43(11): 1537-1550, 2016 11.
Artículo en Inglés | MEDLINE | ID: mdl-27659961

RESUMEN

Mannosylerythritol lipids (MELs) are one of the most promising biosurfactants because of their high fermentation yields (>100 g l-1) and during the last two decades they have gained a lot of attention due to their interesting self-assembling properties and biological activities. In this study, MELs were produced by fed-batch bioreactor fermentation of rapeseed oil with Pseudozyma aphidis MUCL 27852. This high-level MEL-producing yeast secretes four conventional MEL structures, -A, -B, -C and -D, which differ in their degree of acetylation. During our research, unknown compounds synthesized by P. aphidis were detected by thin-layer chromatography. The unknown compounds were separated by flash chromatography and identified as tri-acylated MELs by high-performance liquid chromatography tandem mass spectrometry (HPLC-MS/MS). The third fatty acid chain on the tri-acylated MELs was positioned on the primary alcohol of the erythritol moiety and comprised long-chain acids, mainly oleic and linoleic acid, which are not found in conventional di-acylated MELs. Furthermore, the LC-MS analysis time of conventional MELs was reduced to almost one-third by switching from HPLC-MS/MS to ultraperformance liquid chromatography tandem mass spectrometry (UPLC-MS/MS). Provided optimization of the fermentation yield, P. aphidis could be an interesting novel producer of tri-acylated MELs and, thereby expand the supply and applicability of biosurfactants.


Asunto(s)
Glucolípidos/química , Tensoactivos/química , Ustilaginales/metabolismo , Acetilación , Cromatografía Líquida de Alta Presión , Cromatografía en Capa Delgada , Ácidos Grasos/análisis , Fermentación , Glucolípidos/aislamiento & purificación , Glucolípidos/metabolismo , Aceite de Brassica napus/metabolismo , Tensoactivos/aislamiento & purificación , Tensoactivos/metabolismo , Espectrometría de Masas en Tándem
12.
Nat Prod Commun ; 11(9): 1323-1328, 2016 Sep.
Artículo en Inglés | MEDLINE | ID: mdl-30807035

RESUMEN

Four 1-monoacyl-3-0-[ß-glucopyranosyl-( ->6)-ß-glucopyranosyl]-glycerols (1) and four 1,2-diacyl-3-0-[p-glucopyranosyl-(1->6)-p-glucopyranosyl]- glycerols (2a) with acyl residues consisting of 1:1 mixtures of 1-iso-pentadecanoyl- and 1 -anteiso-pentadecanoyl residues and the respective heptadecanoic acid isomers s as main components, have been characterized in the extracts of Bacillus pumilus strain DKS 1. Twenty-seven further metabolites, among them the diketopiperazines cordycedipeptide A (3), B (4), and C (5), were obtained. All compounds were elucidated by NMR and MS techniques and fully characterized and tested for antimicrobial activity against Legionella pneumophila.


Asunto(s)
Bacillus pumilus/química , Glicerol/química , Glucolípidos/química , Glicerol/aislamiento & purificación , Glucolípidos/aislamiento & purificación , Legionella pneumophila , Estructura Molecular
13.
Biotechnol Prog ; 32(2): 262-70, 2016 03.
Artículo en Inglés | MEDLINE | ID: mdl-26588432

RESUMEN

Biosurfactants are microbial secondary metabolites. The most studied are rhamnolipids, which decrease the surface tension and have emulsifying capacity. In this study, the production of biosurfactants, with emphasis on rhamnolipids, and diesel oil degradation by 18 strains of bacteria isolated from waste landfill soil contaminated by petroleum was analyzed. Among the studied bacteria, gram-positive endospore forming rods (39%), gram positive rods without endospores (17%), and gram-negative rods (44%) were found. The following methods were used to test for biosurfactant production: oil spreading, emulsification, and hemolytic activity. All strains showed the ability to disperse the diesel oil, while 77% and 44% of the strains showed hemolysis and emulsification of diesel oil, respectively. Rhamnolipids production was observed in four strains that were classified on the basis of the 16S rRNA sequences as Pseudomonas aeruginosa. Only those strains showed the rhlAB gene involved in rhamnolipids synthesis, and antibacterial activity against Escherichia coli, P. aeruginosa, Staphylococcus aureus, Bacillus cereus, Erwinia carotovora, and Ralstonia solanacearum. The highest production of rhamnolipids was 565.7 mg/L observed in mineral medium containing olive oil (pH 8). With regard to the capacity to degrade diesel oil, it was observed that 7 strains were positive in reduction of the dye 2,6-dichlorophenolindophenol (2,6-DCPIP) while 16 had the gene alkane mono-oxygenase (alkB), and the producers of rhamnolipids were positive in both tests. Several bacterial strains have shown high potential to be explored further for bioremediation purposes due to their simultaneous ability to emulsify, disperse, and degrade diesel oil. © 2015 American Institute of Chemical Engineers Biotechnol. Prog., 32:262-270, 2016.


Asunto(s)
Bacterias/metabolismo , Aceites Combustibles/análisis , Glucolípidos/biosíntesis , Petróleo/metabolismo , Contaminantes del Suelo/metabolismo , Biodegradación Ambiental , Aceites Combustibles/microbiología , Glucolípidos/química , Glucolípidos/aislamiento & purificación , Petróleo/microbiología , Contaminantes del Suelo/química
14.
Lipids Health Dis ; 14: 15, 2015 Mar 04.
Artículo en Inglés | MEDLINE | ID: mdl-25884722

RESUMEN

BACKGROUND: The current perspective for the search of 3-hydroxy-3-methyl-glutaryl-coenzyme A (HMG-CoA) reductase inhibitor has been shifted towards a natural agent also having antioxidant property. Thus, this study was intended to isolate and identify the bioactive compounds from methanolic extract of Ficus virens bark (FVBM) and to evaluate their antioxidant, HMG-CoA reductase inhibitory and hypolipidemic activity. METHODS: Bioactivity guided fractionation and isolation of bioactive compound from FVBM extract has been done to isolate and characterize the potent HMG-CoA reductase (HMGR) inhibitor with antioxidant activity by using repeated extensive column chromatography followed by spectroscopic methods, including Infrared (IR), 1H & 13C nuclear magnetic resonance (NMR) and Mass spectrum analysis. The in vitro HMGR inhibition and enzyme kinetic assay was determined using HMG-CoA as substrate. In addition, antioxidant activity of the new isolated compound, was measured using 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging assay and FRAP value. In-silico molecular informatics of HMGR enzyme type inhibition and pharmacokinetics data of the new compound was further evaluated through molecular docking and ADME-T studies. Further, in-vivo hypolipidemic property of FVBM extract and newly isolated compound was also analyzed in triton-WR 1339 induced rats. RESULTS: Thereby, we report the discovery of n-Octadecanyl-O-α-D-glucopyranosyl(6'→1″)-O-α-D-glucopyranoside (F18) as a novel HMG-CoA reductase inhibitor with strong antioxidant property. This inhibitor exhibited not only higher free radical scavenging activity but also marked HMG-CoA reductase inhibitory activity with an IC50 value of 84±2.8 ng/ml. This inhibitory activity concurred with kinetic study that showed inhibition constant (K i) of 84 ng/ml via an uncompetitive mode of inhibition. The inhibition was also corroborated by molecular docking analysis and in silico pharmacokinetics data. The in vivo study revealed that administration of FVBM extract (at higher dose, 100 mg/rat) and the inhibitor (1 mg/rat) to Triton WR-1339-induced hyperlipidemic rats significantly ameliorated the altered levels of plasma lipids and lipoproteins including hepatic HMG-CoA reductase activity; this effect was comparable to the effect of standard drug atorvastatin. CONCLUSIONS: The in vitro, in silico and in vivo results clearly demonstrated the antioxidant potential and therapeutic efficacy of the inhibitor as an alternate drug against hyperlipidemia.


Asunto(s)
Disacáridos/farmacología , Ficus/química , Glucolípidos/farmacología , Inhibidores de Hidroximetilglutaril-CoA Reductasas/farmacología , Hipolipemiantes/farmacología , Extractos Vegetales/farmacología , Animales , Antioxidantes/aislamiento & purificación , Antioxidantes/farmacología , Fraccionamiento Químico , HDL-Colesterol/sangre , LDL-Colesterol/sangre , Disacáridos/aislamiento & purificación , Glucolípidos/aislamiento & purificación , Hidroximetilglutaril-CoA Reductasas/metabolismo , Inhibidores de Hidroximetilglutaril-CoA Reductasas/aislamiento & purificación , Hiperlipidemias/tratamiento farmacológico , Hipolipemiantes/aislamiento & purificación , Hígado/efectos de los fármacos , Hígado/enzimología , Masculino , Corteza de la Planta/química , Extractos Vegetales/aislamiento & purificación , Ratas , Ratas Sprague-Dawley , Triglicéridos/sangre
15.
Curr Top Med Chem ; 15(11): 1027-34, 2015.
Artículo en Inglés | MEDLINE | ID: mdl-25786504

RESUMEN

Bioactivity guided separation of combined n-hexane and chloroform extracts of Oplismenus burmannii resulted in the isolation and characterization of five new glycoglycerolipids, (2S)-1,2,6'-tri- O-hexadecanoyl-3-O-ß-D-galactopyranosyl glycerol (1a), (2S)-1,2,6'-tri-O-[(9Z,12Z)-octadeca-9,12- dienoyl]-3-O-ß-D-galactopyranosyl glycerol (1b), (2S)-1,6'-di-O-[(9Z,12Z)-octadeca-9,12-dienoyl]-3- O-ß-D-galactopyranosyl glycerol (2b), (2S)-1,6'-di-O-[(9Z,12Z,15Z)-octadeca-9,12,15-trienoyl]-3-O-ß-D-galactopyranosyl glycerol (2c), and (2S)-1,2-di-O-[(9Z,12Z)-octadeca-9,12-dienoyl]-3-O-(6- sulpho-α-D)-quinovopyranosyl glycerol (3b) along with five known glycoglycerolipids (1c, 2a, 3a, 3c and 4), a cerebroside (5), three monoacylglycerols (6a-c) and α-linoleic acid (7). The isolated compounds, 1-5 were in-vitro tested for their antihyperglycemic potential in terms of increase in 2-deoxyglucose uptake in L6-GLUT4myc myotube cells. The results showed that compounds, 1-5 were showing 1.52 (P<0.05), 1.50 (P<0.05), 1.28, 1.49 (P<0.05) and 1.50 (P<0.05) fold increase in the glucose uptake at concentration of 10 µg/mL and 1.71 (P<0.001), 1.74 (P<0.001), 1.50 (P<0.05), 1.76 (P<0.001) and 1.74 (P<0.001) fold increase in the glucose uptake at concentration of 25 µg/mL respectively. However, standard drug Rosiglitazone increases the glucose uptake by 1.59 fold at the concentration of 10µM. Further work on optimization of the anti-diabetic lead is under progress.


Asunto(s)
Glucosa/farmacocinética , Glucolípidos/química , Glucolípidos/farmacología , Hipoglucemiantes/farmacología , Fibras Musculares Esqueléticas/efectos de los fármacos , Poaceae/química , Animales , Células Cultivadas , Relación Dosis-Respuesta a Droga , Evaluación Preclínica de Medicamentos/métodos , Transportador de Glucosa de Tipo 4/metabolismo , Glucolípidos/aislamiento & purificación , Humanos , Hipoglucemiantes/química , Estructura Molecular , Fibras Musculares Esqueléticas/metabolismo , Ratas
16.
Appl Biochem Biotechnol ; 174(7): 2571-84, 2014 Dec.
Artículo en Inglés | MEDLINE | ID: mdl-25326183

RESUMEN

Biosurfactant-producing Halomonas sp. MB-30 was isolated from a marine sponge Callyspongia diffusa, and its potency in crude oil recovery from sand pack column was investigated. The biosurfactant produced by the strain MB-30 reduced the surface tension to 30 mN m(-1) in both glucose and hydrocarbon-supplemented minimal media. The critical micelle concentration of biosurfactant obtained from glucose-based medium was at 0.25 mg ml(-1) at critical micelle dilution 1:10. The chemical structure of glycolipid biosurfactant was characterised by infrared spectroscopy and proton magnetic resonance spectroscopy. The emulsification activity of MB-30 biosurfactant was tested with different hydrocarbons, and 93.1 % emulsification activity was exhibited with crude oil followed by kerosene (86.6 %). The formed emulsion was stable for up to 1 month. To identify the effectiveness of biosurfactant for enhanced oil recovery in extreme environments, the interactive effect of pH, temperature and salinity on emulsion stability with crude oil and kerosene was evaluated. The stable emulsion was formed at and above pH 7, temperature >80 °C and NaCl concentration up to 10 % in response surface central composite orthogonal design model. The partially purified biosurfactant recovered 62 % of residual crude oil from sand pack column. Thus, the stable emulsifying biosurfactant produced by Halomonas sp. MB-30 could be used for in situ biosurfactant-mediated enhanced oil recovery process and hydrocarbon bioremediation in extreme environments.


Asunto(s)
Glucolípidos/química , Halomonas/química , Petróleo , Tensoactivos/química , Contaminantes Químicos del Agua/química , Biodegradación Ambiental , Emulsiones/química , Glucolípidos/aislamiento & purificación , Concentración de Iones de Hidrógeno , Tensoactivos/aislamiento & purificación
17.
J Nat Prod ; 77(10): 2234-40, 2014 Oct 24.
Artículo en Inglés | MEDLINE | ID: mdl-25310730

RESUMEN

Five new pentasaccharide resin glycosides, named merremins A-E (1-5), two new pentasaccharide resin glycoside methyl esters, named merremins F and G (6, 7), and four known resin glycosides, murucoidin IV, murucoidin V, stoloniferin IV, and murucoidin XVII, were obtained from the aerial parts of Merremia hederacea. This is the first report of resin glycosides obtained from M. hederacea. In addition, the new compounds can be divided into three types: those possessing an 18-membered ring (1-4), compound 5 with a 20-membered ring, and those with an acyclic core (6, 7). Furthermore, the different types of resin glycosides were evaluated for their multidrug resistance reversal activities. Compounds 1, 5, 6, and murucoidin V were noncytotoxic and enhanced the cytotoxicity of vinblastine by 2.3-142.5-fold at 25 µM. Compound 5 and murucoidin V, with 20-membered rings, were more active than compound 1, with an 18-membered ring.


Asunto(s)
Convolvulaceae/química , Resistencia a Múltiples Medicamentos/efectos de los fármacos , Medicamentos Herbarios Chinos/aislamiento & purificación , Medicamentos Herbarios Chinos/farmacología , Glucolípidos/aislamiento & purificación , Glucolípidos/farmacología , Glicósidos/aislamiento & purificación , Glicósidos/farmacología , Oligosacáridos/aislamiento & purificación , Oligosacáridos/farmacología , Resinas de Plantas/química , Medicamentos Herbarios Chinos/química , Glucolípidos/química , Glicósidos/química , Humanos , Estructura Molecular , Resonancia Magnética Nuclear Biomolecular , Oligosacáridos/química , Vinblastina
18.
Biosci Biotechnol Biochem ; 78(3): 516-23, 2014.
Artículo en Inglés | MEDLINE | ID: mdl-25036844

RESUMEN

The isolation of biosurfactant-producing yeasts from food materials was accomplished. By a combination of a new drop collapse method and thin-layer chromatography, 48 strains were selected as glycolipid biosurfactant producers from 347 strains, which were randomly isolated from various vegetables and fruits. Of the producers, 69% were obtained from vegetables of the Brassica family. Of the 48 producers, 15 strains gave relatively high yields of mannosylerythritol lipids (MELs), and were identified as Pseudozyma yeasts. These strains produced MELs from olive oil at yields ranging from 8.5 to 24.3 g/L. The best yield coefficient reached 0.49 g/g as to the carbon sources added. Accordingly, MEL producers were isolated at high efficiency from various vegetables and fruits, indicating that biosurfactant producers are widely present in foods. The present results should facilitate their application in the food and related industries.


Asunto(s)
Glucolípidos/aislamiento & purificación , Tensoactivos/aislamiento & purificación , Levaduras/aislamiento & purificación , Frutas/microbiología , Glucolípidos/química , Aceite de Oliva , Aceites de Plantas/química , Tensoactivos/química , Verduras/microbiología , Levaduras/química
19.
J Nat Med ; 68(4): 655-67, 2014 Oct.
Artículo en Inglés | MEDLINE | ID: mdl-24838512

RESUMEN

The methanol-soluble extract from the root of Ipomoea tyrianthina was studied in order to isolate compounds with activity on the central nervous system and vasorelaxant effects. Chromatographic methods were used to isolate and purify seven new glycolipids (2-8). The structures of compounds 1-8 were elucidated by a combination of NMR spectroscopy and mass spectrometry. Tyrianthinoic acid (1) is a glycosidic acid composed of a linear pentasaccharide core bonded to a 11-hydroxyhexadecanoic acid. The structure of tyrianthinic acids III (2), IV (3), and V (4) consists of a partially acylated tyrianthinoic acid. Tyrianthinic acid VI (8) is a tetrasaccharide core bonded to a jalapinolic acid, acylated by a 2-methyl-3-hydroxybutanoic acid. Tyrianthins C (5), D (6), and E (7) are ester-type heterodimers of scammonic acid A with different acylating residues in the two monomeric units. The macrolactonization site was located at C-3 of the rhamnose unit. The position of the ester linkage for monomeric unit B on the macrocyclic unit A was established at C-4 of the terminal quinovose. Compounds 5-7 increased the sleeping time induced by pentobarbital and the release of gamma-aminobutyric acid in brain cortex. In addition, compounds 5-7 showed significant in vitro relaxant effects on aortic rat rings, in endothelium- and concentration-dependent manners.


Asunto(s)
Glucolípidos/química , Glucolípidos/farmacología , Glicósidos/química , Glicósidos/farmacología , Hipnóticos y Sedantes/química , Ipomoea/química , Vasodilatadores/química , Animales , Glucolípidos/aislamiento & purificación , Glicósidos/aislamiento & purificación , Hipnóticos y Sedantes/aislamiento & purificación , Hipnóticos y Sedantes/farmacología , Masculino , Ratones , Ratones Endogámicos ICR , Raíces de Plantas/química , Ratas , Ratas Wistar , Resinas de Plantas/química , Resinas de Plantas/aislamiento & purificación , Resinas de Plantas/farmacología , Vasodilatadores/aislamiento & purificación , Vasodilatadores/farmacología , Ácido gamma-Aminobutírico/metabolismo
20.
Lett Appl Microbiol ; 58(2): 184-9, 2014 Feb.
Artículo en Inglés | MEDLINE | ID: mdl-24118020

RESUMEN

UNLABELLED: Assessment of antibacterial as well as antiherpes virus activity of sulfonoquinovosyldiacylglyceride (SQDG), a glycolipid, isolated from the leaves of Azadirachta indica has been described. Antimicrobial activity was evaluated against Gram-positive, Gram-negative bacteria and herpes simplex virus. SQDG showed significant inhibitory activity against Salmonella typhi and two isolates of Shigella dysenteriae with MIC values 32 µg ml(-1) , while three isolates of Salm. typhi, Escherichia coli and Vibrio cholerae were inhibited at 64 µg ml(-1) and have shown zone diameter ranging from 6.2 to 12.3 mm. The growth kinetics study of SQDG on Salm. typhi and Sh. dysenteriae revealed that the growths were completely inhibited at their MIC values within 24 h of exposure. Interestingly, SQDG inhibits herpes simplex virus (HSV) type 1 and 2 with the EC50 of 9.1 and 8.5 µg ml(-1) , compared with acyclovir (2.2 and 2.8 µg ml(-1) against HSV-1 and HSV-2). The selectivity index (SI) was found to be 12.4 against HSV-1 and 13.41 with HSV-2. Furthermore, the expression of proinflammatory cytokines of HSV-infected and SQDG-treated macrophages using ELISA kit revealed that SQDG significantly downregulated the production of TNF-α, IL-1ß, IL-12 and IL-6. SIGNIFICANCE AND IMPACT OF THE STUDY: The water-soluble metabolite sulfonoquinovosyldiacylglyceride (SQDG) isolated from Azadirachta indica (Neem) possess significant antibacterial as well as anti-HSV activity. The efficacies as well as the solubility factor of SQDG substantiate a greater attention for its use as phytotherapeutic drug for controlling microbial infections as most consumers have better acceptance of phytomedicines than synthetic drugs.


Asunto(s)
Antibacterianos/farmacología , Antivirales/farmacología , Azadirachta/química , Glucolípidos/farmacología , Bacterias Gramnegativas/efectos de los fármacos , Simplexvirus/efectos de los fármacos , Staphylococcus aureus/efectos de los fármacos , Antibacterianos/química , Antibacterianos/aislamiento & purificación , Antivirales/química , Antivirales/aislamiento & purificación , Citocinas/metabolismo , Enterobacteriaceae/efectos de los fármacos , Glucolípidos/química , Glucolípidos/aislamiento & purificación , Bacterias Gramnegativas/crecimiento & desarrollo , Herpesvirus Humano 1/efectos de los fármacos , Herpesvirus Humano 2/efectos de los fármacos , Pruebas de Sensibilidad Microbiana , Hojas de la Planta/química , Pseudomonas aeruginosa/efectos de los fármacos , Pseudomonas aeruginosa/crecimiento & desarrollo , Staphylococcus aureus/crecimiento & desarrollo , Vibrio cholerae/efectos de los fármacos , Vibrio cholerae/crecimiento & desarrollo , Ensayo de Placa Viral
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