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1.
J Sep Sci ; 46(19): e2300320, 2023 Oct.
Artículo en Inglés | MEDLINE | ID: mdl-37541285

RESUMEN

This study presents an efficient strategy for large-scale preparation of low polarity gingerols directly from ginger crude extract by high-speed countercurrent chromatography with different rotation mode. The ultrasonic-assisted extraction conditions were optimized by response surface methodology and the results showed the major low polarity gingerols could be well enriched under the optimized extraction conditions. Then the crude extract without any pretreatment was directly separated by high-speed countercurrent chromatography with different rotation mode using n-hexane/ethyl acetate/methanol/water (6:4:6:4, v/v/v/v) as the solvent system. In about 400 min, five major gingerols including 150 mg of [6]-gingerol, 50 mg of [8]-gingerol, 20 mg of [6]-shogaol, 43 mg of [6]-dehydrogingerdione, and 40 mg of [10]-gingerol were obtained from 1.2 g of crude extract in a single run with repeated injection. Their structures were identified by 1 H-NMR spectroscopy.


Asunto(s)
Distribución en Contracorriente , Zingiber officinale , Distribución en Contracorriente/métodos , Zingiber officinale/química , Rotación , Extractos Vegetales/química , Alcoholes Grasos/química
2.
J Sci Food Agric ; 103(6): 2838-2847, 2023 Apr.
Artículo en Inglés | MEDLINE | ID: mdl-36700254

RESUMEN

BACKGROUND: Ginger and its extracts have been frequently used in food processing and pharmaceuticals. However, the influence of ginger and its key compounds on benzo[a]pyrene (BaP) production in meat processing has not been investigated. The purpose of this study was to explore the effect of application of ginger and its important active ingredients on BaP formation and the mechanism of inhibiting BaP formation in charcoal-grilled pork sausages. RESULTS: The DPPH scavenging (23.59-59.67%) activity and the inhibition rate of BaP (42.1-68.9%) were significantly increased (P < 0.05) with increasing ginger addition. The active components extracted by supercritical carbon dioxide from ginger were identified by gas chromatography-mass spectrometry and 14 representative compounds (four terpenes, two alcohols, two aldehydes, four phenols and two other compounds, totaling 77.57% of the detected compounds) were selected. The phenolic compounds (eugenol, 6-gingerol, 6-paradol and 6-shogaol, accounting for 29.73% of the total composition) in ginger played a key role and had the strongest inhibitory effect on BaP (61.2-68.2%), whereas four other kinds of compound showed obviously feeble inhibitory activity (6.47-17.9%). Charcoal-grilled sausages with phenolic substances had lower values of thiobarbituric acid-reactive substances, carbonyl and diene (three classic indicators of lipid oxidation) (P < 0.05). CONCLUSION: Ginger and its key compounds could effectively inhibit the formation of BaP in charcoal-grilled pork sausages. Phenolic compounds make the strongest contribution to the inhibition of Bap formation, and the inhibitory mechanism was related to the inhibition of lipid oxidation. © 2023 Society of Chemical Industry.


Asunto(s)
Carne de Cerdo , Carne Roja , Zingiber officinale , Animales , Porcinos , Benzo(a)pireno/análisis , Zingiber officinale/química , Carbón Orgánico , Carne Roja/análisis , Carne de Cerdo/análisis , Catecoles/análisis , Fenoles/química , Alcoholes Grasos/química , Extractos Vegetales/química
3.
Naunyn Schmiedebergs Arch Pharmacol ; 396(4): 633-647, 2023 Apr.
Artículo en Inglés | MEDLINE | ID: mdl-36585999

RESUMEN

The rhizomes of ginger have been in use in many forms of traditional and alternative medicines. Besides being employed as condiment and flavoring agent, it is used in the treatment of nausea, osteoarthritis, muscle pain, menstrual pain, chronic indigestion, Alzheimer's disease, and cancer. Ginger rhizome contains volatile oils, phenolic compounds and resins, and characterization studies showed that [6]-gingerol, [6]-shogaol, and [6]-paradol are reported to be the pharmacologically active components. Gingerol is a major chemical constituent found as volatile oil in the rhizomes of ginger. It has several medicinal benefits and used for the treatment of rheumatoid arthritis, nausea, cancer, and diabetes. Many studies have been carried out in various parts of the world to isolate and standardize gingerol for their use as a complementary medicine. The present review summarizes wide range of research studies on gingerol and its pharmacological roles in various metabolic diseases.


Asunto(s)
Catecoles , Zingiber officinale , Catecoles/farmacología , Catecoles/uso terapéutico , Alcoholes Grasos/farmacología , Alcoholes Grasos/uso terapéutico , Alcoholes Grasos/química , Extractos Vegetales/química , Zingiber officinale/química , Zingiber officinale/metabolismo
4.
Molecules ; 27(19)2022 Oct 06.
Artículo en Inglés | MEDLINE | ID: mdl-36235162

RESUMEN

Compared with polymers and nanoparticles, fatty alcohols can not only increase the stability of foam, but also maintain better foamability at pH < 2, which is beneficial to reduce waste liquid and increase decontamination efficiency for radioactive surface pollution. However, different fatty alcohols have different hydrophobic chain lengths. The effects of fatty alcohols with different chain lengths on the performance of decontamination foam were studied at pH < 2, to assist in the selection of suitable fatty alcohols as foam stabilizers. Combined with betaine surfactant and phytic acid, biomass-based foams were synthesized using fatty alcohols with different chain lengths. When the hydrophobic tail groups of the fatty alcohol and the surfactant were the same, the foam showed the best performance, including the lowest surface tension, the highest liquid film strength, the greatest sag-resistance and the best stability. However, when the hydrophobic tail groups were different, the space between adjacent surface active molecules was increased by thermal motion of the excess terminal tail segments (a tail-wagging effect), and the adsorption density reduced on the gas-liquid interface, leading to increased surface tension and decreased liquid film strength, sag-resistance and stability. The use of decontamination foam stabilized by fatty alcohols with the same hydrophobic group as the surfactant was found to increase the decontamination rate of radioactive uranium pollution from 64 to over 90% on a vertical surface.


Asunto(s)
Alcoholes Grasos , Uranio , Betaína , Biomasa , Descontaminación , Alcoholes Grasos/química , Concentración de Iones de Hidrógeno , Ácido Fítico , Polímeros , Tensoactivos/química
5.
Eur Rev Med Pharmacol Sci ; 26(18): 6512-6522, 2022 09.
Artículo en Inglés | MEDLINE | ID: mdl-36196700

RESUMEN

OBJECTIVE: Accumulating studies have demonstrated the potential activity of ginger in treating and managing several diseases but little is known about its protective effects against teratogenicity of chemical toxins. Thus, in this study, we have evaluated the protective effect of gingerol fraction (GF) against methyl ethyl ketone (MEK) induced teratogenic effects in newborns of mice. MATERIALS AND METHODS: A total of 30 mature females and fifteen male mice (Mus musculus) weighing 25-30 g were included in this study. The pregnant mice were divided into three groups (10 mice each); control group (GI, mice received normal drinking water; NDW), methyl ethyl ketone (MEK) treated group (GII, received MEK at a dose of 350 mg/kg body weight in NDW), and GF treated group (GIII; mice received GF at a dose of 25 mg/kg in NDR). Histological analysis, cellular oxidative, and antioxidant enzymes, fibrosis, and apoptosis of brain, liver, and kidney tissues were estimated by histological and immunoassay techniques. RESULTS: In this study, the treatment of pregnant female mice with gingerol fractions (GF) at a dose of 25 mg/kg significantly protected all tissues organs of mothers and their offspring against the teratogenic effects induced by MEK at a dose of 350 mg/kg. A significant improvement in cellular antioxidant enzymes GSH, SOD, and peroxidase activities along with a reduction in the initiation of cellular oxidative free radicals (TBARS) was reported in GF treated mice compared to mice intoxicated with MEK (350 mg/kg). In addition, a significant reduction in cellular fibrosis and apoptosis was reported in all tissues of mothers and their offspring's following treatment with GF. HPLC analysis of ginger extracts estimated a set of polyphenolic compounds such [6]-gingerol, [8]-gingerol, [10]-gingerol, and [6]-shogaol which are responsible for the antioxidant, anti-fibrotic, and anti-apoptotic protective effects against teratogenic effects of MEK. CONCLUSIONS: Gingerol fractions (GF) at a dose of 25 mg/kg significantly protected all tissues organs of mothers and their offspring against the teratogenic effects induced by MEK at a dose of 350 mg/kg. The beneficial effects of ginger phenolic compounds; [6]-gingerol, [8]-gingerol, [10]-gingerol, and [6]-shogaol against teratogenic effects of MEK proceeded through their antioxidant, anti-fibrotic, and anti-apoptotic properties.


Asunto(s)
Catecoles , Alcoholes Grasos , Extractos Vegetales , Zingiber officinale , Animales , Femenino , Masculino , Ratones , Antioxidantes/química , Antioxidantes/farmacología , Butanonas/toxicidad , Catecoles/química , Catecoles/farmacología , Catecoles/uso terapéutico , Alcoholes Grasos/química , Alcoholes Grasos/farmacología , Alcoholes Grasos/uso terapéutico , Fibrosis , Zingiber officinale/química , Peroxidasas , Extractos Vegetales/uso terapéutico , Superóxido Dismutasa , Sustancias Reactivas al Ácido Tiobarbitúrico
6.
Biofactors ; 48(5): 993-1004, 2022 Sep.
Artículo en Inglés | MEDLINE | ID: mdl-36191294

RESUMEN

Metabolic syndrome is an inflammatory disorder characterized by diabetes, obesity, atherosclerosis, and hypertension. Globally, this disease is increasing, especially in developed countries. Supposedly, herbal treatments for this disease likely have fewer adverse effects than chemical medications. Thus, they can be suitable options among the available chemical treatments. Ginger has been used as a spice and medicinal plant in traditional medicine and cooking. This herbal compound and its derivatives, such as 6-gingerol, have shown promising effects on various molecular aspects of metabolic syndrome. In this study, we reviewed and discussed the significant impacts of gingerol, a derivative of ginger, on metabolic syndrome through various mechanisms. The benefits of 6-gingerol include its effects on AMP-activated protein kinase (AMPK), which prevent diabetes, lipid regulating effect (peroxisome proliferator-activated receptors, PPARs), as well as its effects on enzymes and proteins preventing hyperlipidemia caused by a high-fat diet. In addition, 6-gingerol has anti-atherosclerosis and anti-hypertension effects through several molecular mechanisms. The current review will discuss various effects of 6-gingerol on molecular pathways involved in diabetes, obesity, atherosclerosis, and hypertension as characterizing features of metabolic syndrome and suggests that 6-gingerol can be a potential treatment agent for metabolic syndrome and shed light on a higher requirement for more pre-clinical and clinical investigations.


Asunto(s)
Síndrome Metabólico , Zingiber officinale , Proteínas Quinasas Activadas por AMP/metabolismo , Catecoles , Alcoholes Grasos/química , Alcoholes Grasos/farmacología , Alcoholes Grasos/uso terapéutico , Zingiber officinale/química , Humanos , Síndrome Metabólico/tratamiento farmacológico , Obesidad , Receptores Activados del Proliferador del Peroxisoma , Extractos Vegetales/química
7.
J Proteomics ; 269: 104723, 2022 10 30.
Artículo en Inglés | MEDLINE | ID: mdl-36096434

RESUMEN

Ginger extract has been reported to possess antioxidant properties. However, components isolated from ginger have been rarely reported to inhibit oxidation. Herein, the antioxidant properties of ginger and purified components derived from it (6-gingerol, zingerone, rutin, quercetin, and kaempferol) were confirmed by using HPLC and were further used to investigate its effect on lamb meat. Myofibrillar proteins isolated (MPI) from lamb meat were incubated with ginger and its constituents under induced Fenton oxidation (1.0 mmol/L FeCl3, 0.1 mmol/L Asc, and 20 mmol/L H2O2) for 1, 3,5, and 7 h. Incubating meat protein isolate in the absence of ginger extract or its components resulted in a substantial drop in sulfhydryl groups, an increase in protein carbonyl content, and a corresponding increase in TBARS content. However, ginger extract and its constituents demonstrated antioxidant properties, which might be attributed to their hydroxyl groups and suitable solubilizing side chains. Overall, ginger extract exhibited the highest antioxidant capabilities of all treated samples, suggesting that ginger extracts may be used as a natural antioxidant in meat and lipid/protein-containing processed products. SIGNIFICANCE OF THE STUDY: Ginger extract is also frequently used as a herbal medicine due to its anti-inflammatory, anti-cancer, and antibacterial qualities. Nonvolatile pungent chemicals found in ginger, such as gingerol, shogaols, paradols, and zingerone, as well as kaempferol, rutin, and other phenolic compounds, have been confirmed in ginger extract and have been shown to have antioxidant action driven by free radical elimination. Despite these findings, ginger extract and its pure constituent components have seldom been shown to have the ability to slow protein and lipid oxidation in meat and meat-related products. The effect of ginger extracts on the oxidative stability of myofibriller protein isolate has never been investigated. Exploiting the phenolic content of ginger extract may result in a discovery that would have a huge influence on both the ginger and meat industries as well as other food processing sectors. The first aim of our study was to confirm the presence of six selected phenolic compounds (rutin, kaempferol, 6-gingerol, zingerone, naringenin, and quercetin) in ginger as reported by literature, and the second objective was to determine the efficacy of ginger extracts and its purified constituents on myofibrillar protein isolate treated under induced Fenton oxidation.


Asunto(s)
Quempferoles , Zingiber officinale , Animales , Antibacterianos , Antiinflamatorios/química , Antioxidantes/metabolismo , Antioxidantes/farmacología , Catecoles , Alcoholes Grasos/química , Alcoholes Grasos/farmacología , Zingiber officinale/química , Zingiber officinale/metabolismo , Guayacol/análogos & derivados , Peróxido de Hidrógeno/metabolismo , Proteínas de la Carne , Fenoles , Extractos Vegetales/química , Extractos Vegetales/farmacología , Carbonilación Proteica , Quercetina , Rutina , Ovinos , Sustancias Reactivas al Ácido Tiobarbitúrico
8.
Mar Drugs ; 20(9)2022 Sep 19.
Artículo en Inglés | MEDLINE | ID: mdl-36135775

RESUMEN

SARS-CoV-2 is the causative agent of the COVID-19 pandemic. This in silico study aimed to elucidate therapeutic efficacies against SARS-CoV-2 of phyco-compounds from the seaweed, Ulva fasciata. Twelve phyco-compounds were isolated and toxicity was analyzed by VEGA QSAR. Five compounds were found to be nonmutagenic, noncarcinogenic and nontoxic. Moreover, antiviral activity was evaluated by PASS. Binding affinities of five of these therapeutic compounds were predicted to possess probable biological activity. Fifteen SARS-CoV-2 target proteins were analyzed by the AutoDock Vina program for molecular docking binding energy analysis and the 6Y84 protein was determined to possess optimal binding affinities. The Desmond program from Schrödinger's suite was used to study high performance molecular dynamic simulation properties for 3,7,11,15-Tetramethyl-2-hexadecen-1-ol-6Y84 for better drug evaluation. The ligand with 6Y84 had stronger binding affinities (-5.9 kcal/mol) over two standard drugs, Chloroquine (-5.6 kcal/mol) and Interferon α-2b (-3.8 kcal/mol). Swiss ADME calculated physicochemical/lipophilicity/water solubility/pharmacokinetic properties for 3,7,11,15-Tetramethyl-2-hexadecen-1-ol, showing that this therapeutic agent may be effective against SARS-CoV-2.


Asunto(s)
Antivirales , SARS-CoV-2 , Ulva , Antivirales/química , Antivirales/farmacología , Cloroquina , Alcoholes Grasos/química , Alcoholes Grasos/farmacología , Humanos , Interferón-alfa , Ligandos , Simulación del Acoplamiento Molecular , Simulación de Dinámica Molecular , Inhibidores de Proteasas/química , SARS-CoV-2/efectos de los fármacos , Terpenos/química , Terpenos/farmacología , Ulva/química , Tratamiento Farmacológico de COVID-19
9.
J Agric Food Chem ; 70(31): 9674-9683, 2022 Aug 10.
Artículo en Inglés | MEDLINE | ID: mdl-35916113

RESUMEN

6-Gingerol and 6-shogaol are the most abundant gingerols and shogaols in ginger root and have been shown to reduce the asthmatic phenotype in murine models of asthma. Several studies have described the pharmacokinetics of gingerols and shogaols in humans following the oral ingestion of ginger, while little was known about the metabolism of these components in humans, particularly in patients with asthma. In this study, a dietary supplement of 1.0 g of ginger root extract was administered to asthma patients twice daily for 56 days and serum samples were drawn at 0.5-8 h on days 0, 28, and 56. The metabolic profiles of gingerols and shogaols in human plasma and the kinetic changes of gingerols, shogaols, and their metabolites in asthma patients collected on the three different visits were analyzed using liquid chromatography-mass spectrometry (LC-MS). Ketone reduction was the major metabolic pathway of both gingerols and shogaols. Gingerdiols were identified as the major metabolites of 6-, 8-, and 10-gingerols. M11 and M9 were identified as the double-bond reduction and both the double-bond and ketone reduction metabolites of 6-shogaol, respectively. Cysteine conjugation was another major metabolic pathway of 6-shogaol in asthma patients, and two cysteine-conjugated 6-shogaol, M1 and M2, were identified as the major metabolites of 6-shogaol. Furthermore, gingerols, shogaols, and their metabolites were quantitated in the human serum collected at different time points during each of the three visits using a very sensitive high-resolution LC-MS method. The results showed that one-third of 6-gingerol was metabolized to produce its reduction metabolites, 6-gingerdiols, and more than 90% of 6-shogaol was metabolized to its phase I and cysteine-conjugated metabolites, suggesting the importance of considering the contribution of these metabolites to the bioavailability and health beneficial effects of gingerols and shogaols. All gingerols, shogaols, and their metabolites reached their peak concentrations in less than 2 h, and their half-lives (t1/2) were from 0.6 to 2.4 h. Furthermore, long-term treatment of ginger supplements, especially after 56 days of treatment, increases the absorption of ginger compounds and their metabolites in asthma patients.


Asunto(s)
Asma , Zingiber officinale , Animales , Asma/tratamiento farmacológico , Catecoles/química , Cisteína/metabolismo , Alcoholes Grasos/química , Zingiber officinale/química , Humanos , Cetonas/metabolismo , Ratones , Extractos Vegetales/química
10.
Int J Mol Sci ; 23(11)2022 May 29.
Artículo en Inglés | MEDLINE | ID: mdl-35682770

RESUMEN

5-Lipoxygenase (5-LOX) converts arachidonic acid to lipidic inflammatory mediators such as leukotrienes (LTs). In diseases such as asthma, LTs contribute to a physiopathology that could be reverted by blocking 5-LOX. Natural products with anti-inflammatory potential such as ginger have been used as nutraceuticals since ancient times. 6-Gingerol and 6-shogaol are the most abundant compounds in the ginger rhizome; they possess anti-inflammatory, antioxidant, and chemopreventive properties. In the present study, 6-gingerol and 6-shogaol structures were analyzed and compared with two commercial 5-LOX inhibitors (zileuton and atreleuton) and with other inhibitor candidates (3f, NDGA, CP 209, caffeic acid, and caffeic acid phenethyl ester (CAPE)). The pharmacokinetics and toxicological properties of 6-gingerol, 6-shogaol, and the other compounds were evaluated. Targeted molecular coupling was performed to identify the optimal catalytic pocket for 5-LOX inhibition. The results showed that 6-gingerol and 6-shogaol follow all of the recommended pharmacokinetic parameters. These compounds could be inhibitors of 5-LOX because they present specific interactions with the residues involved in molecular inhibition. The current study demonstrated the potential of 6-gingerol and 6-shogaol as anti-inflammatory agents that inhibit 5-LOX, as they present a high level of performance in the toxicological analysis and could be catabolized by the cytochrome p450 enzymatic complex; however, 6-gingerol was superior in safety compared to 6-shogaol.


Asunto(s)
Zingiber officinale , Antiinflamatorios/farmacología , Araquidonato 5-Lipooxigenasa , Catecoles/química , Alcoholes Grasos/química , Alcoholes Grasos/farmacología , Zingiber officinale/química , Oxidación-Reducción , Extractos Vegetales/farmacología
11.
J Food Sci ; 87(7): 3307-3317, 2022 Jul.
Artículo en Inglés | MEDLINE | ID: mdl-35708209

RESUMEN

Ginger extract (GE) and its major component 6-gingerol (6G) have been reported to exert anti-tumor effects in various cancers. The underlying mechanism, however, has not been well demonstrated. Here, we have focused on the relationship between promotion of mitochondrial biogenesis in tumor infiltrating CD8+ T cells induced by GE and 6G and their cytotoxic effect. The results showed that GE induced 56% inhibition of tumor growth in Lewis lung carcinoma (LLC) xenograft mouse model and 6G induced 33% (25 mg/kg) and 37% (50 mg/kg) inhibition. GE increased mitochondrial mass of CD8+ T cells in tumor and draining lymph nodes (DLNs) significantly, while 6G had no significant effect. GE and 6G both had no significant influence on histopathological changes of liver and kidney in mice. In the co-culture system of CTLL-2 cells and LLC cells, GE enhanced the cytotoxicity of CTLL-2 cells against LLC cells by 14% and 19% at concentrations of 2.5 and 5 mg/ml, respectively. 6G did not promote cytotoxicity of CTLL-2 cells. GE increased mitochondrial mass at 5 and 10 mg/ml and mtDNA copy number and ATP production at 2.5, 5, 10 mg/ml in CTLL-2 cells. 6G promoted mtDNA copy number at 50, 100, 150 µM and mitochondrial mass and ATP production at 25, 50, 100, 150 µM in CTLL-2 cells. These results suggest that promotion of mitochondrial biogenesis and function in tumor infiltrating CD8+ T cells may play an essential role in GE-induced inhibition of tumor growth. The current results perfect the mechanism of anti-tumor effect of ginger, which is beneficial for further application in cancer management. PRACTICAL APPLICATION: Ginger, as a worldwide food seasoning and herbal medicine in traditional Chinese medicine, has been reported to possess anti-tumor efficacy. To our knowledge, it is the first time to focus on ginger's ability of promoting mitochondrial biogenesis in tumor infiltrating CD8+ T cells to explore the mechanism of its anti-tumor effect. Our observations demonstrate that ginger inhibits tumor growth via promoting mitochondrial biogenesis and function of T cells. The present study links food to anti-tumor immunity and provides impetus to investigate and design dietary supplements for cancer management.


Asunto(s)
Antineoplásicos/farmacología , Neoplasias , Extractos Vegetales , Zingiber officinale , Adenosina Trifosfato , Animales , Linfocitos T CD8-positivos , Catecoles/química , Catecoles/farmacología , ADN Mitocondrial , Alcoholes Grasos/química , Alcoholes Grasos/farmacología , Zingiber officinale/química , Humanos , Ratones , Biogénesis de Organelos , Extractos Vegetales/química , Extractos Vegetales/farmacología
12.
Drug Deliv ; 29(1): 284-293, 2022 Dec.
Artículo en Inglés | MEDLINE | ID: mdl-35019794

RESUMEN

Alopecia areata is a skin disorder characterized by scarless, localized hair loss that is usually managed by topical treatments that might further worsen the condition. Therefore, the current study aimed to develop nano-cubosomes loaded with finasteride (FI) and oregano oil (Or) to improve drug solubility and permeation through skin and then incorporate it into an aloe ferox gel base. An l-optimal coordinate exchange design was adopted to optimize nano-cubosomes. Phytantriol and Alkyl Acrylate were employed as the lipid material, and surfactant respectively for cubosomes manufacture. The produced formulations were assessed for their particle size, entrapment efficiency (EE%), FI steady-state flux (Jss) and minimum inhibitory concentration (MIC) against Pro-pionibacterium acnes. Optimal FI-Or-NCu had a particle size of 135 nm, EE% equals 70%, Jss of 1.85 µg/cm2.h, and MIC of 0.44 µg/ml. The optimum formulation loaded gel gained the highest drug release percent and ex vivo skin permeation compared to FI aqueous suspension, and pure FI loaded gel. Aloe ferox and oregano oil in the optimized gel formulation had a synergistic activity on the FI permeation across the skin and against the growth of p. acne bacteria which could favor their use in treating alopecia. Thus, this investigation affirms the ability of FI-Or-NCu loaded aloe ferox gel could be an effective strategy that would enhance FI release and permeation through skin and maximize its favorable effects in treating alopecia.


Asunto(s)
Aloe/química , Alopecia/patología , Finasterida/farmacología , Sistema de Administración de Fármacos con Nanopartículas/química , Origanum/química , Administración Cutánea , Animales , Química Farmacéutica , Portadores de Fármacos/química , Liberación de Fármacos , Alcoholes Grasos/química , Finasterida/administración & dosificación , Masculino , Pruebas de Sensibilidad Microbiana , Tamaño de la Partícula , Ratas , Ratas Wistar , Absorción Cutánea , Solubilidad , Propiedades de Superficie
13.
Chem Biodivers ; 19(1): e202100608, 2022 Jan.
Artículo en Inglés | MEDLINE | ID: mdl-34786852

RESUMEN

A new globoscinic acid derivative, aspertubin A (1) along with four known compounds, were obtained from the co-culture of Aspergillus tubingensis S1120 with red ginseng. The chemical structures of compounds were characterized by using spectroscopic methods, the calculated and experimental electronic circular dichroism. Panaxytriol (2) from red ginseng, and asperic acid (4) showed significant antifeedant effect with the antifeedant rates of 75 % and 80 % at the concentrations of 50 µg/cm2 . Monomeric carviolin (3) and asperazine (5) displayed weak attractant activity on silkworm. All compounds were assayed for antifungal activities against phytopathogens A. tubingensis, Nigrospora oryzae and Phoma herbarum and the results indicated that autotoxic aspertubin A (1) and panaxytriol (2) possessed selective inhibition against A. tubingensis with MIC values at 8 µg/mL. The co-culture extract showed higher antifeedant and antifungal activities against P. herbarum than those of monoculture of A. tubingensis in ordinary medium. So the medicinal plant and endophyte showed synergistic effect on the plant disease resistance by active compounds from the coculture of A. tubingensis S1120 and red ginseng.


Asunto(s)
Antifúngicos/química , Aspergillus/química , Repelentes de Insectos/química , Panax/química , Animales , Antifúngicos/aislamiento & purificación , Antifúngicos/farmacología , Ascomicetos/efectos de los fármacos , Aspergillus/crecimiento & desarrollo , Aspergillus/metabolismo , Bombyx/efectos de los fármacos , Bombyx/crecimiento & desarrollo , Enediinos/química , Enediinos/aislamiento & purificación , Enediinos/farmacología , Alcoholes Grasos/química , Alcoholes Grasos/aislamiento & purificación , Alcoholes Grasos/farmacología , Repelentes de Insectos/aislamiento & purificación , Repelentes de Insectos/farmacología , Pruebas de Sensibilidad Microbiana , Conformación Molecular , Panax/crecimiento & desarrollo , Panax/metabolismo , Phoma/efectos de los fármacos , Plantas Medicinales/química , Plantas Medicinales/crecimiento & desarrollo , Plantas Medicinales/metabolismo
14.
Molecules ; 26(18)2021 Sep 21.
Artículo en Inglés | MEDLINE | ID: mdl-34577171

RESUMEN

As the human life expectancy increases, age-linked diseases have become more and more frequent. The worldwide increment of dementia cases demands medical solutions, but the current available drugs do not meet all the expectations. Recently the attention of the scientific community was attracted by natural compounds, used in ancient medicine, known for their beneficial effects and high tolerability. This review is focused on Ginger (Zingiber officinale) and explore its properties against Alzheimer's Disease and Vascular Dementia, two of the most common and devastating forms of dementia. This work resumes the beneficial effects of Ginger compounds, tested in computational in vitro and in vivo models of Alzheimer's Disease and Vascular Dementia, along with some human tests. All these evidences suggest a potential role of the compounds of ginger not only in the treatment of the disease, but also in its prevention.


Asunto(s)
Demencia/tratamiento farmacológico , Extractos Vegetales/química , Sustancias Protectoras/química , Zingiber officinale/química , Catecoles/química , Catecoles/farmacología , Descubrimiento de Drogas , Alcoholes Grasos/química , Alcoholes Grasos/farmacología , Guayacol/análogos & derivados , Guayacol/química , Guayacol/farmacología , Humanos , Cetonas/química , Cetonas/farmacología , Modelos Moleculares , Extractos Vegetales/farmacología , Sustancias Protectoras/farmacología , Sesquiterpenos/química , Sesquiterpenos/farmacología , Relación Estructura-Actividad
15.
J Oleo Sci ; 70(8): 1051-1058, 2021.
Artículo en Inglés | MEDLINE | ID: mdl-34349086

RESUMEN

This study aimed to examine the chemical composition of wheat germ oil extracted by three different methods, and to evaluate its inhibitory effect on the cyclooxygenase and proteinase activities. The results showed that the contents of policosanols, tocopherols and phytosterols were affected by the extraction procedure. However, the fatty acid composition of the different oil extracts was nearly the same. Among the tested oils samples, cold pressed oil exhibited the strongest inhibitory activity against proteinase (93.4%, IC50 =195.7 µg/mL) and cyclooxygenase 1 (80.5%, IC50 =58.6 µg/mL). Furthermore, the cold pressed oil had the highest content of octacosanol, ß-sitosterol and α-linolenic acid, suggesting that those bioactive compounds could be essential for the potent ani-cyclooxygenase activity. The present data revealed that wheat germ oil contained cyclooxygenase and trypsin inhibitors, which are the promising therapeutic target for the treatment of various inflammatory diseases. Thus, wheat germ oil might be used to develop functional foods and pharmaceutic products for the human health.


Asunto(s)
Antiinflamatorios/química , Inhibidores de la Ciclooxigenasa/química , Aceites de Plantas/química , Triticum/química , Inhibidores de Tripsina/química , Antiinflamatorios/análisis , Antiinflamatorios/aislamiento & purificación , Inhibidores de la Ciclooxigenasa/análisis , Inhibidores de la Ciclooxigenasa/aislamiento & purificación , Alcoholes Grasos/análisis , Alcoholes Grasos/química , Alcoholes Grasos/aislamiento & purificación , Extracción Líquido-Líquido/métodos , Fitosteroles/análisis , Fitosteroles/química , Fitosteroles/aislamiento & purificación , Aceites de Plantas/análisis , Aceites de Plantas/aislamiento & purificación , Tocoferoles/análisis , Tocoferoles/química , Tocoferoles/aislamiento & purificación , Inhibidores de Tripsina/análisis , Inhibidores de Tripsina/aislamiento & purificación
16.
Food Funct ; 12(17): 7964-7974, 2021 Sep 07.
Artículo en Inglés | MEDLINE | ID: mdl-34254624

RESUMEN

Ginger oleoresin was emulsified with gum acacia and encapsulated in a sucrose matrix by co-crystallization. The increased void space and surface area of sucrose provided a porous base for the incorporation of oleoresin. This co-crystallization led to modification from crystalline to irregular agglomerates, as evident from X-ray diffraction and differential scanning calorimetry. Hygroscopicity, water sorption isotherms and water activity demonstrated changes due to the change in crystallinity of sucrose. The active components such as [6]-, [8]- and [10]-gingerols and [6]-shogaol were quantified by HPLC. The encapsulation efficiency of [6]-gingerol was 45.59%. The storage kinetics at different relative humidity levels and temperatures indicated [6]-gingerol to be the most stable among the gingerols studied. A temperature of 25 °C and relative humidity of 33% proved to be the best storage conditions for the ginger flavoured sugar cubes. Thus, co-crystallization for the encapsulation of ginger oleoresin serves a dual purpose, i.e., protection and a mode of delivering a spicy flavour.


Asunto(s)
Extractos Vegetales/química , Sacarosa/química , Zingiber officinale/química , Catecoles/química , Cromatografía Líquida de Alta Presión , Cristalización , Composición de Medicamentos , Estabilidad de Medicamentos , Almacenaje de Medicamentos , Alcoholes Grasos/química , Cinética , Temperatura
17.
Int J Nanomedicine ; 16: 3725-3739, 2021.
Artículo en Inglés | MEDLINE | ID: mdl-34103913

RESUMEN

PURPOSE: Transarterial chemoembolization is the preferred treatment for patients with middle and advanced-stage hepatocellular carcinoma (HCC); however, most hepatic artery embolization agents have various disadvantages. The purpose of this study was to evaluate phytantriol-based liquid crystal injections for potential use in treatment of HCC. METHODS: Using sinomenine (SN) and 5-fluorouracil (5-FU) as model drugs, three precursor in situ liquid crystal injections based on phytantriol (P1, P2, and P3) were prepared, and their in vitro biocompatibility, anticancer activity, and drug release investigated, to evaluate their feasibility for use in treatment of HCC. The properties of the precursor injections and subsequent cubic liquid crystal gels were observed by visual and polarizing microscopy, in an in vitro gelation experiment. Biocompatibility was evaluated by in vitro hemolysis, histocompatibility, and cytotoxicity assays. RESULTS: Precursor injections were colorless liquids that formed transparent cubic liquid crystal gels on addition of excess water. The three precursor injections all caused slight hemolysis, without agglutination, and were mildly cytotoxic. Histocompatibility experiments showed that P1 had good histocompatibility, while P2 and P3 resulted in strong inflammatory responses, which subsequently resolved spontaneously. In vitro anti-cancer testing showed that SN and 5-FU inhibited HepG2 cells in a time- and concentration-dependent manner and had synergistic effects. Further, in vitro release assays indicated that all three preparations had sustained release effects, with cumulative release of >80% within 48 h. CONCLUSION: These results indicate that SN and 5-FU have synergistic inhibitory effects on HepG2 cells, which has not previously been reported. Moreover, we describe a biocompatible precursor injection, useful as a drug carrier for the treatment of liver cancer, which can achieve targeting, sustained release, synergistic chemotherapy, and embolization. These data indicate that precursor injections containing SN and 5-FU have great potential for use in therapy for liver cancer.


Asunto(s)
Fluorouracilo/uso terapéutico , Cristales Líquidos/química , Neoplasias Hepáticas/tratamiento farmacológico , Morfinanos/uso terapéutico , Animales , Antineoplásicos/farmacología , Antineoplásicos/uso terapéutico , Carcinoma Hepatocelular/tratamiento farmacológico , Muerte Celular , Portadores de Fármacos/química , Liberación de Fármacos , Sinergismo Farmacológico , Alcoholes Grasos/química , Fluorouracilo/farmacología , Geles , Hemólisis , Células Hep G2 , Humanos , Inyecciones , Morfinanos/farmacología , Ratas Sprague-Dawley , Agua/química
18.
J Oleo Sci ; 70(1): 67-76, 2021.
Artículo en Inglés | MEDLINE | ID: mdl-33431774

RESUMEN

α-Gels are often used as base materials for cosmetics and hair conditioners. α-Gel-based commercial products typically contain many types of additives, such as polymers, electrolytes, oily components, and other surfactants, in addition to the three basic components. However, few systematic studies have been conducted on the effect of such additives on α-gels. In this study, we chose surfactant as an example to initiate the effect of such additives on the structure and rheological properties of α-gel samples formulated using cetyl alcohol (C16OH) and cetyltrimethylammonium chloride (CTAC). Optical microscopy analysis demonstrated that the size of the vesicles in the α-gel samples in this study was decreased via the addition of hydrogenated soybean lecithin (HSL) and penta(oxyethylene) cetyl ether (C16EO5), a nonionic surfactant, to them. Rheological measurements revealed that at high C16OH/CTAC ratios, the viscosity and yield stress of the α-gel samples decreased owing to the addition of surfactants to them. Conversely, at low C16OH/CTAC ratios, the opposite tendency was observed. Small-angle X-ray scattering analysis indicated that for the α-gel samples with high C16OH/CTAC ratios, the addition of HSL or C16EO5 to them decreased the interlayer spacing of their lamellar bilayer stack, which led to the changes in the rheological properties of the α-gel samples.


Asunto(s)
Alcoholes Grasos/química , Lecitinas/química , Tensoactivos/química , Cationes , Cetrimonio/química , Cosméticos , Geles , Viscosidad
19.
Rapid Commun Mass Spectrom ; 35(8): e9029, 2021 Apr 30.
Artículo en Inglés | MEDLINE | ID: mdl-33326132

RESUMEN

RATIONALE: Ginger pulp is the dried rhizome scraped off the skin which originates from Zingiber officinale Rosc., a Zingiberaceae plant. Ginger peel is the dried rhizome skin of Zingiber officinale Rosc. (Zingiberaceae). The present work aims to investigate the different chemical constituents that are related to the medicinal properties of the ginger pulp and ginger peel. METHODS: A rapid ultra-high-performance liquid chromatography/electrospray ionization quadrupole time-of-flight tandem mass spectrometry (UHPLC/ESI-QTOF/MS) method was developed for qualitative analysis of the constituents in different polarity extracted fractions of the pulp and peel of ginger rhizomes. RESULTS: A total of 83 compounds were identified from the pulp and peel of ginger rhizomes, including 36 diarylheptanoids, 25 gingerols and 22 other compounds. Nine of these were new compounds. In total, 46, 27, 65 and 51 compounds were identified from the crude extract, petroleum ether, ethyl acetate, and n-butanol fractions of the ginger pulp, respectively, and 60, 30, 70 and 62 compounds were identified from the crude extract, petroleum ether, ethyl acetate, n-butanol fractions of the ginger peel, respectively. Each identified compound is marked on the corresponding chromatogram. CONCLUSIONS: The integrated method is sensitive and reliable for searching the different chemical constituents from different polarity extracted fractions of the ginger pulp and ginger peel. This work may provide a significant contribution to research into the medicinal properties of the ginger pulp and ginger peel.


Asunto(s)
Cromatografía Líquida de Alta Presión/métodos , Extractos Vegetales/química , Espectrometría de Masa por Ionización de Electrospray/métodos , Espectrometría de Masas en Tándem/métodos , Zingiber officinale/química , Catecoles/análisis , Catecoles/química , Diarilheptanoides/química , Alcoholes Grasos/análisis , Alcoholes Grasos/química , Extractos Vegetales/análisis , Plantas Medicinales/química , Rizoma/química
20.
Anticancer Agents Med Chem ; 21(4): 428-432, 2021.
Artículo en Inglés | MEDLINE | ID: mdl-32951584

RESUMEN

Cancer is one of the most lethal diseases in the world. Because of the high death rate associated with cancer and the side effects of chemotherapy and radiation therapy, patients require alternative strategies for its treatment. Ginger (Zingiber officinale) has enormous medicinal properties and health benefits. In this review, we discuss the basic mechanism by which gingerol (an active component of ginger) modulates a variety of cell signaling pathways linked to cancer, including Nuclear Factors (NF-κB), Signal Transducer and Activator of Transcription 3 (STAT3), Activator Protein-1 (AP-1), ß-catenin, Growth Factors Receptors (EGFR, VEGFR); Mitogen-Activated Protein Kinases (MAPK) and pro-inflammatory mediators (TNF-α and COX-2). Both in vitro and in vivo studies support the role of gingerol in cancer. The efficacy of gingerol by clinical trials has also been reported. Importantly, natural agents are already in clinical trials against various kinds of cancer. An effort has been made through this comprehensive review to highlight the recent developments and milestones achieved in cancer therapies via studies based on different cell lines using gingerol.


Asunto(s)
Antineoplásicos/farmacología , Catecoles/farmacología , Alcoholes Grasos/farmacología , Neoplasias/tratamiento farmacológico , Antineoplásicos/síntesis química , Antineoplásicos/química , Apoptosis/efectos de los fármacos , Catecoles/síntesis química , Catecoles/química , Proliferación Celular/efectos de los fármacos , Supervivencia Celular/efectos de los fármacos , Ensayos de Selección de Medicamentos Antitumorales , Alcoholes Grasos/síntesis química , Alcoholes Grasos/química , Humanos , Neoplasias/metabolismo , Neoplasias/patología
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