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1.
J Agric Food Chem ; 63(3): 787-94, 2015 Jan 28.
Article in English | MEDLINE | ID: mdl-25579175

ABSTRACT

Garlic (Allium sativum L.), which is a widely distributed plant, is globally used as both spice and food. This study identified five novel phenolic compounds, namely, 8-(3-methyl-(E)-1-butenyl)diosmetin, 8-(3-methyl-(E)-1-butenyl)chrysin, 6-(3-methyl-(E)-1-butenyl)chrysin, and Alliumones A and B, along with nine known compounds 6-14 from the ethanol extract of garlic. The structures of these five novel phenolic compounds were established via extensive 1D- and 2D-nuclear magnetic resonance spectroscopy experiments. The effects of the phenolic compounds isolated from garlic on the enzymatical or nonenzymatical formation of sulfur-containing compounds produced during garlic processing were examined. Compound 12 significantly reduced the thermal decomposition of alliin, whereas compound 4 exhibited the highest percentage of alliinase inhibition activity (36.6%).


Subject(s)
Food Handling , Garlic/chemistry , Phenols/pharmacology , Sulfur Compounds/antagonists & inhibitors , Volatile Organic Compounds/antagonists & inhibitors , Carbon-Sulfur Lyases/antagonists & inhibitors , Cysteine/analogs & derivatives , Cysteine/chemistry , Hot Temperature , Magnetic Resonance Spectroscopy , Molecular Structure , Phenols/analysis , Phenols/chemistry , Plant Extracts/chemistry , Sulfur Compounds/analysis , Volatile Organic Compounds/chemistry
2.
Zhong Yao Cai ; 33(5): 753-8, 2010 May.
Article in Chinese | MEDLINE | ID: mdl-20873560

ABSTRACT

OBJECTIVE: To establish two-dimensional electrophoresis (2-DE) pattern for proteome analysis on K562 cells before and after treatment with 6-gingerol, and mass-spectrometry was applied to identify and analyze the differentially expressed proteins. METHODS: K562 cells were treated with 6-gingerol. Cell proliferation was analyzed by CCK-8 assay. Total protein of K562 cells was extracted by 2D-DIGE and then imaged by SDS gel scanning. The differentially expressed proteins were identified using Imagine Master 2D Platinum 6.0 software and functionally classified by MALDI and MALDI-TOF MS. RESULTS: 6-gingerol could significantly inhibit K562 cells proliferation and the efficacy was concentration and dose-dependent. After being treated for 24, 48, 72 h, IC50 was 22.86, 15.75, 11.18 microg/mL, respectively. 42 differentially expressed proteins were identified, including 19 up-regulated expressed proteins and 10 down-regulated expressed proteins. CONCLUSION: Proteomic technique can be used to screen multiple proteins associate with the anti-leukemia effect of 6-gingerol, involving some important proteins related to oxidative stress, cell cycle regulation, apoptosis signal transduction, biosynthesis and glycometabolism.


Subject(s)
Antineoplastic Agents, Phytogenic/pharmacology , Apoptosis/drug effects , Catechols/pharmacology , Fatty Alcohols/pharmacology , Proteins/metabolism , Proteomics , Catechols/administration & dosage , Cell Proliferation/drug effects , Fatty Alcohols/administration & dosage , Zingiber officinale/chemistry , Humans , K562 Cells , Protein Interaction Mapping , Proteins/analysis , Proteins/isolation & purification , Proteome/analysis , Proteome/metabolism , Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization , Two-Dimensional Difference Gel Electrophoresis
3.
Zhong Yao Cai ; 33(4): 584-7, 2010 Apr.
Article in Chinese | MEDLINE | ID: mdl-20845790

ABSTRACT

OBJECTIVE: To observe the effects of 6-gingerol on reactive oxygen species (ROS) and mitochondrial membrane potential(deltapsim) of chronic myeloid leukemia K562 cells and human acute T lymphoblastic leukemia MOLT4 cells, to investigate the role of mitochondrial pathway in the signal transduction of leukemia cell. METHODS: With different concentrations of 6-gingerol treatment, using 2,7-dichloro fluoresceinciactate (DCFH-DA) as ROS probe, rhodamine-123 as deltapsim probe, the levels of ROS and deltapsim of K562 cells and MOLT4 cells were tested by flow cytomentry. RESULTS: After treated with 6-gingerol, the ROS levels of K562 cells were significantly higher than control group (P < 0.01), while the deltapsim were significantly lower than control group (P < 0.01), and the ROS levels of MOLT4 cells were significantly higher than control group (P < 0.05). CONCLUSIONS: 6-gingerol can significantly increase ROS levels of K562 cells and MOLT4 cells, decrease deltapsim of K562 cells,induce apoptosis of leukemia cells by mitochondrial pathway.


Subject(s)
Apoptosis/drug effects , Catechols/pharmacology , Fatty Alcohols/pharmacology , Leukemia, Lymphoid/pathology , Membrane Potential, Mitochondrial/drug effects , Reactive Oxygen Species/metabolism , Zingiber officinale/chemistry , Antineoplastic Agents, Phytogenic/pharmacology , Antioxidants/pharmacology , Catechols/administration & dosage , Cell Line, Tumor , Cell Proliferation/drug effects , Dose-Response Relationship, Drug , Fatty Alcohols/administration & dosage , Flow Cytometry , Humans , K562 Cells , Leukemia, Lymphoid/metabolism , Membrane Potential, Mitochondrial/physiology
4.
Chin Med J (Engl) ; 121(13): 1226-9, 2008 Jul 05.
Article in English | MEDLINE | ID: mdl-18710644

ABSTRACT

BACKGROUND: The conventional procedure for screening bioactive components from traditional Chinese medicine is time-consuming, expensive and low efficient. Therefore, some alternative strategies are needed urgently. A novel method for screening anti-platelet aggregation components from oleoresins was developed using chicken thrombocyte extract and high performance liquid chromatography. METHODS: The anti-platelet aggregation components of oleoresins were combined with receptors, channels and enzymes of chicken thrombocytes under physiological environment. Unbound substances were washed away and bound compounds were eluted using specific phosphate buffered solution (PBS). Compounds released from target sites were collected and analyzed by high performance liquid chromatography and LC-MS. The activity of three compounds which were screened from this model was confirmed using platelet aggregation pharmacology in vivo. RESULTS: There were four typical compounds that bound to the thrombocytes: 6-gingerol, 8-gingerol, 6-shogaol and 10-gingerol, and all had shown anti-platelet aggregation activities. Eight-gingerol displayed the best anti-platelet aggregation effect. CONCLUSIONS: Chicken thrombocyte extract can be used to isolate chemicals that are ligands of the receptor or other bio-targets on the platelet. This may therefore be a simple and efficient method to screen for anti-platelet aggregation compounds from traditional Chinese medicine.


Subject(s)
Chromatography, High Pressure Liquid/methods , Platelet Aggregation Inhibitors/isolation & purification , Zingiber officinale/chemistry , Animals , Catechols/isolation & purification , Catechols/pharmacology , Chickens , Fatty Alcohols/isolation & purification , Fatty Alcohols/pharmacology , Medicine, Chinese Traditional , Plant Extracts/isolation & purification , Plant Extracts/pharmacology , Platelet Aggregation/drug effects , Platelet Aggregation Inhibitors/pharmacology , Rhizome/chemistry , T-Lymphocytes/metabolism
5.
J Agric Food Chem ; 55(8): 3191-5, 2007 Apr 18.
Article in English | MEDLINE | ID: mdl-17381113

ABSTRACT

Diabetes is one of the most costly of the chronic diseases and is increasing in epidemic proportions in developing countries. It has been found that some antioxidants play a role in protection against oxidative stress, which is associated with diabetes. In this study, enzyme-released feruloyl oligosaccharides from wheat bran were given intragastrically (ig) to test their effect on antioxidant capacity, body weight restoring capacity, and serum glucose level in alloxan-induced diabetic Sprague-Dawley (SD) rats, using sodium ferulate and vitamin C as positive control groups. The levels of blood glucose, total antioxidant capacity (TAOC), and malondiadehyde (MDA) and the activities of superoxide dismutase (SOD), glutathione peroxidase (GSH-Px), and xanthine oxidase (XOD) were determined in rat serum, liver, and testes. Feruloyl oligosaccharides significantly increased TAOC level, GSH-Px, and SOD activities, but decreased blood glucose and MDA levels and XOD activity in serum, liver, and testes of diabetic rats compared to diabetic controls. Feruloyl oligosaccharides were, overall, more efficient in mitigating oxidative damage in diabetic rats than sodium ferulate and vitamin C. In this feruloyl oligosaccharide feeding study, the antioxidant restoring capacity varied across the tissues observed, and also the activity change of the various antioxidant enzymes varied within a single tissue. Feruloyl oligosaccharides showed greater antioxidant capacity in vivo than in vitro when compared with vitamin C.


Subject(s)
Coumaric Acids/administration & dosage , Diabetes Mellitus, Experimental/therapy , Dietary Fiber/analysis , Oligosaccharides/administration & dosage , Oxidative Stress/drug effects , Animals , Diet , Male , Rats , Rats, Sprague-Dawley
6.
Bioorg Med Chem ; 10(7): 2161-70, 2002 Jul.
Article in English | MEDLINE | ID: mdl-11983512

ABSTRACT

Further investigation of the active components of the chloroform fraction of the seeds of Caesalpinia minax led to the isolation of a new cassane furanoditerpenoid, caesalmin H (1), together with two known furanoditerpenoid lactones, caesalmin B (2) and bonducellpin D (3). Reduction of the naturally abundant caesalmin D (9), E (10) and F (11) resulted in three new furanoditerpenoid derivatives 4-6. Phytochemical study of the stem of the same plant and subsequent reduction afforded two friedelane triterpenoids (7-8), which were identified by spectroscopic methods. Compounds 1-2 and 4-8 were corroborated by single crystal X-ray analysis. The factors governing the reduction of cassane furanoditerpenoids and friedelane triterpenoids were investigated by correlating the crystallographic results with density functional theory. The inhibitory activities of 2-8 on the Para3 virus were evaluated by cytopathogenic effects (CPE) reduction assay.


Subject(s)
Antiviral Agents/chemical synthesis , Antiviral Agents/pharmacology , Diterpenes/chemical synthesis , Diterpenes/pharmacology , Fabaceae/chemistry , Triterpenes/chemical synthesis , Triterpenes/pharmacology , Cell Line , Humans , Magnetic Resonance Spectroscopy , Models, Molecular , Molecular Structure
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