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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.
J Asian Nat Prod Res ; 16(3): 323-6, 2014.
Article in English | MEDLINE | ID: mdl-24328717

ABSTRACT

(R)-3-(allylthio)-2-((R)-3-(allylthio)-2-aminopropanamido)propanoic acid was isolated from the bulb of garlic, together with four known amino acids. Its structure was elucidated on the basis of 2D NMR and MS techniques. To the best of our knowledge, (R)-3-(allylthio)-2-((R)-3-(allylthio)-2-aminopropanamido)propanoic acid, which showed antibacterial activity against the Staphylococcus aureus antibiotic resistant strain, was the first example of dipeptide from garlic.


Subject(s)
Anti-Bacterial Agents/isolation & purification , Dipeptides/isolation & purification , Drugs, Chinese Herbal/isolation & purification , Garlic/chemistry , Methicillin-Resistant Staphylococcus aureus/drug effects , Anti-Bacterial Agents/chemistry , Anti-Bacterial Agents/pharmacology , Dipeptides/chemistry , Dipeptides/pharmacology , Drugs, Chinese Herbal/chemistry , Drugs, Chinese Herbal/pharmacology , Microbial Sensitivity Tests , Molecular Structure , Nuclear Magnetic Resonance, Biomolecular , Plant Roots/chemistry , Stereoisomerism
3.
Acta Crystallogr Sect E Struct Rep Online ; 68(Pt 4): o985, 2012 Apr 01.
Article in English | MEDLINE | ID: mdl-22590036

ABSTRACT

The title mol-ecule, C(16)H(18)Se(2), features a diselenide bridge between two 4-methyl-benzyl units, in which the central C-Se-Se-C torsion angle is 88.1 (3)°, while the two Se-Se-C-C fragments assume gauche conformations, with torsion angles of -51.8 (5) and 59.1 (4)°. The dihedral angle between the benzene rings is 78.9 (2)°.

4.
Acta Crystallogr Sect E Struct Rep Online ; 68(Pt 3): o921, 2012 Mar 01.
Article in English | MEDLINE | ID: mdl-22412764

ABSTRACT

The title mol-ecule, C(14)H(10)Cl(4)Se, features a selenide bridge between two dichloro-benzyl units. The dihedral angle between the two benzene rings is 107.9 (16)°. In the crystal, weak π-π face-to-face aromatic inter-actions are observed [centroid-centroid distance between two adjacent (but crystallographically different) phenyl rings = 3.885 (5) Å], providing some packing stability. Short Cl⋯Cl contacts of 3.41 (2) Šare observed.

5.
Acta Crystallogr Sect E Struct Rep Online ; 64(Pt 12): o2365, 2008 Nov 13.
Article in English | MEDLINE | ID: mdl-21581337

ABSTRACT

The title Schiff base compound, C(13)H(16)N(3)O(+)·PF(6) (-), was derived from the condensation of 2-hydroxy-benaldehyde with the ionic liquid 1-(2-amino-ethyl)-3-methyl-imidazolium hexa-fluoro-phosphate in an ethanol solution. The asymmetric unit comprises one cation and two PF(6) (-) anions. The dihedral angle between the aromatic and imidazole rings is 15.2 (2)°. An intra-molecular O-H⋯N hydrogen bond is found which generates an S(6) ring motif.

6.
Zhong Xi Yi Jie He Xue Bao ; 3(4): 282-5, 2005 Jul.
Article in Chinese | MEDLINE | ID: mdl-16009106

ABSTRACT

OBJECTIVE: To observe the effects of Xuanyinning Recipe (XYNR) in inhibiting SPC-A-1 cellular infiltration and on the pathomorphological changes of peritoneum in mice inoculated with sarcoma 180 (S(180)). METHODS: On the bases of isolated culture of mouse peritoneal mesothelial cells, we adjusted and added the human lung adenocarcinoma cell line SPC-A-1 into the double-layer culture medium to observe the number of clones formed. We also took out the peritoneum from the mice administered with three different dosages of XYNR and observed its pathomorphological changes with transmission electron microscope. RESULTS: In the in vitro experiment, the number of clones of SPC-A-1 in culture medium with XYNR (50 microg/ml) decreased distinctly. In the in vivo experiment, it was observed that, in the peritoneum from the XYNR-treated mice inoculated with S(180), the mesothelial cells arranged more and more regularly with the increasing of the dosage of XYNR, while the mesothelial cells in the peritoneum of the mice in the control group necrosed and arranged loosely. CONCLUSION: XYNR can inhibit the invasion of SPC-A-1 cells. It also can improve the loose arrangement of the peritoneal mesothelial cells in mice inoculated with S(180), so as to inhibit the malignant effusion.


Subject(s)
Antineoplastic Agents, Phytogenic/pharmacology , Drugs, Chinese Herbal/pharmacology , Lung Neoplasms/pathology , Peritoneum/pathology , Sarcoma 180/pathology , Adenocarcinoma/pathology , Animals , Cell Line, Tumor , Epithelium/pathology , Female , Male , Mice , Neoplasm Transplantation
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