In our program to search for new AMP-activated protein kinase (AMPK) activators from plants that exert potential anticancer property, we found that an EtOAc extract of Myristica fragrans (nutmeg) activated AMPK enzyme in human breast cancer MCF-7 cells. Two major diarylbutane-type lignans, macelignan and meso-dihydroguaiaretic acid (MDGA), were isolated as active principles from this extract. Treatment of breast cancer cells with two compounds induced cellular apoptosis, evidenced by cleavage of poly-(ADP-ribose) polymerase (PARP) and Ser 15 phosphorylation of p53. Moreover, macelignan and MDGA significantly inhibited the colony formation of MCF-7 breast cancer cells on soft agar. Intraperitoneal injection of macelignan and MDGA (20 mg/kg) suppressed the tumor growth of 4T1 mammary cancer cells. These results indicate that the chemopreventive effects of two major diarylbutane-type lignans from Myristica fragrans (nutmeg) may be associated with induction of apoptosis presumably through AMPK activation.
Agar ; AMP-Activated Protein Kinases* ; Apoptosis ; Breast Neoplasms* ; Breast* ; Humans ; Injections, Intraperitoneal ; Lignans* ; MCF-7 Cells ; Myristica fragrans* ; Phosphorylation

OBJECTIVETo compare components in volatile oils of nutmeg and prepared nutmeg.

METHODVolatile oil from nutmeg and prepared nutmeg were extracted by vapor distillation. The chemical components in two kinds of volatile oils were determined and indentified by GC-MS.

RESULTThe change in quantity and quality of components in volatile oils were observed after processing. 13 new components occurred and 4 components disappeared in volatile oils after processing. The contents of methyleugenol and methylisoeugenol that are active ingredients were increased. The contents of myristicin and safrol that are toxic ingredients in volatile oils were decreased.

CONCLUSIONThe processing method of nutmeg by soaking with water and roasting with bran is scientific.

Anisoles ; analysis ; Benzyl Compounds ; analysis ; Dioxolanes ; analysis ; Eugenol ; analogs & derivatives ; analysis ; Gas Chromatography-Mass Spectrometry ; Hot Temperature ; Myristica fragrans ; chemistry ; Oils, Volatile ; chemistry ; isolation & purification ; Plants, Medicinal ; chemistry ; Pyrogallol ; analogs & derivatives ; analysis ; Safrole ; analysis ; Technology, Pharmaceutical ; methods

OBJECTIVETo make an attempt at the multi-element speciation in the Chinese medicinal herbs by determining the concentrations of 25 elements in different extraction solutions.

METHODFirstly, five Chinese medicinal herbs (Buddleja officinalis, Dictamnus dasycarpus, Myristica fragrans, Albizia judibrissin and Inula japonica) from the same region of China were treated to obtain water-soluble phase, lipid-soluble phase and non-soluble phase by water extraction, organic solvent extraction and acid digestion, respectively. Secondly, Phytolacca acinosa, a Chinese medicinal herb collected from 9 regions of China, was extracted by 0% EtOH, 50% EtOH, 75% EtOH, 95% EtOH, respectively, referring the Chinese Pharmacopoeia. Finally, the concentrations of 25 elements, such as Be, Cr, Cu, Zn, Ge, Sr, Y, Mo, Cd, Tl, Pb and REEs, in the above three phases were determined by ICP-MS.

RESULTUnder the optimal conditions, all the 25 elements could be determined with detection limits ranged from 0.003 to 0.71 ng x g(-1). The average recoveries of the elements in P. acinosa were 88% approximately 119%, with the relative standard deviations 1.7% approximately 13.3%. It was observed that the determined 25 elements distributed in all the water-soluble, lipid-soluble and non-soluble phases, indicating that the inorganic species, organicspecies, as well as the protein bound species were coexisted in the herbs. Big differences of the element extraction rates could be found by using different ethanol solutions.

CONCLUSIONWith the aid of the obtained results, we may increase the extraction of necessary elements while decrease that of the toxic elements from the herbs by choosing a suitable solvent during the drug production.

Buddleja ; chemistry ; Cadmium ; analysis ; Copper ; analysis ; Dictamnus ; chemistry ; Drugs, Chinese Herbal ; chemistry ; isolation & purification ; Ecosystem ; Lead ; analysis ; Metals, Heavy ; analysis ; Molybdenum ; analysis ; Myristica fragrans ; chemistry ; Phytolacca ; chemistry ; Plants, Medicinal ; chemistry ; Solvents ; chemistry ; Trace Elements ; analysis ; Zinc ; analysis

OBJECTIVETo study the effect of the volatile oil from nutmeg on liver microsomal cytochrome P450 in mice.

METHODMice were administered the volatile oil from nutmeg at 0.4, 0.8 and 1.2 mg x g(-1), respectively, twice a day for 10 days. And then, the contents of liver microsomal cytochrome P450 (CYP), cytochrome b5 (Cytb5), MDA and GST in serum were examined by UV chromatography method.

RESULTThe contents of liver CYP, Cytb5 and GST in serum were increased significantly (P < 0.01) and the contents of MDA was reduced significantly (P < 0.01).

CONCLUSIONThe volatile oil from nutmeg showed induction effect on the hepatic microsomal CYP in mice.

Animals ; Cytochrome P-450 Enzyme System ; metabolism ; Cytochromes b5 ; metabolism ; Drugs, Chinese Herbal ; pharmacology ; Female ; Gene Expression Regulation, Enzymologic ; Male ; Mice ; Microsomes, Liver ; drug effects ; enzymology ; Myristica fragrans ; chemistry ; Oils, Volatile ; pharmacology ; Plant Oils ; pharmacology

OBJECTIVETo analyze the constituents of the essential oils extracted from nine samples of commercial seeds of Myristica fragrans Houtt respectively and to provide qualities control foundations.

METHODWater steam distillation and GC-MS were used.

RESULT95-118 compounds were separated respectively. 79 Compounds being identified which were 95.18%-98.70% of the total essential oil.

CONCLUSIONMyristicin (39.63%) and terpene series were the main compounds.

Benzyl Compounds ; analysis ; Dioxolanes ; analysis ; Gas Chromatography-Mass Spectrometry ; methods ; Myristica fragrans ; chemistry ; Oils, Volatile ; chemistry ; isolation & purification ; Plants, Medicinal ; chemistry ; Pyrogallol ; analogs & derivatives ; analysis ; Seeds ; chemistry ; Terpenes ; analysis

OBJECTIVETo study the chemical constituents in the nutmeg (seed of Myristica fragrans).

METHODThe chemical constituents were isolated by various column chromatographic methods and structurally elucidated by IR, NMR and MS evidences.

RESULTFifteen compounds were obtained and identified as myristicin (1), methyleugenol (2), safrole (3), 2, 3-dihydro-7-methoxy-2(3, 4-methylenedioxyphenyl)-3-methyl-5-(E) -propenyl-benzofuran (4), dehydrodiisoeugenol (5), 2, 3-dihydro-7-methoxy-2-(3-methoxy-4, 5-methylenedioxyphenyl) -3-methyl-5-(E)-propenyl-benzofuran (6), erythro-2-(4-allyl-2, 6-dimethoxyphenoxy)-1-(3, 4-dimetho- xyphenyl) propane (7), erythro-2-(4-allyl-2, 6-dimethoxyphenoxy)-1-(3, 4, 5-trimethoxyphenyl) propane (8), erythro-2-(4-allyl-2, 6-dimethoxyphenoxy)-1-(3, 4-dimethoxyphenyl) propan-1-ol acetate (9), erythro-2-(4-allyl-2, 6-dimethoxyphenoxy)-1-(3, 4-dimethoxyphenyl) propan-1-ol (10), erythro-2-(4-allyl-2, 6-dimethoxyphenoxy)-1-(3, 4, 5-trimethoxyphenyl) propan-1-ol (11), 5-methoxy-dehydrodiisoeugenol (12), erythro-2-(4-allyl-2, 6-dimethoxyphenoxy)-1-(4-hydroxy-3-methoxyphenyl)-propan-1-ol (13), guaiacin (14) and threo-2-(4-allyl-2, 6-dimethoxyphenoxy)-1-(3-methoxy-5-hydroxy-phenyl) propan-1-ol (15).

CONCLUSIONCompound 15 is a new compound and named myrisisolignan. Compound 7 is isolated from the genus Myristica for the first time.

Benzofurans ; chemistry ; isolation & purification ; Benzyl Compounds ; chemistry ; isolation & purification ; Dioxolanes ; chemistry ; isolation & purification ; Eugenol ; analogs & derivatives ; chemistry ; isolation & purification ; Lignans ; chemistry ; isolation & purification ; Magnetic Resonance Spectroscopy ; Molecular Structure ; Myristica fragrans ; chemistry ; Pyrogallol ; analogs & derivatives ; chemistry ; isolation & purification ; Safrole ; chemistry ; isolation & purification ; Seeds ; chemistry

OBJECTIVETo analyze the chemical components of the essential oil extracted from the seeds of Myristica fragrans (nutmeg) processed by different methods (steamed with water steam, roasted with flour, sauted with flour, roasted with talcum powder, roasted with loess, and roasted with bran) and to provide quality control foundations in the sciences.

METHODThe essential oil was extracted by steam distillation and separated with GC capillary column. The relative content of every compound was determined with area normalization method and the structures were elucidated by GC-MS technique.

RESULTFifty-eight to one hundred and four of chromatographic peaks were detected, among them seventy-six compounds accounting for 98.32% to 99.99% of the total essential oil in nutmeg were identified, which were composed of 69.15% to 97.24% for monoterpenoids and 2.06% to 25.51% for aromatic compounds of the total essential oil, respectively.

CONCLUSIONIt was shown that monoterpenoids and their derivatives were main composition, and aromatic compounds were secondary composition in the total essential oil of nutmeg grows in Indonesia and processed by different traditional methods on the basis of theory of traditional Chinese medicine. In addition, it was suggested that we should be careful to use processed nutmeg owing to contain safrole and a-asarone induced genetoxicity in animals and mutagenicity in the Ames Salmonella assay, and myristicin and elemicin induced narcotism in human. The processed method roasted with bran for nutmeg may be better and will be developed.

Anisoles ; chemistry ; isolation & purification ; Benzyl Compounds ; chemistry ; isolation & purification ; Dioxolanes ; chemistry ; isolation & purification ; Gas Chromatography-Mass Spectrometry ; methods ; Hydrocarbons, Aromatic ; chemistry ; isolation & purification ; Molecular Structure ; Monoterpenes ; chemistry ; isolation & purification ; Myristica fragrans ; chemistry ; Oils, Volatile ; chemistry ; isolation & purification ; Plant Oils ; chemistry ; isolation & purification ; Plants, Medicinal ; chemistry ; Pyrogallol ; analogs & derivatives ; chemistry ; isolation & purification ; Reproducibility of Results ; Safrole ; chemistry ; isolation & purification ; Seeds ; chemistry ; Technology, Pharmaceutical ; methods