• Journal of Applied Biological Chemistry
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• v.61 no.4
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• pp.423-428
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• 2018

Anaerobic growth-inhibiting and acaricidal activities of 2'-hydroxy-5'-methoxyacetophenone derived from Cyanachum paniculatum oil and its derivatives against five intestinal bacteria (Bifidobacterium bifidum, B. longum, Clostridium pefringens, Escherichia coli and Lactobacillus casei) and Haemaphysalis longicornis were examined. In the packet test against the larvae of H. longicornis, none of the C. paniculatum oil exhibited acaricidal activity, while the C. paniculatum oil showed only antimicrobial activity against five intestinal bacteria in the disc diffusion method. Based on the inhibition zones and MIC values, 2',4'-dimethoxyacetophenone, 2',5'-dimethoxyacetophenone, 2'-hydroxy-4'-methoxyacetophenone, 2'-hydroxy-5'-methoxyacetophenone, 2'-methoxyacetophenone, and 4'-methoxyacetophenone, containing a methyl group on the acetophenone skeleton, possessed growthinhibiting activities against C. perfringens and E. coli. However, acetophenone, 2'-hydroxyacetophenone, 4'-hydroxyacetophenone, 2',4'-hydroxyacetophenone and 2',5'-hydroxyacetophenone, which contained a hydroxyl group on the acetophenone skeleton, had no growth-inhibiting activity against intestinal bacteria. These results indicated that 2'-hydroxy-5'-methoxyacetophenone and its derivatives could potentially be developed as natural antimicrobial agents to specific control of C. perfringens and E. coli.

• Korean Journal of Oriental Medicine
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• v.14 no.1
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• pp.107-111
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• 2008

Objectives : Cynanchum wilfordii(Asclepiadaceae) has been traditionally used as a tonic, the prevention and treatment of various geriatric diseases in Korea. Acetophenone derivatives from C. wilfordii showed neuroprotective activity. In this study, two acetophenones were isolated and quantitative determination of acetophenones from C. wilfordii has been developed for quality stand. Methods : Three acetophenone derivatives were isolated from methanol extract of C. willfordii by the chromatographic separation. Their structures were identified as cynandione A, 2,5-dihydroxy acetophenone and cynanchone A on the basis of spectral data(MS, $^1H-NMR$, $^{13}C-NMR$) and chemical analysis. HPLC analysis was performed to determine the contents of cynandione A and 2,5-dihydroxyacetophenone in C. wilfordii. Results : According to the results, the contents of cynandione A and 2,5- dihydroxyacetophenone were 0.274%, 0.035% by HPLC, respectively. Conclusions : In these results, we have determined the contents of cynandione A and 2,5-dihydroxyacetophenone in Cynanchum wilfordii, respectively. We hope that this study will contribute to the standardization and quality control of herbal medicine.

• Journal of the Korean Chemical Society
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• v.22 no.4
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• pp.259-267
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• 1978

In order to find out the selective reducing characteristics of lithium borohydride, borane, and borane-lithium chloride (1 : 0.1) in the reduction of carbonyl compounds, five representative equimolar mixtures of carbonyl compounds were chosen; benzaldehyde-acetophenone, benzaldehyde-2-heptanone, 2-heptanone-benzophenone, acetophenone-benzophenone, and 2-heptanone-acetophenone, and reacted with limited amount of lithium borohydride, borane or borane-lithium chloride (1 : 0.1) in tetrahydrofuran (THF) at $0^{\circ}$. Borane-lithium chloride (1 : 0.1) showed the excellent selectivity, however, lithium borohydride and borane also exhibited good selectivity except for the 2-heptanone-acetophenone.

• Journal of the Korean Society of Food Science and Nutrition
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• v.32 no.6
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• pp.801-805
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• 2003

Volatile flavor components in chestnut (Castanea crenate Sieb. et Zucc.) flower were collected by SDE method using the mixture of n-pentane and diethylether as an extract solvent and were identified by GC-FID and GC/MS. A total of 122 components including 35 alcohols,5 hydrocarbons,20 terpene and derivatives,7 ketones, 24 aldehydes, 12 esters, 4 acids, 3 furans, and 2 miscellaneous were identified from total volatile extract of chestnut. Alcohols were comprise 36.58% of volatile extract and dominant constituents and the main components of flower volatiles were 1-phenylethanol (18.6%), (E)-geraniol, tricosane, heneicosane, benzyl alcohol, acetophenone and 2-phenylethanol as aromatic alcohols and odd carbon hydrocarbons. Especially 1-phenylethanol and acetophenone would be applicable to the markers to ascertain floral origin of chestnut honey. The powerful animal and floral notes of chestnut flower were characterized by compounds including nonanal.

• Journal of Microbiology and Biotechnology
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• v.23 no.3
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• pp.343-350
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• 2013

(R)-[3,5-Bis(trifluoromethyl)phenyl] ethanol is a key chiral intermediate for the synthesis of aprepitant. In this paper, an efficient synthetic process for (R)-[3,5- bis(trifluoromethyl)phenyl] ethanol was developed via the asymmetric reduction of 3,5-bis(trifluoromethyl) acetophenone, catalyzed by Leifsonia xyli CCTCC M 2010241 cells using isopropanol as the co-substrate for cofactor recycling. Firstly, the substrate and product solubility and cell membrane permeability of biocatalysts were evaluated with different co-substrate additions into the reaction system, in which isopropanol manifested as the best hydrogen donor of coupled NADH regeneration during the bioreduction of 3,5-bis(trifluoromethyl) acetophenone. Subsequently, the optimization of parameters for the bioreduction were undertaken to improve the effectiveness of the process. The determined efficient reaction system contained 200mM of 3,5-bis(trifluoromethyl) acetophenone, 20% (v/v) of isopropanol, and 300 g/l of wet cells. The bioreduction was executed at $30^{\circ}C$ and 200 rpm for 30 h, and 91.8% of product yield with 99.9% of enantiometric excess (e.e.) was obtained. The established bioreduction reaction system could tolerate higher substrate concentrations of 3,5- bis(trifluoromethyl) acetophenone, and afforded a satisfactory yield and excellent product e.e. for the desired (R)-chiral alcohol, thus providing an alternative to the chemical synthesis of (R)-[3,5-bis(trifluoromethyl)phenyl] ethanol.

• Fashion & Textile Research Journal
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• v.10 no.3
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• pp.394-398
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• 2008

One of barely water soluble ketones, acetophenone (AP) was dissolved in methanol and then was mixed with aqueous solution of C. I. Red Acid 114. In order to find out the role of AP in the dyeing process the rate constants and the activation parameters were calculated. The rate for the dyeing with AP was faster than that without it. Because of the reduced temperature dependence by AP the activation energy ($E_a$) for the dyeing with AP was smaller than that without it. With increasing temperature the activation enthalpy (${\Delta}H^*$), the activation entropy (${\Delta}S^*$), and the activation free energy ($G^*$) decreased, which was more noticeable in dyeing with AP. The rate constants and the activation parameters agreed well with the results from the previous reports that the ability of AP to increase disaggregation of dye molecules, loosening the wool fiber, and wickabilty of dyeing solution made it possible to dye wool fiber at low temperature.

• Korean Journal of Pharmacognosy
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• v.16 no.3
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• pp.136-140
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• 1985

Sixty-eight kinds of aliphatic and aromatic substances peaks from ether extract of Codonopsis pilosulae Radix were shown by GC-Mass. Of them, 3 kinds of compounds were identified as ethyl benzene, acetophenone and 1-phenyl-2-butanone, which are compared with authentic specimen, and one compound was assumed as an aliphatic $C_8H_{16}O\;or\;C_9H_{20}$.

• Textile Coloration and Finishing
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• v.15 no.6
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• pp.55-62
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• 2003

Wool fabrics were dyed with the aqueous solution of C. I. Red Acid 114 mixed with methanol dissolving three kinds of barely water soluble ketones, acetophenone, 2-pentanone, and 3-pentanone. The steric hinderance and the orientation of the bigger hydrophobic part of the solvated dye molecules to the fiber slowed down the dying rate, however, loosening the wool molecule, say a little swelling, disaggeregating the dye molecules, and attaining the higher dye concentration on the fiber surface by the added solvents increased the amount of dye on the fabric. The higher concentration or/and the higher dyeing temperature helped loosen fiber molecules and made it easier for the solvated dye molecules to penetrate into the inside of the fiber. Acetophenone, the most influential solvent used, showed that the ability to loosen fiber molecules was the most important of all the three positive solvent actions mentioned above. The considered mechanism provided before reflected the fact that the dye uptake on the fabric dyed with the solvents included, except for 0.034M and 0.051M of acetophenone, was even lower than that without any solvents at $50^\circ{C}$, but all the solvents added to the dye bath increased the dye uptake on the fiber at $70^\circ{C}$.

• Natural Product Sciences
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• v.15 no.3
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• pp.130-133
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• 2009

The crude extract of the mycelium of Cladosporium was found to exhibit antimicrobial activity against the Staphylococcus aureus, methicillin-resistant S. aureus, and multidrug-resistant S. aureus. Bioassayguided fractionation of an organic extract led to the isolation of an acetophenone derivative, clavatol (2',4'-dihydroxy-3',5'-dimethylacetophenone) (1), and a benzodiazepine alkaloid, circumdatin A (2). Compound 1 showed moderate antibacterial activity against S. aureus, methicillin-resistant S. aureus, and multidrug-resistant S. aureus with minimum inhibitory concentration (MIC) values of 62.5, 62.5, 31.0 $\mu$g/mL, respectively, but compound 2 was inactive. Compounds 1 and 2 exhibited UV-A protection activity with ED$_{50}$ values of 227.0 and 82.0 $\mu$M, respectively, indicating that they were more potent than the positive control, oxybenzone (ED$_{50}$ 350 $\mu$M), a common sunscreen agent.

• Advances in nano research
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• v.2 no.2
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• pp.77-88
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• 2014

Solvothermal treatment of late transition metal acetylacetonates in a novel medium composed either of pure acetophenone or acetophenone mixtures with amino alcohols offers a general approach to uniform hydrophilic metal nanoparticles with high crystallinity and low degree of aggregation. Both pure metal and mixed-metal particles can be accesses by this approach. The produced materials have been characterized by SEM-EDS, TEM, FTIR in the solid state and by Nanoparticle Tracking Analysis in solutions. The chemical mechanisms of the reactions producing nanoparticles has been followed by NMR. Carrying out the process in pure acetophenone produces palladium metal, copper metal with minor impurity of $Cu_2O$, and NiO. The synthesis starting from the mixtures of Pd and Ni acetylacetonates with up to 20 mol% of Pd, renders in minor yield the palladium-based metal alloy along with nickel oxide as the major phase. Even the synthesis starting from a mixed solution of $Cu(acac)_2$ and $Ni(acac)_2$ produces oxides as major products. The situation is improved when aminoalcohols such as 2-aminoethanol or 2-dimethylamino propanol are added to the synthesis medium. The particles in this case contain metallic elements and pairs of individual metals (not metal alloys) when produced from mixed precursor solutions in this case.