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5 protocols using 4 methoxyacetophenone

1

Synthesis and Characterization of Thiosemicarbazone Ligands

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Thiosemicarbazide, acetophenone, 4-chloroacetophenone, 4-hydroxyacetophenone, 4-methylacetophenone, 4-methoxyacetophenone and 4-nitroacetophenone used for ligand synthesis were purchased from Sigma-Aldrich (USA). Solvents of analytical grade were purchased from E. Merck, and used as received without further purification. Agarose (molecular biology grade) and ethidium bromide were procured from Sigma-Aldrich (USA). Calf-thymus DNA (CT-DNA) and supercoiled pBR322 DNA were purchased from Bangalore Genei (India). Tris(hydroxymethyl)aminomethane-hydrochloride (Tris–HCl) buffer (pH, 7.3) was used for all DNA binding and cleavage studies.
The ligands 2-(1-phenylethylidene)hydrazinecarbothioamide (L1), 2-(1-(4-tolyl) ethylidene)hydrazinecarbothioamide (L2), 2-(1-(4-methoxyphenyl)ethylidene)hydrazinecarbothioamide (L3), 2-(1-(4-hydroxyphenyl)ethylidene)hydrazinecarbothioamide (L4), 2-(1-(4-nitrophenyl)ethylidene)hydrazinecarbothioamide (L5) and 2-(1-(4-chlorophenyl)ethylidene)hydrazinecarbothioamide (L6) were synthesized by following the procedure as described in the literature.26 (link)
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2

Synthesis and Characterization of Acetophenone Derivatives

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Analytical grade chemicals: DMSO, 3-thiophenecarbaldehyde, acetophenone, 4-bromoacetophenone, 4-methylacetophenone, 4-methoxyacetophenone, 4-chloroacetophenone, 4-ethoxyactophenone, phenylhydrazine, thiosemicarbazide, iron(III) chloride, potassium hydroxide, hydrochloric acid, ethanol, chloroform from Sigma Aldrich were used without any further purification. NMR samples were prepared in conventional deuterated solvents such as DMSO-d6, CDCl3, and CD3OD.
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3

Mutagenicity Assay Chemical Reagents

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Acetoin ≥95%, dimethyl carbonate 99%, p-toluenesulphonic acid monohydrate 98.5%, 4-methoxyacetophenone 99%, anhydrous anisole 99.7%, acetic anhydride ≥99%, anhydrous acetonitrile 99.8%, anhydrous cyclohexane 99.5%, anhydrous diethyl ether ≥99%, anhydrous propylene carbonate 99.7%, iron(iii) chloride 97%, anhydrous ethyl acetate 99.8%, anhydrous magnesium sulphate 99.5%, Nile red ≥98%, 4-nitroaniline ≥99%, 4-nitroanisole analytical standard, 4-nitrophenol spectrophotometric grade, 1,2-dimethylimidazole 98%, 1-bromodecane 98%, methanol 99.9%, dichloromethane 99.8%, acetone 99.9%, chloroform-d (CDCl3, 99.8% D), chloroform 99.9%, dimethyl sulfoxide 99.9% were purchased from Sigma-Aldrich. Ames MPF 98/100 kits, 2-nitrofluorene and 4-nitroquinoline-N-oxide were purchased from Xenometrix. TA98 and TA100 were stored at −70 °C. QUANTOFIX® Peroxide 100 was purchased from Macherey-Nagel. N,N-Diethyl-4-nitroaniline was purchased from VWR.
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4

Synthesis of 1,3-Diketones from Methyl Picolinate

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2-Picolinic acid (98-98-6), sulphur acid (7664-93-9), sodium bicarbonate (144-55-8), sodium hydride (7646-69-7), 6-methoxy 2-acetonaphthone (3900-45-6), 4-bromo acetophenone (99-90-1), acetophenone (98-86-2), 4-methoxy acetophenone (100-06-1), 4-acetylPyridine (1122-54-9), 2-acetyl anthracene (784-04-3), magnesium sulfate (7487-88-9), hydrazine hydrate (10,217-52-4), triphenyl borane (960-71-4), quinine hemisulfate salt monohydrate (207,671-44-1), sodium chloride (7647-14-5), silica (112,926-00-8), molecular sieves 4A0 (20,300), methanol (67-56-1), dichloromethane (75-09-2), tetrahydrofuran (109-99-9), Pyridine (110-86-1), chloroform (67-66-3), ethanol (64-17-5), chloroform-d (865-49-6), DMSO-d6 (2206-27-1) were purchased from Sigma Aldrich, Australia. Methyl picolinate used for the synthesis of 1,3-diketones was synthesized according to a reported method57 (link).
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5

Microbial Bioconversion of Aldehydes and Ketones

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The conversions of the aldehyde benzaldehyde (from Fisher Scientific, Thermo Fisher Scientific Inc, Waltham, MA, USA), and of the ketones 2-acetylpyridine, α-tetralone, 4′-(trifluoromethyl)acetophenone, isobutyrophenone, 1-indanone, 2-acetylpyraine, cyclohexyl phenyl ketone, 4′-methoxyacetophenone, and benzophenone (all from Sigma-Aldrich, St. Louis, MO, USA) were performed in triplicate. The reaction medium had a final volume of 1.2 mL and contained 10% (v/v) of dimethyl sulfoxide (DMSO), whole G. arilaitensis 232 cells at 10.42 mg mL−1 of dry cell weight (DCW), and 5 mM of the respective ketone or aldehyde tested in 100 mM Tris-HCl pH 7.5 buffer. The medium was stirred at 800 rpm. Samples collected at the start (0 h) and after 24 h of reaction were collected and processed for gas chromatography-mass spectrometry (GC-MS) analysis for determination of substrate conversion and product formation.
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