• Toxicological Research
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• 제30권2호
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• pp.109-116
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• 2014

Glucosinolates (GLSs) are abundant in cruciferous vegetables and reported to have anti thyroidal effects. Four GLSs (sinigrin, progoitrin, glucoerucin, and glucotropaeolin) were administered orally to rats, and the breakdown products of GLSs (GLS-BPs: thiocyanate ions, cyanide ions, organic isothiocyanates, organic nitriles, and organic thiocyanates) were measured in serum. Thiocyanate ions were measured by colorimetric method, and cyanide ions were measured with CI-GC-MS. Organic isothiocyanates and their metabolites were measured with the cyclocondensation assay. Organic nitriles and organic thiocyanates were measured with EI-GC-MS. In all treatment groups except for progoitrin, thiocyanate ions were the highest among the five GLS-BPs. In the progoitrin treated group, a high concentration of organic isothiocyanates (goitrin) was detected. In the glucoerucin treated group, a relatively low amount of goitrogenic substances was observed. The metabolism to thiocyanate ions happened within five hours of the administration, and the distribution of GLSs varied with the side chain. GLSs with side chains that can form stable carbocation seemed to facilitate the degradation reaction and produce a large amount of goitrogenic thiocyanate ions. Because goitrogenic metabolites can be formed without myrosinase, the inactivation of myrosinase during cooking would have no effect on the anti-nutritional effect of GLSs in cruciferous vegetables.

• 한국진공학회:학술대회논문집
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• 한국진공학회 2011년도 제41회 하계 정기 학술대회 초록집
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• pp.207-207
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• 2011

Aromatic nitriles possess versatile utilities and are indispensible not only in organic synthesis but also in chemical industry. In fact, the nitrile group is an important precursor for various functional groups such as aldehydes, amines, amidines, tetrazoles, amides, and their carboxyl derivatives. Representative methods for the preparation of organonitriles with cyanide-containing reagents are the Sandmeyer and Rosenmund-von Braun reactions. Recently, a catalytic route to aryl nitriles has been reported on the basis of the chelation-assisted C-H bond activation or metal-catalyzed cyanation of haloarenes. In those cyanation protocols, the "CN" unit is provided from metal-bound precursors of MCN (M=Cu, K, Na, Zn), TMSCN, or K3Fe(CN)6. Additionally, it can be generated in situ from nitromethane or acetone cyanohydrin. Herein, we report the first example of generating "CN" from two different, readily available precursors, ammonia and N,N-dimethylformamide (DMF). In addition, its synthetic utility is demonstrated through the Pd-catalyzed cyanation of arene C-H bonds.

• Bulletin of the Korean Chemical Society
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• 제32권11호
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• pp.4001-4004
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• 2011

Various 5-substituted 1H-tetrazole derivatives were synthesized in a simple and environmentally benign method from the reaction of aryl and benzyl nitriles with sodium azide in solvent-free media using montmorillonite K-10 clay as solid recyclable heterogeneous acidic catalyst and microwave irradiation in good yields and short reaction times.

• Bulletin of the Korean Chemical Society
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• 제31권2호
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• pp.473-474
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• 2010

• Bulletin of the Korean Chemical Society
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• 제23권2호
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• pp.351-354
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• 2002

A number of bis-2-oxo amide triacylglycerol analogues, a recently reported potent human gastric lipase inhibitor and its new analogues, have been prepared starting from 1,3-dibromo-2-propanol utilizing acyl cyanophosphorane methodology as a key step in a convergent manner. The key coupling reaction has been accomplished at -$78^{\circ}C$ between 1,3-diamino-2-propanol derivative and the labile diketo nitriles, derived from acyl cyanotriphenylphosphoranes upon oxidizing with $O_3$, under mild condition in moderate yields.

• Bulletin of the Korean Chemical Society
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• 제29권11호
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• pp.2303-2304
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• 2008

• 천문학논총
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• 제11권1호
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• pp.75-90
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• 1996

The vertical distribution of HCN, $HC_3N$ and $C_2N_2$ have been determined from a sequence of Voyager 1 IRIS limb tangent measurements over Titan's north polar region. This sequence yields gas distributions with ${\sim}200\;km$ altitude resolution over the 50-400 km range. The derived mixing ratios of HCN, $HC_3N$ and $C_2N_2$ are $5{\times}10^{-7}$, $7{\times}10^{-8}$ and $8{\times}10^{-9}$, respectively, at 120 km with a factor of 3 uncertainty.

• Bulletin of the Korean Chemical Society
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• 제17권8호
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• pp.720-724
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• 1996

Catecholalane (1,3,2-Benzodioxaluminole, CA) prepared from catechol and aluminum hydride in tetrahydrofuran (THF) is found to be a selective reducing agent. The systematic study in order to characterize the reducing properties of the reagent under practical conditions (THF, 0 or 25 ℃, the quantitative amount of reagent to compound) has been done. The reagent reduces aldehydes, ketones, esters and acid chlorides to the corresponding alcohols, and primary amides to the corresponding amines. Especially noteworthy is that the reagent can convert both aromatic and aliphatic nitriles to the corresponding aldehydes in very high yields.

• Bulletin of the Korean Chemical Society
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• 제17권4호
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• pp.380-384
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• 1996

Lithium trimethylalkynylaluminates, prepared conveniently by reacting trimethylaluminum with lithium alkynide, readily react with aldehydes and ketones to give the corresponding propargyl alcohols in 70-95% yields. The reaction is highly chemoselective; thus many other functional groups such as amides, nitriles, epoxides and halogen compounds are inert under the reaction conditions. The reagents also show an excellent 1,2-regiospecificity in the reactions with cyclic or acyclic α,β-unsaturated carbonyl compounds.

• Bulletin of the Korean Chemical Society
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• 제8권6호
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• pp.466-470
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• 1987

Di-2-pyridyl thionocarbonate, prepared from thiophosgene and 2-hydroxypyridine in the presence of triethylamine in dichloromethane, was found to be very effective for dehydration, dehydrosulfurization, and thiocarbonyl transfer reactions. Di-2-pyridyl thionocarbonate was successfully for the esterification of carboxylic acids, dehydration of aldoximes into nitriles, preparation of isothiocyanates from amines, and preparation of cyclic thionocarbonates from 1,2- and 1,3-diols.