• Food Science and Biotechnology
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• 제14권2호
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• pp.297-300
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• 2005

Effects of allyl sulfides on kinetic behavior of cytochrome P450 1 (CYP1)-catalyzed ethoxyresorufin O-deethylase (EROD) activity were studied using microsomes from benzo[a]pyrene-treated human hepatoma cells. Apparent $K_m$ and $V_{max}$ values were calculated as $2.8\;{\mu}M$ and $3.0\;{\mu}mol$ resorufin/min/mg protein based on Lineweaver-Burk plot of microsomal EROD activity, respectively. Diallyl disulfide (DADS) and diallyl trisulfide (DATS) affected $K_m$ and $V_{max}$ values of EROD activity and acted as mixed-type inhibitors for CYP1 isozymes. Apparent Ki values of DADS and DATS were calculated as 1.07 and 0.88 mM, respectively, by re-plotting slopes of Lineweaver-Burk plot and inhibitor concentrations.

• Journal of Photoscience
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• 제10권1호
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• pp.1-7
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• 2003

The results of recent work on the dye-sensitized photooxygenation of sulfides is discussed. In the case of dialkyl sulfides, the weakly bonded adduct initially formed with singlet oxygen (the persulfoxide) decays unproductively unless protonation by an acid (an alcohol or a carboxylic acid) facilitates its conversion to the sulfoxide. The effect is proportional to the strength of the acid (eg., less than 0.1 % chloroacetic acid in benzene is sufficient for maximal efficiency) and corresponds to general acid catalysis, suggesting that protonation of the persulfoxide occurs. On the other hand, with sulfides possessing an activated hydrogen in ${\alpha}$ position (eg., benzyl and allyl sulfides), hydrogen transfer becomes an efficient process in aprotic media and yields a S-hydroperoxysulfoniumm ylide, possibly arising from a conformation of the persulfoxide that is different from the one protonated in the presence of acids. Calculations on some substituted sulfides support this hypothesis. This process, which leads to C-S bond fragmentation with formation of an aldehyde, may be viewed as a general method for the preparation of aryl and heteroaryl aldehydes. In this effort, mechanistic studies offered new hints on the structure of the intermediate persulfoxide.

• 한국식품영양과학회지
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• 제27권1호
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• pp.16-23
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• 1998

Effect of Fermentation temperature on the changes of chemical components in Kakudgi during fermentation was investigated by measuring free sugar, organic acid and volatile compounds up to 57 days at several temperatures. The mannitol was increased in palatable period in contrast with those of other free sugars. The higher the initial fermentation temperature was and the longer the initial fermentation time at 2$0^{\circ}C$ was, the faster the second increasing period was and the less the initial contents was. Lactic acid was increased 6~31 times from a little amount at the initial period. The higher the initial fermentation temperature was and the more the increasing content was. But malic acid which was abundant(55.1% of total nonvolatile organic acid) in the initial fermentation period was remarkably decreased in the palatable period. The change of the sulfides among the volatile compounds was remarkable. Methyl allyl sulfide which was a little in the initial fermentation period was remarkably increased in the final fermentation period, and the correlation coefficients between the content of methyl allyl sulfide and aroma in sensory evaluation were high. It could be suggested that the fermentation temperature should be set to 4$^{\circ}C$ after fermentating at 2$0^{\circ}C$ for 36 hours in the view point of keeping the Kakdugi taste and quality well because of high content of free sugar and nonvolatile organic acids.

• 한국식품위생안전성학회지
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• 제21권3호
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• pp.145-152
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• 2006

마늘과 마늘의 황화합물은 여러 가지 미생물(그람양성 및 음성 세균, 곰팡이, 효모, 원생동물)의 번식을 저해하므로 마늘을 감염증치료에 쓰고자 하는 노력이 많았고 따라서 병원성 미생물에 대한 번식저해연구가 많이 수행되었다. 마늘에 의한 병원성 미생물의 번식저해작용을 연구한 대상 미생물 중에서 세균으로는 Staphylococcus aureus가 가장 많이 연구되었고 기타 많은 종류의 그람음성 및 앙성 병원성 세균이 연구대상이었다. 효모와 곰팡이를 통털어 Candide albicans의 번식저해 연구가 전체 진균류 연구의 대부분을 차지하였다. 특이하게 Giardia intestinalis에 대한 연구보고도 있었으며 마늘은 시험한 대부분의 미생물에 대해 강력한 천연 항균제로서 인정되었다. 마늘은 원래 가열하지 않은 생마늘이어야 알린이 alliinase 효소에 의해 분해되어 강력한 항균물질인 알리신을 생성하게 되므로 주로 생마늘의 항균작용연구가 주를 이루었다 알리신은 불안정하여 저장중에 분해되어 여러 가지 물질로 변화하게 되는 데 알리신이 분해되어 생성되는 ajoene이나 기타 여러 가지 sulfide류 역시 세균이나 효모에 매우 강력한 항균작용을 나타낸다. 마늘의 알리신이 나타내는 항균작용은 thiosulfinate기가 미생물의 대사에 중요한 역할을 하는 효소중에서 -SH 기를 가지는 효소단백질과 결합하여 불활성화시키기 때문에 결과적으로 미생물이 사멸하는 것으로 설명되고 있다. 하지만 이와 같은 일반적인 독성 메카니즘 이외에 특이한 효소에 특이하게 저해작용을 나타낸다는 가설이 있고 그 중에서도 지방산 합성에 관여하는 효소를 저해하기 때문이라는 의견이 많다. 최근에 식품의 조리 온도에서 가열한 마늘이 항균작용이 있는 것이 발견되었는데 그 작용은 주로 항진균작용이며 그 항균작용물질은 알린이 열분해 되어 생성되는 allyl alcohol인 것으로 보고되었다.

• 한국식생활문화학회지
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• 제25권3호
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• pp.324-333
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• 2010

Off-flavor in foods and in raw materials is quite concerning, as it could signify deeper-rooted problems. Methods of reduction of "off-flavors" in traditional food such as Cheonggukjan and Kimchi, and in raw materials of soybean paste were studied by means of a literature review. It was found that the major components of "off-flavor" were due to butyric acid, valeric acid, alkylpyrazines, ammonia, and sulfides for Cheonggukjang, and for Kimchi were sulfur containing components such as methyl allylsulfide, dimethyl disulfide, diallyl disulfide, methyl allyl trisulfide, methyl 2-propenyldisulfide, dipropenyldisulfide. There is a demand for a scientific and systematic approach in overcoming the "off-flavor" problem. Nutritional aspects and safety should be considered. Several methods have been attempted, such as masking, binding, improving cooking process, inhibiting rancidity, and controlling the growth of micro-organism. Methods of masking were the most frequently ones used for the reduction of "off-flavor", and in some cases, othertechniques were additionally applied. The masking method would be useful in the reduction of "off-flavor" in traditional Korean foods, i.e. Cheonggukjang, Kimchi, as well as in new product development.

• Natural Product Sciences
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• 제11권2호
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• pp.67-74
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• 2005

The ethanolic extracts of the leaves and bulbs of Allium victorialis var. platyphyllum (Liliaceae) collected from Daegwallyoung (D) and Ullung Island (U) in Korea were obtained using three different extracting methods. The first extracts, DL-1 DB-1, UL-1 and UB-1, were obtained from leaves (L) and bulbs (B) dried at $90^{\circ}C$, respectively, and the second extracts, DL-2, DB-2, UL-2 and UB-2, were obtained by extracting the leaves and bulbs of fresh plant parts. The third extracts DL-3, DB-3, UL-3 and UB-3 were obtained by incubating leaves and bulbs at $36^{\circ}C$. The six extracts obtained from A. victorialis var. platyphyllum at Daegwanllyoung (cultivated site) were orally administered to examine for a possible antihepatotoxic effect in $CCl_4-induced$ rats. DL-1 exhibited the most pronounced effect. The extracts inhibited serum ALT, AST, SDH, ${\gamma}-GT$, ALP and LDH activities elevated by $CCl_4$ injection and attenuated decreased glutathione S-transferase, glutatione reductase and ${\gamma}-glutamylcysteine$ synthetase activities and a decreased hepatic glutathione. However, the extracts obtained from Ullung Is. (native site) were less active than the extracts from Daegwallyoung, suggesting that A. victorialis var. platyphyllum from the cultivated site is more useful for functional food than of native site. These results also suggest that the antihepatotoxic effect is due to a higher content of hepatic glutathione. Gas chromatography of the twelve extracts showed significantly different sulfides, disulfides or trisulfides contents belonging to volatile sulfur substances (VSS). Nine components were identified on the basis of their mass spectra, namely, dimethyl disulfide, dimethyl trisulfide, diallyl disulfide, dipropyl disulfide, allyl methyl sulfide, allyl methyl trisulfide, 2-vinyl-4H-1,3-dithiin, 3,4-dihydro-3-vinyl-1,2-dithiin, and allithiamine. Extract DL-1 had the highest VSS content. Dried plant materials contained larger amounts of the VSSs than other extracts, and the leaves contained larger amount than the bulbs. These results suggest that heat treatment increases the antiheaptotoxic ability of A. victorialis var. platyphyllum by increasing the proportion of VSSs.

• Toxicological Research
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• 제13권4호
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• pp.339-347
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• 1997

Disulfiram (DSF) and diethyldithiocarbamate (DDC), a reduced form of DSF, protect the liver against toxicant-induced injury through inhibition of cytochrome P450 2E1. The effect of DSF and DDC on the levels of major hepatic microsomal epoxide hydrolase (mEH) and glutathione S-transferase (GST) expression was comparatively studied, given the view that these enzymes are involved in terminal detoxification events for high energy intermediates of xenobiotics. Treatment of rats with a single dose of DSF (20-200 mg/kg, po) resulted in 2- to 15-fold increases in the mEH mRNA level at 24 hr with the ED$_{50}$ value being noted as 60 mg/kg. The mEH mRNA level was elevated ~15-fold at 24 hr after treatment at the dose of 100 mg/kg, whereas the hepatic mRNA level was rather decreased from the maximum at the dose of 200 mg/kg, indicating that DSF might cause cytotoxicity at the dose. In contrast to the effect of DSF, DDC only minimally elevated the mEH mRNA level at the doses employed. DSF moderately increased the major GST mRNA levels in the liver as a function of dose, resulting in rGSTA2, rGSTA3/5 or rGSTM1 mRNA levels being elevated 3- to 4-fold at 24 hr post-treatment, whereas the rGSTM2 mRNA level was not altered. DDC, however, failed to stimulate the mRNA levels for major GST subunits, indicating that the reduced form of DSF was ineffective in stimulating the GST the expression. The effect of other organosulfides including aldrithiol, 2, 2'-dithiobis(benzothiazole) (DTB), tetramethylthiouram disulfide (TMTD) and allyl disulfide (ADS) on the hepatic mEH and GST mRNA expression was assessed in rats in order to further confirm the increase in the gene expression by other disulfides. Treatment of rats with aldrithiol (100 mg/kg, po) resulted in a 16-fold increase in the mEH mRNA level at 24 hr post-treatment. DTB, TMTD and ADS also caused 5-, 9- and 12-fold increases in the rnRNA level, respectively, as compared to control. Thus, all of the disulfides examined were active in stimulating the mEH gene in the liver. The organosulfides significantly increased the rGSTA2, rGSTA3, rGSTA5 and rGSTM1 mRNA levels at 24 hr after administration. In particular, aldrithiol was very efficient in stimulating the rGSTA and rGSTM genes among the disulfides examined. These results provide evidence that DSF and other sulfides effectively stimulate the mEH and major GST gene expression at early times in the liver and that DDC, a reduced form of DSF, was ineffective in stimulating the expression of the genes, supporting the conclusion that reduced form(s) of organosulfur compound(s) might be less effective in inducing the mEH and GST genes through the antioxidant responsive element(s).

• Applied Biological Chemistry
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• 제44권1호
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• pp.12-19
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• 2001

Allium속 작물의 방향성 성분을 분석하고 방향성 성분이 고자리파리 산란에 미치는 정도를 조사하였다. Allium속 작물의 주요 방향성 성분은 sulfide계 화합물로 이들이 차지하는 비율은 마늘(66.1%), 대파(66.1%), 쪽파(62.3%), 양파(39.2%) 및 부추(4.2%)순으로 나타났다. 한편 지금까지 보고된 바 없는 cyclooctasulfur가 소량으로 대파, 쪽파, 풋마늘에 존재함이 확인되었다. 용매에 의한 조추출물이 고자리파리의 산란에 미치는 정도는 dichloromethane의 경우 마늘(32.1%)과 부추(7.2%)에서 최고와 최저를 나타내었으며, 증류수를 통한 조추출물은 쪽파(29.7%)와 부추(12.3%)에서 최고와 최저를 나타내었다. Allium속 방향성 성분을 회석하는데 선발할 유기용매에 대한 산란 반응은 ethyl alcohol(52.5%)과 ether(5.9%)에서 최고와 최저를 나타내었다. Diallyl disulfide(1%)를 이용하여 방향성물질의 양에 따른 산란정도는 20 ${\mu}(26.6%)$ 100 ${\mu}(14.0%)$에서 최고와 최저를 나타내었다. Sulfide계 화합물을 중심으로 한 산란선호성은 농도에 따라 다르게 나타나, allyl sulfide(17.2%)와 acethylthiophene(0.8%)에서 최고와 최저를 나타내었고, 100% 농도의 경우 ethyl alcohol이 43.3%로 많은 산란을 하였다. 방향성 성분의 농도별 산란은 sulfide 화합물의 경우 주로 I% 농도에서, ethyl alcohol은 고농도에서, 그리고 기타 성분은 각기 다른 농도에서 산란선호성을 보였다. 특히 100% 농도는 dimethyl disulfide와 ethyl alcohol를 제외하고는 수분만을 포함한 모래를 사용한 대조구보다 낮은 산란선호성을 보였다. 다양한 종류의 휘발성 물질에 대한 반응은 furfuryl mercaptan에 46.9%의 많은 산란 반응을 나타내었다.