• 한국환경농학회지
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• 제33권4호
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• pp.381-387
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• 2014

BACKGROUND: Garlic (Allium sativum) extract has been allowed as commercial biopesticide material for pesticidal activity in the Environmentally-friendly Agriculture Promotion Act. Nine commercial biopesticides containing A. sativum extract have been marketed in Korea. However, the analytical method of the active substances in these materials has not been studied. METHODS AND RESULTS: Cartridge clean-up method for the determination of dimethyl disulfide(DMDS), diallyl disulfide(DADS), and diallyl trisulfide(DATS) in biopesticides containing A. sativum extract was developed and validated by gas chromatography(GC). The clean-up method was optimized using hydrophilic lipophilic balance (HLB) solid phase extraction(SPE) cartridges for the bioactive sulfides in biopesticides containing A. sativum extract, and the eluate was analyzed to quantify the DMDS, DADS, and DATS using the GC. The developed method was validated, and the LOQ and recovery rates of DMDS, DADS, and DATS were 0.226, 0.063, and $0.051mg\;L^{-1}$ and 80.6, 84.8, and 73.1%, respectively. From the nine commercial biopesticide samples, contents of DMDS, DADS, and DATS were analyzed using the developed method and results showed $2.3mg\;L^{-1}$, respectively. CONCLUSION: The developed method could be used in determining the quality of biopesticides for the manufacture of commercial biopesticides containing A. sativum extract.

• 생명과학회지
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• 제17권2호통권82호
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• pp.286-292
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• 2007

마늘주의 산업화에 앞서 기초 자료로써 활용하고자, 마늘을 소주 등의 술에 침지하였을 때 마늘의 휘발성 기능성분과 유리아미노산이 술로 침출되는 정도 및 형태에 관하여 조사하고자, 생마늘을 20% 주정에 5주간 침지하고 매주 휘발성 향기성분과 유리아미노산들이 침출되는 양적 및 형태적 변화를 조사하였다. 마늘의 주요 유리 아미노산은 L-aspartic acid, L-glutamic acid, L-arginine, L-alanine, L- proline, L-asparagine 및 L-serine이었으며, 유리 아미노산들 모두 침지 기간의경과에 따라 침출량이 증가하였다. 또한, L-threonine, L-proline, L-valine 및 L-leucine 등의 중성아미노산들과 방향족아미노산인 tyrosine과 phenylalanine은 3주 후부터 80% 이상 침출된 반면에, 산성, 염기성 및 함황아미노산들은 5주 후에도 80% 미만이었다. 생마늘의 휘발성 향기성분은 diallyl trisulfide, diallyl disulfide, methyl allyl disulfide, 2-vinyl-4H-1,3-dithiin, 3-vinyl-3,4-dihydro-1,2-dithiin, 3,5-diethyl-1,24-trithiolane, isobutyl isothiocyanate 및 diallyl sulfide 등의 황화합물들이 주요 성분들이었다. 생마늘로부터 주정으로 침출된 휘발성 향기성분은 allyl alcohol, diallyl disulfide, 3,5-diethyl-1,2,4-trithiolane, diallyl trisulfide, 3,4-dimethoxyfuran의 5종이었으며, 침지기간의 경과에 따라 3,5-diethyl-1,2,4-trithiolane는 계속 침출량이 증가하였지만 그 외 4종은 감소하였다. 침 지기간 중 furfural, 5-methylfurfural, 5-hydroxymethylfurfural, dimethyl pyrazine, furfuryl alcohol, 3-hydroxy-2-bytanone과 2,3-dihydro-3,5-dihydroxy-6-methyl-4H-pyran-4-one이 새로이 생성되었으며, 침지기간의 경과에 따라 침출주에 대부분 축적되는 양상을 보였다.

• Biomolecules & Therapeutics
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• 제3권4호
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• pp.279-287
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• 1995

This study examined the anti-cancer effects of diallyl sulfide(DAS) and/or diallyl disulfide(DDS), major components of garlic oil, with the DEN-PH model in rats, by the numbers and areas per cm$^2$ of induced glutathion S-transferase placental form(GST-P) positive foci and silver-stained nucleolar organizer regions(Ag-NORs) counts per nuclei in liver as indicator. Sprague-Dawley(SD) rats were given the diethylnitrosamine(DEN, 200 mg/kg, i.p.) as initiator and 2 weeks later, in experiment 1, rats were treated with DAS(200 mg/kg, i.g.) and/or DDS(50 mg/kg, i.g.) for 6 weeks, respectively and concomitantly and also were given the same dose of DAS and/or DDS prior to DEN treatment for 2 weeks, and in experiment II, rats were treated with potential cancer promoter, 2-acetylaminofluorene (2-AAF, 20 mg/kg, i.g.). The DAS and/or DDS were treated prior to 2-AAF for 8 weeks, respectively and concomitantly. Then the anti-promoting effects of DAS and/or DDS were assessed. All rats were subjected to the two-thirds partial hepatectomy(PH) at week 3 and sacrificed at week 8. In experiment I, DAS and/or DDS treatment only prior to DEN showed inhibition of the development of GST-P positive foci. In experiment II, DAS and/or DDS treatment prior to 2-AAF promotion showed obvious inhibition of the development of GST-P positive foci in numbers and areas and AgNORs counts. In conclusion, We found DAS and/or DDS had the preventive effects on the hepatocarcinogenesis in rats and the concomitant treatment had some additive effects compared with the each treatment and AgNORs counts correlated well with the preneoplastic hepatic lesion.

• 한국수의병리학회지
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• 제1권1호
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• pp.13-25
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• 1997

The anticarcinogenic effects of dimethyl disulfide(DMDS, methyl disulfide)and diallyl disulfide(DADA, allyl disulfide) were studied in a 28 weeks rat multi-organ carcinogenesis model. neoplastic and preneoplastic lesions were observed in the liver kidney thyroid gland esophagus duodenum colon, rectum and adrenal gland. Tesults showed that neoplastic lesions in the kidney liver and thyroid gland were inhibited by DADS but those in the liver and colon were enhanced by DMDS when compared to positive control group. incidence of neoplastic lesions in the other organs were not changed by DMDS or DADS exposure. While GST-p positive foci in the liver were increased by DMDS, DADS had no effect. There was no significant histopathological lesion in DMDS or DADS treated group without pretreatment with carcinogens.

• Toxicological Research
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• 제22권4호
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• pp.349-356
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• 2006

Diallyl disulfide (DADS), an oil-soluble organosulfur compound in garlic has been reported to suppress tumor growth and to induce apoptosis in cancer. In the present study, we investigated the effects of DADS on pulmonary metastasis of B16-F10 murine melanoma cells. DADS (i.p. 40 mg/kg) significantly (p<0.05) reduced the number of pulmonary metastatic nodules (48%) in experimental pulmonary metastasis assay. We also found that DADS inhibited adhesion, invasion and migration of B16-F10 melanoma cells in a dose-dependent manner. To study the antimetastatic potential of DADS, we performed the effects of DADS on matrix metalloproteinase activity. DADS significantly inhibited the expression of matrix metalloproteinase-2 activity in B16-F10 cells by gelatin zymography. These results suggest that DADS prevent metastasis in part through suppression of migration of B16-F10 melanoma cells by Inhibiting matrix metalloproteirase-2 responsible for degradation of extracellar matrix.

• 한국식품영양과학회지
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• 제31권4호
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• pp.566-571
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• 2002

명태식해의 산업화를 위한 기초자료를 제시하기 위해 명태식해를 제조한 뒤 저온(5$^{\circ}C$)에서의 저장 중 휘발성 향기성분을 LLCE/GC/MS법으로 분석한 결과 총 65종의 화합물이 검출되었다. 이는 주로 함황화합물류(11종), 알콜류(13종), acid류(13종), 알데히드류(4종), 케톤류(4종), 테르펜류(6종), 방향족 화합물류(4종) 및 기타 화합물류(10종)로 구성되어 있었다. 한편 명태식해 숙성 중 함황화합물류(3-(methylthio)-1-propene, dimethyl disulfide, diallyl sulfide, methylallyl disulfide, methyl-(E)-propenyl disulfide, dimethyl trisulfide, 2 diallyl disulfide isomers, diallyl trisulfide), 산류(acetic acid, butanoic acid), 케톤류(2, 3-butanedione, 6-methyl-5-hepten-2-one) 및 기타 화합물류 중의 에스테르류(ethyl formate, ethyl acetate)가 저장기간에 따라 유의적으로 증가하는 경향을 나타내고 있었다(p<0.05). 특히 함황화합물류는 명태식해의 숙성과정 전반에 걸쳐 영향을 미칠 것으로 추정되었고, acid류, 케톤류 및 에스테르화합물류는 숙성 후반에 더 크게 관여할 것으로 추정되었다.

• 한국식품영양과학회지
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• 제34권6호
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• pp.885-891
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• 2005

SDE추출방법 과 GC/MS로 분석에 의하여 생마늘과 동결 건조마늘의 휘발성 유기성분을 비교하였다. 생마늘과 동결 건조마늘에서 각각 42종, 32종의 화합물이 확인되었으며 , 대부분이 황화합물이었고 alcohol류, aldehyde류, ester류도 확인되었다. Diallyl disulfide, diallyl trisulfide, allyl methyl disulfide, allyl methyl trisulfide는 생마늘과 동결건조마늘 에서 확인된 주요 황화합물이었다. 3-Methyl pyridine, 2-methyl-4-pentenal, 2,3,3-trimethyl-1,4=pentadiene, methional등 생마늘에서 확인된 화합물은 동결건조마늘에서 소실되었고 propanethiol, 2-ethyl-3-butenal, acetic acid 등은 동결건조마늘에서 확인되었으며, 전체적인 휘발성 유기성분의 총량에는 영향을 미치지 않는 수준이었다. 동결건조에 의 하여 마늘의 주요 휘발성 유기성분 중 diallyl disulfide, diallyl trisulfide, allyl methyl disulfide, allyl methyl trisulfide, diallyl sulfide,3-vinyl-4H-1,2-dithiin 등 대부분의 황화합물 함량이 감소하였으며 methyl propyl trisulfide, 3- allylthiopropionic acid, cyclopentyl ethyl sulfide 등은 증가하였다. 그 외 ethyl acetate, ethanol,2-propenol, 2-propenal, hexanal 등의 휘발성 유기성분이 증가하는 것을 확인하였다.

• 한국조리학회지
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• 제14권1호
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• pp.144-151
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• 2008

양파를 원형 그대로, 절편으로 하여 그리고 마쇄한 것을 진공 동결 건조 처리하여 각각 건조 과정 중 allicin 및 diallyl disulfide의 함량과 alliinase 활성 변화를 측정하였다. 생양파의 allicin 및 dia-llyl disulfide의 함량은 각각 26.40 ppm, 2.78 ppm이었다. 양파를 원형 그대로, 절편으로 하여 그리고 마쇄한 시료의 allicin 및 diallyl disulfide의 함량은 진공 동결 건조가 진행함에 따라 증가되었으며, 증가 정도는 시료의 형태에 따라 차이를 나타내었다(p<0.05). 생양파의 alliinase 비활성은 7.536 units/mg protein이었으며, 양파를 원형 그대로, 절편으로 하여 그리고 마쇄한 시료의 alliinase 활성은 진공 동결 건조가 진행함에 따라 감소되었다. 양파를 원형 그대로 8시간 동안 진공 동결 건조하였을 때 효소의 비활성은 5.516 units/mg pro-tein로 감소되었으며 73.2%의 잔존율을 나타내었고, 36시간 동안 진공 동결 건조하였을 때 효소의 비활성은 3.304 units/mg protein로 감소되었으며 43.8%의 잔존율을 나타내었다. 양파를 절편으로 하여 36시간 동안 진공 동결 건조하였을 때 효소의 비활성은 2.366 units/mg protein로 감소되었으며 31.4%의 잔존율을 나타내었고, 양파를 마쇄하여 36시간 동안 진공 동결 건조하였을 때 효소의 비활성은 2.232 units/mg protein로 감소되었으며 29.6%의 잔존율을 나타내었다. 양파를 원형 그대로 진공 동결 건조하였을 때 alliinase 활성에 있어서 가장 높은 잔존율을 나타내었다.

• Journal of Acupuncture Research
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• 제19권2호
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• pp.105-113
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• 2002

Objective : The purpose of this study is to investigate the protective effect of DADS on the noise induced hearing loss Methods : Twenty healthy guinea pigs (DADS pretreated group and control) were exposed to 100dB a collected environmental noise for 9 hours. An auditory evoked brainstem response (ABR) threshold was measured before and after a noise exposure. For morphological study, cochlea was studied by scanning electron microscope (SEM). Results : The DADS pretreated group showed statistically significant less changes in ABR threshold and SEM findings compared the control group. Conclusion : From these results suggest that the DADS from garlic may have a protective effect in noise induced hearing loss.

• 생약학회지
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• 제37권2호통권145호
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• pp.97-102
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• 2006

Garlic(Allium sativum Linn) is widely used as a common condiment for a variety of foods and beverages. It has been well known that fresh garlic and garlic supplement of commercial preparations have various therapeutic properties including antimicrobial activity, antiplatelet aggregation, antihypertension, and cholesterol-lowering effects, which contribute to its increasing uses for an alternative medicine. Allicin(diallyl thiosulfinate), the major bioactive components of garlic, is formed by alliinase cleavage of the naturally occurring alliin upon crushing or mincing of garlic, and is the progenitor of a number of other products, such as diallyl disulfide. CYP3A4, heme-containing monooxygenase, is a key enzyme responsible for drug metabolism. Therefor, in the present study, we isolated and examined the compounds with CYP3A4-inhibiting activities from garlic. Among EtOAc extracts of garlic, we found that N-p-coumaroyltyramine and N-feruloyltyramine showed remarkable CYP3A4-inhibiting activities, compared to diallyl disulfide. Structures of the isolated active compounds were established by chemical and spectroscopic means.