• Food Science and Biotechnology
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• 제15권4호
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• pp.516-522
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• 2006

This study was to assess the antimicrobial action of 2-hydroxyethyl ${\beta}$-undecenate purified from cumin (Cuminum cymium L.) seed against the oral anaerobe, Streptococcus mutans, which is associated with gingivitis, specifically focusing on the catabolic effect. 2-Hydroxyethyl ${\beta}$-undecenate inhibited the acid production and growth of S. mutans after 30 hr incubation at 50 mM. The glycolysis of S. mutans with glucose as substrate was similarly sensitive to 2-hydroxyethyl ${\beta}$-undecenate, with 70% inhibition of glucose utilization at 5 mM and 90% inhibition at 50 mM. In addition, this substance potently inhibited the glycolysis enzyme, glyceraldehyde-3-phosphate dehydrogenase (GADP); the phosphoenolpyruvate, glucose phosphotransferase (Glucose-PTS); and membrane ATPase, in a concentration dependent manner. The $IC_{50}$ values for inhibition of GADP, Glucose-PTS, and ATPase were 1, 0.9, and 5 mM, respectively. Furthermore, 2-hydroxyethyl ${\beta}$-undecenate inhibited teeth calcium ion elution by 80% at 50 mM. These results suggest that 2-hydroxyethyl ${\beta}$-undecenate is a potent inhibitor of carbohydrate metabolism and the growth of S. mutans JC-2.

• Food Science and Biotechnology
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• 제14권5호
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• pp.621-627
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• 2005

Halitosis is mainly caused by the presence of volatile sulfur-containing compounds (VSC's) produced by proteolytic periodontopathic bacteria in the oral cavity. Various mouth-rinses have been offered on the market as solutions to reduce halitosis. The aim of this study was to find a potent substance for the prevention of halitosis. The halitosis prevention substance (HPS) from cumin seed powder was purified by solvent extraction, silica gel column chromatography and preparative TLC to yield an oil phase (0.98%). Instrumental analysis such as FT-IR, $^1H$-NMR and $^{13}C$-NMR showed that HPS contained an -OH group, -HC=CH-, -COO-, and long chain acyl group. HPS was therefore determined to be 2-hydroxyethyl-${\beta}$-undecenate. HPS inhibited the growth of Fusobacterium nucleatum and Porphyromonas gingivalis, by 72.44% and 64.37% at $1{\times}10^{-2}\;M$, and by 99.85% and 91.62% at $5\;{\times}\;10^{-2}\;M$, respectively. It also inhibited the activity of L-methionine-${\alpha}$-deamino-${\gamma}$-mercaptomethane-lyase (METase), which was produced by oral microbes. Furthermore, the VSC production by oral microbes in the human mouth air decreased with increasing HPS concentration. These results suggested that HPS from cumin seed is an efficient halitosis prevention agent.

• 한국식품과학회지
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• 제39권6호
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• pp.669-675
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• 2007

본 연구자들은 Cumin(Cuminum cymium L.) seed로부터 정제한 $2-hydroxyethyl-{\beta}-undecenate$의 항치주염 활성을 사람의 백혈구를 이용하여 염증 매개물질 $LTB_4$ 및 PGs의 생성 효소인 5-lipoxygenase와 cyclooxygenase, 및 조직파괴 효소인 collagenase와 elastase의 저해 효과를 규명하여 다음과 같은 결론을 얻었다. HPS의 항치주염 활성을 사람의 백혈구를 이용하여 염증 매개물질 $LTB_4$ 및 PGs의 생성 효소인 5-lipoxygenase와 cyclooxygenase 및 조직파괴효소인 collagenase와 elastase의 저해효과를 규명한 결과, HPS은 $5\;{\times}\;10^{-2}\;M$ 첨가 시 97%의 PMNL로부터 $LTB_4$ 생합성이 저해되었으며 이때 $IC_{50}$ 값은 $2\;{\times}\;10^{-4}\;M$ 이었다. 균질화된 사람의 PMNL 5-lipoxygenase 및 시판 정제 5-lipoxygenase 활성에 대한 HPS의 저해 효과는 $5\;{\times}\;10^{-2}\;M$첨가 시 92%의 효소 활성이 저해되었다. 또한 효소 활성에 대한 $IC_{50}$ 값은 $2.5\;{\times}\;10^{-4}\;M$이었으며, 정제 5-lipoxygenase에 대한 $IC_{50}$ 값은 $2.3\;{\times}\;10^{-4}\;M$이었다. 또한 백혈구 COX 활성에 대한 $IC_{50}$ 값은 $5.1\;{\times}\;10^{-4}\;M$이었고, 정제 COX에 대한 $IC_{50}$ 값은 $2.3\;{\times}\;10^{-4}\;M$이었으며, 백혈구 collagenase 활성에 대한 $IC_{50}$ 값은 $2\;{\times}\;10^{-3}\;M$이었고 정제 collagenase에 대한 $IC_{50}$ 값은 $5\;{\times}\;10^{-2}\;M$이었다. 백혈구 elastase의 경우 $5\;{\times}\;10^{-2}\;M$ 첨가 시 66%의 활성이 저해된 반면 정제 elastase의 경우 $5\;{\times}\;10^{-2}\;M$ 첨가 시 25%의 효소 활성이 저해되었다. 또한 백혈구 elastase 활성에 대한 $IC_{50}$ 값은 $7.5\;{\times}\;10^{-3}\;M$이었다. 인체 치은세포에 대한 독성 시험 결과 $5\;{\times}\;10^{-2}\;M$의 HPS 첨가시 세포의 활성은 배양 2일째 47.83%로 나타났으며, $1\;{\times}\;10^{-2}\;M$의 HPS 첨가시에도 68.53%로 나타나 비교적 세포독성이 강한 것으로 나타났다.