• Biomolecules & Therapeutics
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• 제24권1호
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• pp.62-66
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• 2016

Amygdalin, D-mandelonitrile-${\beta}$-D-glucoside-6-${\beta}$-glucoside, belongs to aromatic cyanogenic glycoside group derived from rosaceous plant seed. Mounting evidence has supported the anti-cancer effects of amygdalin. However, whether amygdalin indeed acts as an anti-tumor agent against breast cancer cells is not clear. The present study aimed to investigate the effect of amygdalin on the proliferation of human breast cancer cells. Here, we show that amygdalin exerted cytotoxic activities on estrogen receptors (ER)-positive MCF7 cells, and MDA-MB-231 and Hs578T triple-negative breast cancer (TNBC) cells. Amygdalin induced apoptosis of Hs578T TNBC cells. Amygdalin downregulated B-cell lymphoma 2 (Bcl-2), upregulated Bcl-2-associated X protein (Bax), activated of caspase-3 and cleaved poly ADP-ribose polymerase (PARP). Amygdalin activated a pro-apoptotic signaling molecule p38 mitogen-activated protein kinases (p38 MAPK) in Hs578T cells. Treatment of amygdalin significantly inhibited the adhesion of Hs578T cells, in which integrin ${\alpha}5$ may be involved. Taken together, this study demonstrates that amygdalin induces apoptosis and inhibits adhesion of breast cancer cells. The results suggest a potential application of amygdalin as a chemopreventive agent to prevent or alleviate progression of breast cancer, especially TNBC.

• 한국식품저장유통학회지
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• 제9권1호
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• pp.42-45
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• 2002

매실 품종별, 수확시 기별, 부위별 그리고 매실농축액과 매실차 등 매실가공식품의 저장기간에 따른 시안화합물의 변화를 측정하여 얻은 결과는 다음과 같다. 매실 품종별 숙성과정 중 amygdalin 함량의 변화는 과육의 경우 수분후 미숙과인 70일경에는 3개품종이 비슷하였으나 앵숙이 20.2 mg%로 가장 높은 함량을 보였으며, 핵인의 경우는 재래종에서 562 mg%로 나타나 다른 품종에 비하여 1.5∼2.4배 더 높았으며, 부위별로 보면 핵인이 과육보다 10∼30배 정도 높은 함유량을 보였다. 그러나 매실이 성숙되어 가는 과정 중에 전반적으로 모든 품종이 점차 감소하는 경향이 뚜렷하게 나타났으며, 미숙과일때에 비하여 황숙기에는 그 함량이 1/3정도로 감소하였고, 핵인 역시 1/2∼1/5배정도로 감소하는 것으로 나타났다. 매실 품종별 숙성과정 중 prunasin 함량의 변화를 보면 과육의 경우 수분후 미숙과인 70일경에는 재래종이 가장 적은 함량을 보였으며, 매실이 숙성되어 감에 따라 약간 감소하는 경향을 보였다. 핵인의 경우에도 수분후 미숙과에서 재래종에서 177 mg%로 가장 높은 함량을 보였으며, 과육에 비해 약 10배의 높은 함유량을 보였다. 그러나 매실이 숙성되어 감에 따라 품종별로 약간씩의 차이는 있지만 전반적으로 그 함량이 크게 증가하는 경향이 뚜렷이 나타났다. 매실농축액의 저장중 6개월 동안의 amygdalin과 prunasin의 변화를 보면 냉동저장한 시료구는 두 성분 모두가 거의 변화되지 않은 것으로 나타났으나 자연숙성시킨 시료구에서는 저장기간이 경과함에 따라 amygdalin은 현저하게 감소되고 prunasin은 점차 증가함을 보였다. 매실차액의 저장중 6개월 동안의 amygdailn과 pnmasin의 변화를 보면 역시 냉동저장한 시료구는 두 성분 모두가 거의 변화되지 않은 것으로 나타났으나 자연숙성시킨 시료구에서는 저장기간이 경과함에 따라 amygdalin은 현저하게 감소되고 prunasin은 점차 증가함을 보였다. Benzoic acid는 저장방법에 별로 영향을 받지 않았으나 과일, 매실농축액 등에서 흔적 정도 검출되었으며 매실 차에서 5∼7 mg%가 검출되었다.

• 한국식품영양과학회지
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• 제34권6호
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• pp.875-879
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• 2005

아마인의 linustatin과 neolinustatin은 가수분해되어 acetone, hydrogen cyanide(HCN) 그리고 sugar를 생성하는 diglucoside 시안배당체로써 가수분해물인 HCN의 독성으로 인해 식품의 안전성에 문제가 되고 있다. $80\%$ methanol 추출과 LC/MSn에 의한 정성분석과 RI-LC에 의한 아마인에서 함유된 시안배당체 함량을 조사한 결과, linustatin과 neolinustatin이 각각 평균 206.5 mg/100 g과 174.2 mg/100 g 함유되어 있었다. 또한 autohydrolysis 후 증류액으로부터 IC 분석 에 의 해 HCN 137.38 mg/kg이 가수분해되어 유리됨을 알 수 있었다. 시안배당체의 저감화를 위하여 가열처리를 수행한 결과, 아마인은 $200^{\circ}C$에서 2시간 이상 가열시 $85\%$ 이상의 linustatin과 neolinustatin 그리고 HCN의 제거효과를 보였다. 특히 $200^{\circ}C$에서 30분 가열시 $98\%$의 HCN이 제거됨을 관찰할 수 있었다.

• 한국작물학회:학술대회논문집
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• 한국작물학회 2017년도 9th Asian Crop Science Association conference
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• pp.104-104
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• 2017

Sorghum (Sorghum bicolor (L.) Moench.) is one of the most important crops for human and animal nutrition. Nonetheless, sorghum has a cyanogenic glucoside compound which can be degraded into hydrogen cyanide, toxic to humans and animals even with tiny amount. In consequence, breeding materials with a low cyanide level has been a top priority in sorghum breeding programs. To fulfill our long-term goal, we are screening sorghum accessions with low cyanide level, which would be an important breeding material for food safety. We collected seeds of various sorghum accessions and analyzed relevant metabolites to find useful breeding materials of sorghum accessions containing low cyanide. Fourteen wild relatives were obtained from the University of Georgia in US, a reference accession BTx623, and three local varieties from National Agrobiodiversity Center of Rural Development Administration in Korea, and one wild species from the Wild Plant Resources Seed Bank of Korea University in Korea. Sorghum plants were grown in plastic greenhouse under natural conditions. After growing, leaf samples were harvested at different developmental stages: seedling phase, vegetative phase (right before flowering), and reproductive phase (ripening). Using collected samples, quantification analysis were performed by an HPLC system for three metabolites (dhurrin, 4-hydroxybenzaldehyde, and 4-hydroxyphenylacetic acid) in sorghum plants. Prior to metabolome analysis, specific experimental condition for HPLC system was set to be able to separate three metabolites simultaneously. Under this condition, these metabolites were quantified in each accession by HPLC system. We observed that the metabolite contents were changed differently by developmental stages and accessions. We clustered these results into five groups as patterns of their contents by developmental stages. Most of accessions showed that 4-hydroxybenzaldehyde content was very high at seedling stage and decreased rapidly at vegetative phase. Interestingly, the patterns of dhurrin content were very different among clusters. However, 4-hydroxyphenylacetic acid content was maintained at low levels by developmental stages in most accessions. The results would demonstrate how dhurrin and alternative degradation pathways are differentiated in each accession.

• Natural Product Sciences
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• 제20권4호
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• pp.274-280
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• 2014

Six compounds were isolated from the n-BuOH fraction of the aerial parts of Aruncus dioicus var. kamtschaticus including: sambunigrin (1), prunasin (2), aruncide A (3), aruncide C (4), 1-O-caffeoyl-${\beta}$-D-glucopyranose (5), and caffeic acid (6). Their structures were confirmed by comparing the spectral data with those reported in the literature. The isolated compounds (1 - 6) were then examined for their cytotoxic effects towards MCF-7, HL-60, and HeLa cancer cell lines, as well as their DPPH radical scavenging activity. The results indicated that compound 4 possessed the strongest inhibitory effect toward HeLa cell line with $IC_{50}$ value of $5.38{\pm}0.92{\mu}M$. Compound 3 possessed selective cytotoxic activity on HL-60 cells with $IC_{50}$ value of $6.27{\pm}0.17{\mu}M$, compound 5 was found as the best in inhibiting proliferation with $IC_{50}$ value of $2.25{\pm}0.09{\mu}M$, and the other compounds showed significant inhibition with $IC_{50}$ values ranging from 6.10 to $11.27{\mu}M$. Compound 5 also displayed the strongest cytotoxic effect toward MCF-7 cell line ($IC_{50}$ $4.32{\pm}0.15{\mu}M$). Both 5 and 6 demonstrated strong radical scavenging activity ($IC_{50}$ $6.87{\pm}0.03$ and $4.33{\pm}0.22{\mu}M$, respectively). Compounds 1 and 5 were isolated for the first time from this plant.