• 제목/요약/키워드: (-)-sesamin

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대산(大蒜)을 포함하는 복합발효물의 에틸아세테이트 분획으로부터 Tyrosinase 저해활성 성분의 분리 및 동정 (Isolation of Bioactive Compounds from the Ethylacetate Fraction of Fermented Garlic Complex and their Tyrosinase Inhibition Activities)

  • 송효남;백남인
    • 한국자원식물학회지
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    • 제33권2호
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    • pp.63-72
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    • 2020
  • 천연미백소재를 개발하기 위하여 대산(마늘)을 포함한 총10종의 약용식물 혼합물을 발효하여 얻은 발효물로부터 tyrosinase inhibition 활성을 확인하고, 이로부터 신규한 화합물 1종 외 3종의 활성 성분을 분리하였다. 마늘복합발효물의 영양성분 13항목을 분석하여 기능성 식품 소재로의 활용가능성을 확인하였다. 발효원액의 tyrosinase 저해효과는 88.6%로 나타났고, 활성성분의 분리를 위하여 EtOAc, n-BuOH 및 H2O로 분배, 추출하였다. 이중 수득률이 가장 높은 EtOAc 분획물(47g)로부터 silica gel 및 ODS column chromatography를 반복하면서 TLC와 효소저해 효과로부터 확인한 활성분획을 순차적으로 분리하였다. 화합물의 화학구조를 NMR 및 MS 등의 스펙트럼으로 분석한 결과 phenylpropanoid류의 신규 화합물인 2,4,5-trihydroxy-benzenepropanoic acid (1) (1.9 mg) 및 화합물 1과 동량으로 혼재하는 2,3,5-trihydroxy-benzenepropanoic acid (2)를 확인하였다. 이외에 2,4-dihydroxy-hydrocinnamic acid (3) (3.3 mg) 및 (+)sesamin (4) (6.1 mg)을 분리·동정하였다. 이 화합물들이 향후 본 조성물의 지표성분 및 기능성 성분으로 활용된다면 기업에서의 원천기술 확보를 통한 제품개발과 산업화에 매우 유용할 것으로 사료된다.

볶음온도에 따른 참기름의 항산화성분 변화 (Studies on the Antioxidative Compounds of Sesame Oils with Roasting Temperature)

  • 김현위
    • 한국식품과학회지
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    • 제32권2호
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    • pp.246-251
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    • 2000
  • 볶음온도$(110^{\circ}C{\sim}230^{\circ}C)$에 따른 항산화성분의 변화를 조사한 결과, $170^{\circ}C$ 이상에서 백색도가 현저하게 감소하였다. 리그난변화에 있어서는 검출된 7종의 lignan들은 $170^{\circ}C$까지의 온도변화에서 일정하게 유지되다가 sesamolin은 $170^{\circ}C$ 이후 급격히 감소되었고, sesamin은 약간 감소경향을 나타내었다. sesamol, unknown1, unknown3은 $170^{\circ}C$ 이후 급격히 증가하였다. 토코페롤 함량변화에 있어서는 ${\gamma}$체만이 검출되었으며, 미가열참깨의 경우 70.59mg%, 온도상승에 따라 $170^{\circ}C$까지는 점차 증가하다가 $190^{\circ}C$이후 급격히 감소하여 $220^{\circ}C$에서는 33.87mg%이었고, $230^{\circ}C$에서는 26.73mg% 이었다. 산화안정성에 있어서는 미가열참깨의 경우 유도기간이 4.12hr로 가장 낮았고, 볶음온도상승에 따라 증가하다가 $170^{\circ}C$ 이후 현저히 증가하였다. 이상의 결과로부터 산화안정성과 백색도의 상관계수는 -0.993, $170^{\circ}C$ 이상에서 산화안정성과 sesamol의 상관계수는 0.934이었다. 따라서, 볶음온도에 따른 이러한 산화안정성의 현저한 증가는 sesamol, unknown1, unknown3 등 리그난의 증가에서 비롯됨을 알수 있었다.

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참깨 품질 연구의 현황과 문제점 및 전망 (Current Status and Perspectives of Quality Improvement in Sesame)

  • 이봉호;이정일;박래경
    • 한국작물학회지
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    • 제33권s01호
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    • pp.86-97
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    • 1988
  • Sesame(Sesamum indicum L.) is probably the most ancient oilseed crop known in the world. The seed of sesame is used in a variety of ways as food. The whole seed may be eaten raw, either roasted or parched, or fed to birds and stock. Sesame oil is used as a salad or cooking oil, in shortening, margarine and in the manufacture of soap. Minor uses are as a fixative in the perfume industry and formerly as a carrier for fatsoluble substances in pharmaceuticals such as penicillin. One of the minor constituents of sesame oil, sesamin, is used for its synergistic effect in pyrethrin insecticides, in addition of a small quantity of this substance markedly increases the effectiveness of fly sprays. The meal remaining after oil extraction can be used as and animal feed-stuff or as manure. In general sesame meal is considered to be equal to cottonseed or soybean meal as a protein supplement for livestock and poultry. It is especially high in certain amino-acids such as methionine, which is low in soybean meal, and thus can be combined with it or similar meal to form a more balanced ration. An attempt to summarize the literature review on quality improvement of sesame was made to discuss the accomplishments of the past and perspectives in the future. The reviews on quality improvement of sesame were mainly discussed in connection with the cultural practices and genetic informations in current status. The emphasis focussed on environmental variation of quality in cultural practices, such as harvest time, variety by location, climatic condition, fertilizer application, and growth regulator treatment. On the genetic variation of quality, it was discussed on variety background, mutation breeding, correlations, and inheritance of quality related characteristics. It also was discussed on relationship between quality and plant traits, storage condition or period, and seed coat color. Moreover, current research status were reviewed on some minor elements such as sesamin, oxalic acid, and trypsin inhibitor. As a results of the review, the lack of an effort to quality improvement in each utilization area was indicated as a problem area. More active efforts for the improvement of quality were also insufficient to incorporate the available genes for quality in breeding method or collection and analysis of breeding materials. Therefore, researches in the future would be recommended to emphasize on these problem areas.

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세신으로부터 멜라닌 생성 억제 성분의 분리 (Isolation of Melanin Biosynthesis Inhibitory Compounds from the Roots of Asarum sieboldii)

  • 최은향;최지영;이종구;오준석;김동춘;이희상;손종근;손애량;김정아;이승호
    • 생약학회지
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    • 제38권4호
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    • pp.394-399
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    • 2007
  • Eight compounds were isolated from the roots of Asarum sieboldii and their structures were identified as $({\pm})$-car-3-ene-2,5-dione (1), (-)-asarinin (2), (-)-sesamin (3), eucarvone (4), methyleugenol (5), ${\gamma}-asarone$ (6), pellitorine (7) and asarinol A (8) by analysis of spectral data. Among them, (-)-asarinin (2) showed the most potent inhibitory effect on melanogenesis, with inhibition rate of 66%.

Anticholinesterase and Anti-inflammatory Constituents from Beilschmiedia pulverulenta Kosterm

  • Wan Salleh, Wan Mohd Nuzul Hakimi;Ahmad, Farediah;Yen, Khong Heng;Zulkifli, Razauden Mohamed
    • Natural Product Sciences
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    • 제22권4호
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    • pp.225-230
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    • 2016
  • Phytochemical investigation from the stem bark of Beilschmiedia pulverulenta resulted in the isolation of five lignans, (+)-yangambin (1), (+)-sesartemin (2), (+)-excelsin (3), (+)-sesamin (4), and (+)-syringaresinol (5), together with lupeol (6), lupenone (7), ${\beta}-sitosterol$ (8), and ${\beta}-sitostenone$ (9). Their structures were established by the analysis of their spectroscopic (1D and 2D NMR) and spectrometric (MS) data, as well as by comparison with those reported in the literature. The isolated lignans were tested for their anticholinesterase (AChE: acetylcholine esterase and BChE: butyryl cholineesterase) and anti-inflammatory (COX-2: cyclooxygenase-2 and LOX: lipoxygenase) activities. All the isolated lignans (1 - 5) exhibited significant inhibition activities in AChE/BChE and COX-2/LOX assays with $IC_{50}$ values ranging from $168.8-504.2{\mu}M$ and $21.0-59.4{\mu}M$, respectively.

산지가 다른 참깨의 이화학적 특성 평가 (Evaluation of Chemical Properties of White Sesame Produced from Different Origin)

  • Kang, Myung-Hwa
    • 동아시아식생활학회지
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    • 제14권4호
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    • pp.348-354
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    • 2004
  • 중국, 수단, 인도 및 파키스탄에서 생산된 참깨(각 10종)의 조지방 함량, 지방산 조성, 세사민, 세사몰린 및 세사미놀 배당체 함량을 측정하여 품질 특성을 평가하였다. 참깨의 조지방 함량은 파키스탄산 42.47 %, 중국산 38.95%, 인도산 34.96% 및 수단산 33.93%로 파키스탄산이 가장 높았으나 지역간에는 유의적인 차이가 나타나지 않았다. 세사민 함량은 중국산 634.75 mg/100 g seed, 수단산 630.66 mg/100 g seed, 인도산 381.55 mg/100 g seed 및 파키스탄산 401.00 mg/100 g seed으로 중국산이 유의적으로 높게 나타났다. 세사몰린 함량은 중국산 218.99 mg/100 g seed, 수단산 234.49 mg/100 g seed, 인도산 (185.64 mg/100 g seed) 및 파키스탄산 (127.04 mg/100 g seed)으로 지역간에 유의적인 차이가 있는 것으로 나타났다. 세사미놀 배당체 함량은 중국산 321.40 mg/100 g seed, 수단산 218.99 mg/100 g seed, 인도산 505.04 mg/100 g seed 및 파키스탄산 342.87 mg/100 g seed로 인도산이 가장 높은 함량이었다. 참깨 핵산 추출물의 전자공여능을 측정한 결과 인도산의 전자공여능이 유의적으로 높았고 파키스탄산 및 중국산순 이었다. 이상의 결과 지역별 참깨 품질 특성에는 유의적인 차이가 있었고 특히 최근에 기능성 성분으로 관심이 집중되고 있는 세사민과 세사몰린 및 세사미놀 배당체는 지역에 따라 현저한 차이가 있는 것으로 나타났다.

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고속액체크로마토그라피를 이용한 참기름의 품질평가 (Quality Evaluation of Sesame Oil by High Performance Liquid Chromatography)

  • 황경수;허우덕;남영중;민병용
    • 한국식품과학회지
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    • 제16권3호
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    • pp.348-352
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    • 1984
  • 고속액체크로마토그라프를 이용하여 참기름에 이행된 세사몰린과 세사민의 함량을 측정하고 배소공정중 이들 성분의 안정성, 저장중의 함량변화등을 분석하여 참기름품질평가의 지표로 이용할 수 있는 가능성을 검토 하였다. 참기름중 세사몰린과 세사민의 함량은 품종별로 다소 차이가 있었으며 두성분 모두 국내산 참깨보다 수입산 참깨의 함량이 다소 낮은 경향이었다. 참기름 가공을 위한 배소공정중 상당량의 세사몰린이 감소되었으나 세사민의 안정성은 매우 높았고 착유방법별 뚜렷한 유의차가 나타나지 않았으며 참기름 저장중에도 세사몰린과 세사민의 함량변화는 거의 나타나지 않았다. 이와같은 연구결과로 세사민을 품질평가의 지표로 삼았고 내부표준물질로 첨가된 안트론의 양에 대한 상대값으로 참기름의 품질을 평가하기 위한 방법에 대하여 고찰하였다.

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NF-κB Activation and PPAR Transactivational Effects of a New Aliphatic Acid Amide from Pericarps of Zanthoxylum piperitum

  • Yang, Seo Young;Tai, Bui Huu;Song, Seok Bean;Li, Wei;Yan, Xi Tao;Sun, Ya Nan;Nguyen, Phuong Thao;Kim, Young Ho
    • Bulletin of the Korean Chemical Society
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    • 제35권8호
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    • pp.2361-2366
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    • 2014
  • A new aliphatic acid amide, ZP-amide F (1), and eight known compounds, including bungeanumamide A (2), tumuramide C (3), ZP-amide A (4), ZP-amide B (5), ZP-amide D (6), hyperin (7), quercitrin (8), and (-)-sesamin (9), were isolated from pericarps of Zanthoxylum piperitum. The effects of these compounds on $TNF{\alpha}$-induced NF-${\kappa}B$ activation and transactivational activity of PPARs, including $PPAR{\alpha}$, $PPAR{\beta}({\delta})$ and $PPAR{\gamma}$ subtypes, were evaluated. Compounds 7 and 9 exhibited potent inhibitory effects on $TNF{\alpha}$-induced NF-${\kappa}B$ activation with $IC_{50}$ values of 5.50 and $8.10{\mu}M$, respectively. Aliphatic acid amide compounds 3, 4 and 6 displayed enhanced effects on PPAR transactivational activity with $EC_{50}$ values of 47.12, 19.13 and $12.02{\mu}M$, respectively. Among them, compound 4 demonstrated an increase in $PPAR{\alpha}$ transactivational activity, compound 3 showed a moderate increase on all PPAR subtypes, whereas compound 6 displayed weak PPAR transactivational activity.

Establishment of Sesame Cultivation Practices as Succeeding Cropping System of Watermelon in the Greenhouse Condition

  • Shim, Kang-Bo;Hwang, Jung-Dong;Pae, Suk-Bok;Lee, Myoung-Hee;Ha, Tae-Joung;Park, Chang-Hwan;Park, Keum-Yong;Son, Jeong-Hee
    • 한국작물학회지
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    • 제55권3호
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    • pp.195-199
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    • 2010
  • This experiment was conducted to develop optimum sesame cultivation practices as succeeding cropping system of watermelon in the greenhouse condition. We also compared major components in sesame seed cultivated in the greenhouse and open field condition. The adaptable varieties under the greenhouse condition were white sesame 'Pyoungan' and black sesame 'Jinki' which showed higher yield and disease resistance. We also conducted several experiments to determine optimum sowing date, planting density and pinching time. Grain yields were statistically different according to the several sowing dates. In general, sesame sowing on June 30th showed higher grain yields than July 10th, July 20th and July 30th in the greenhouse. We also found out sesame cultivation practice with the row spacing of 40 cm and interplant spacing of 30 cm (a few branch type) or 40 cm (many branch type) showed higher yield than other treatments. Optimum pinching time was 25 days after first flowering in main stem when thousand seed weight and grain yield were highest. In the comparison of major components of sesame at the different cultivation conditions, sesame seeds cultivated in the greenhouse contained 4% much more oil content than open field condition. The lignan compounds, sesamin and sesamolin were also higher by 6% in the greenhouse than open field condition. It was concluded that sesame cultivation practices as succeeding cropping system of watermelon in the greenhouse condition guaranteed higher grain yield with less labor input which is now emerging alternative farming practice system in present aging rural society and will also give sesame cultivation farmers to increase net income in Korea.

Inhibition of Phospholipase $C{\Upsilon}1$ and Cancer Cell Proliferation by Lignans and Flavans from Machilus thunbergii

  • Lee, Ji-Suk;Kim, Jin-Woong;Yu, Young-Uck;Kim , Young-Choong
    • Archives of Pharmacal Research
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    • 제27권10호
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    • pp.1043-1047
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    • 2004
  • Thirteen compounds were isolated from the $CH_2Cl_2$ fraction of Machilus thunbergii as phospholipase $C{\Upsilon}1\;(PLC{\Upsilon}1)$ inhibitors. These compounds were identified as nine lignans, two neolignans, and two flavans by spectroscopic analysis. Of these, 5,7-di-O-methyl-3',4'-methylenated (-)-epicatechin (12) and 5,7,3'-tri-O-methyl (-)-epicatechin (13) have not been reported previously in this plant. In addition, seven compounds, machilin A (1), (-)-sesamin (3), machilin G (5), (+)-galbacin (9), licarin A (10), (-)-acuminatin (11) and compound 12 showed dose-dependent potent inhibitory activities against $PLC{\Upsilon}1$ in vitro with $IC_{50}$ values ranging from 8.8 to 26.0 ${\mu}M$. These lignans, neolignans, and flavans are presented as a new class of $PLC{\Upsilon}1$ inhibitors. The brief study of the structure activity relationship of these compounds suggested that the benzene ring with the methylene dioxy group is responsible for the expression of inhibitory activities against $PLC{\Upsilon}1$. Moreover, it is suggested that inhibition of $PLC{\Upsilon}1$ may be an important mechanism for an antiproliferative effect on the human cancer cells. Therefore, these inhibitors may be utilized as cancer chemotherapeutic and chemopreventive agents.