• Title/Summary/Keyword: (-)-sesamin

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

  • Song, Hyo-Nam;Baek, Nam-In
    • Korean Journal of Plant Resources
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    • v.33 no.2
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    • pp.63-72
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    • 2020
  • Fermented complex from garlic and nine medicinal plants were developed as a natural whitening material. Tyrosinase inhibition activity was determined and four active compounds were isolated. The nutritional components of fermented garlic complex (FGC) were analyzed to confirm the applicability as a functional food material. Tyrosinase inhibitory effect of FGC was 88.6%. Methanol extract was partitioned with EtOAc, n-BuOH and H2O. From the EtOAc fraction (47 g), which showed the highest yield, active fractions were separated by repeated TLC, silica gel and ODS column chromatography to isolate active compounds. The chemical structures of the isolated compounds were analyzed by NMR and MS spectra. Phenylpropanoid compounds of 2,4,5-trihydroxy-benzenepropanoic acid (1) (1.9 mg) and 2,3,5-trihydroxy-benzenepropanoic acid (2) were confirmed. In addition, 2,4-dihydroxy-hydrocinnamic acid (3) (3.3 mg) and (+)sesamin (4) (6.1 mg) were isolated. These compounds will be useful as index compounds or functional compounds in FGC.

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

  • Kim, Hyeon-Wee
    • Korean Journal of Food Science and Technology
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    • v.32 no.2
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    • pp.246-251
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    • 2000
  • This study was investigated to compare the changes of antioxidative compounds in sesame oil with roasting temperature$(110^{\circ}C{\sim}230^{\circ}C)$. Lightness was decreased markedly over $170^{\circ}C$. In the changes of lignan contents, 7 different lignans unchanged up to $170^{\circ}C$ and sesamolin and sesamin decreased markedly, whereas sesamol, unknown1, unknown3 increased drastically at the higher temperatures. In tocopherol contents, ${\gamma}-tocopherol$ decreased from 70.59 mg% in unroasted oil to 33.87 mg% at $220^{\circ}C$, and to 26.73 mg% at $230^{\circ}C$. In the result of AOM(active oxygen method) test carried out at $120^{\circ}C$ for evaluating oxidative stability, the induction period of unroasted oil was 4.12 hrs and that of roasted oils was increased with roasting temperature (induction period at $220^{\circ}C$ was 27.9 hrs.). From the above results, it was confirmed that correlation coefficient between oxidative stability and lightness is -0.993 and that between oxidative stability and sesamol content is 0.934 above $170^{\circ}C$. Therefore its remarkable oxidative stability with the roasting temperature, might be considered to be due to the increase of sesamol, other lignans(unknown 1, unknown 3).

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

  • Lee, Bong-Ho;Lee, Jung-Il;Park, Rae-Kyeong
    • KOREAN JOURNAL OF CROP SCIENCE
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    • v.33 no.s01
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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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Isolation of Melanin Biosynthesis Inhibitory Compounds from the Roots of Asarum sieboldii (세신으로부터 멜라닌 생성 억제 성분의 분리)

  • Choi, Eun-Hyang;Choi, Ji-Young;Lee, Jong-Gu;Oh, Joon-Seok;Kim, Dong-Chun;Lee, Hee-Sang;Son, Jong-Keun;Son, Ae-Ryang;Kim, Jeong-Ah;Lee, Seung-Ho
    • Korean Journal of Pharmacognosy
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    • v.38 no.4
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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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    • v.22 no.4
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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.

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

  • Kang, Myung-Hwa
    • Journal of the East Asian Society of Dietary Life
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    • v.14 no.4
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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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Quality Evaluation of Sesame Oil by High Performance Liquid Chromatography (고속액체크로마토그라피를 이용한 참기름의 품질평가)

  • Hwang, Kyong-Soo;Hawer, Wooderck S.;Nam, Young-Jung;Min, Byong-Yong
    • Korean Journal of Food Science and Technology
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    • v.16 no.3
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    • pp.348-352
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    • 1984
  • Sesamolin and sesamin in the five domestic varieties and seven of imported sesame seed were analyzed by High Performance Liquid Chromatography to evaluate quality of sesame oil. Their stability against roasting, changes of content during storage of sesame oil and differences in carry-through ratio by extracting method were also analyzed. The results indicated that the HPLC method was simple, rapid and reliable in the evaluation of sesame oil quality.

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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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    • v.35 no.8
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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
    • KOREAN JOURNAL OF CROP SCIENCE
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    • v.55 no.3
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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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    • v.27 no.10
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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.