• 제목/요약/키워드: isothiocyanates

검색결과 56건 처리시간 0.028초

Evaluation of the Potential of Cancer Chemopreventive Activity Mediated by Inhibition of 12-O-tetradecanoly Phorbol 13-acetate-induced Ornithine Decarboxylase Activity

  • Lee, Sang-Kook;Pezzuto, John-M.
    • Archives of Pharmacal Research
    • /
    • 제22권6호
    • /
    • pp.559-564
    • /
    • 1999
  • In order to discover new cancer chemopreventive agents from natural or synthetic products, a structurally diverse class of chemopreventive agents was evaluated using in vitro biomarker of inhibition of 12-O-tetradecanoylphorbol 13-acetate (TPA)-induced ornithine decarboxylase (ODC) activity in cultured mouse epidermal 308 (ME)308 cells. As a results, apigenin, benzylisothiocyanate, curcumin, diallyl disulfide, N-(4-hydroxyphenyl)retinamide (4-HPR), menadione, miconazole, nordihydroguaiaretic acid (NDGA) and phenethyl isothiocyanate showed potent inhibitory effects in this process. A chemically diverse group of compounds was included in the evaluation, such as flavonoids, retinoids, isothiocyanates, sulfur-containing compounds and phenolic antioxidant compounds. These data are suggestive to understand the cancer chemopreventive potential mediated by these substances.

  • PDF

GC-MS Analysis of the Extracts from Korean Cabbage (Brassica campestris L. ssp. pekinensis ) and Its Seed

  • Hong, Eunyoung;Kim, Gun-Hee
    • Preventive Nutrition and Food Science
    • /
    • 제18권3호
    • /
    • pp.218-221
    • /
    • 2013
  • Korean cabbage, a member of the Brassicaceae family which also includes cauliflower, mustard, radish, and turnip plants, is a crucial leafy vegetable crop. Korean cabbage is harvested after completion of the leaf heading process and is often prepared for use in "baechu kimchi", a traditional Korean food. Many of the components in Korean cabbage are essential for proper human nutrition; these components can be divided into two groups: primary metabolites, which include carbohydrates, amino acids, fatty acids, and organic acids, and secondary metabolites such as flavonoids, carotenoids, sterols, phenolic acids, alkaloids, and glucosinolates (GSLs). Using gas chromatography-mass spectrometry, this study examined the variety of volatile compounds (including isothiocyanates) contained in Korean cabbage and its seed, which resulted in the identification of 16 and 12 volatile compounds, respectively. The primary volatile compound found in the cabbage was ethyl linoleolate (~23%), while 4,5-epithiovaleronitrile (~46%) was the primary volatile component in the seed.

High Optical Anisotropy Nematic Single Compounds and Mixtures

  • Gauza, Sebastian;Kula, Przemyslaw;Dabrowski, Roman;Sasnouski, Genadz;Lapanik, Valeri
    • Transactions on Electrical and Electronic Materials
    • /
    • 제13권1호
    • /
    • pp.2-5
    • /
    • 2012
  • We have designed, synthesized, and evaluated the physical properties of some high birefringence (${\Delta}n$) isothiocyanato biphenyl-bistolane liquid crystals. These compounds exhibit ${\Delta}n^-$ 0.4-0.7 at room temperature and wavelength $\lambda$=633 nm. Laterally substituted short alkyl chains and fluorine atom eliminate smectic phase and lower the melting temperature. The moderate melting temperature and very high clearing temperature make those compounds attractive for eutectic mixture formulation. Several mixtures based on those compounds were formulated and its physical properties evaluated.

치오우레이도 MAPP 유도체의 합성과 세포독성 (Synthesis and Cytotoxlcity of Thioureido MAPP Derivatives)

  • 전상철;김연숙;김미영;임채욱;임철부
    • 약학회지
    • /
    • 제48권5호
    • /
    • pp.272-277
    • /
    • 2004
  • The 2-amino-l-phenylpropanols 4∼7 were reacted with isothiocyanates to afford the 20 thioureido MAPP derivatives 8a∼11e, which were tested their cytotoxic activity by MTT assay. The cytotoxicity of alkylthioureido compounds were increased and decreased by alkyl chain length from $C_{8}$ to $C_{14}$ and of phenylthioureido compounds showed poor activity. The compounds (8b, 8c, 9b, 9c, l0b, 10c, 11b, 11c) with $C_{10}$ and $C_{12}$ alkyl chains gave stronger activity than reference compound B13. The $IC_{50}$/ of compound 8c was 1.05$\mu$M and 3 times stronger activity than B13. The stereochemistry of synthesized compounds affected very little to cytotoxic activity.

A Review of the Potency of Plant Extracts and Compounds from Key Families as an Alternative to Synthetic Nematicides: History, Efficacy, and Current Developments

  • Mwamula, Abraham Okki;Kabir, Md. Faisal;Lee, DongWoon
    • The Plant Pathology Journal
    • /
    • 제38권2호
    • /
    • pp.53-77
    • /
    • 2022
  • The global nematicides market is expected to continue growing. With an increasing demand for synthetic chemical-free organic foods, botanical nematicides are taking the lead as replacements. Consequently, in the recent years, there have been vigorous efforts towards identification of the active secondary metabolites from various plants. These include mostly glucosinolates and their hydrolysis products such as isothiocyanates; flavonoids, alkaloids, limonoids, quassinoids, saponins, and the more recently probed essential oils, among others. And despite their overwhelming potential, variabilities in quality, efficacy, potency and composition continue to persist, and commercialization of new botanical nematicides is still lagging. Herein, we have reviewed the history of botanical nematicides and regional progresses, the potency of the identified phytochemicals from the key important plant families, and deciphered some of the impediments involved in standardization of the active compounds in addition to the concerns over the safety of the purified compounds to non-target microbial communities.

배추의 가공에 따른 glucosinolates 및 isothiocyanates 함량 변화 (Glucosinolate and isothiocyabate contents according to processing of Kimchi cabbage (Brassica rapa L. ssp. pekinensis))

  • 장미란;김건희
    • 한국식품저장유통학회지
    • /
    • 제24권3호
    • /
    • pp.367-373
    • /
    • 2017
  • 본 연구는 두 품종 배추(봄맛노랑 및 춘광)의 가공조건(신선배추, 절임배추, $4^{\circ}C$ 저장 김치 및 $20^{\circ}C$ 저장 김치)에 따른 GSL 및 ITC의 정성 정량 분석을 하였다. HPLC와 HPLC/MS분석 결과 봄맛노랑 및 춘광 배추에는 4종류의 GSL(sinigrin, gluconapin, glucobrassicanapin, 4-methoxyglucobrassicin)가 확인되었다. 신선배추의 총 GSL 함량은 봄맛노랑; $21.37{\pm}1.06{\mu}g/g$ DW, 춘광; $20.96{\pm}3.33{\mu}g/g$ DW에서 절임공정을 거쳐 봄맛노랑, 춘광이 각각 39%, 52% 감소하였다. 또한 김치로 가공하여 $20^{\circ}C$에 저장하였을 때 신선배추 대비 봄맛노랑, 춘광이 각각 83%, 56% 감소하여 GSL의 함량은 절임공정 및 숙성과정에서 크게 소실되는 것으로 나타났다. 또한 GC/MS분석 결과 봄맛노랑 및 춘광 배추에는 3종류의 ITC(2-phenylethyl ITC, 3-butenyl ITC, 4-pentenyl ITC)가 확인되었다. 2-Phenylethyl ITC는 봄맛노랑, 춘광에서 절임공정에 의하여 증가하였다가 $20^{\circ}C$에 저장하며 숙성되는 동안 다량 소실되었다. 3-Butenyl ITC은 절임공정에서부터 감소하는 경향을 나타냈으며, 김치로 저장하는 동안에는 크게 감소하지 않았다. 4-Pentenyl ITC는 신선배추에서만 발견되었다가 가공처리에 의해 완전히 소실되어 관찰되지 않았다. 본 연구는 향후 산업체에서 배추 가공식품의 기초자료로서 활용할 수 있을 것이다.

Changes in Isothiocyanate Levels in Korean Chinese Cabbage Leaves during Kimchi Storage

  • Hong, Eun-Young;Kim, Gun-Hee
    • Food Science and Biotechnology
    • /
    • 제15권5호
    • /
    • pp.688-693
    • /
    • 2006
  • Glucosinolates are hydrolyzed by the enzyme myrosinase and are mainly found in cruciferous vegetables such as Chinese cabbage (Brassica campestris L. ssp. pekinensis). lsothiocyanates (ITCs) are glucosinolate degradation products with reported anticarcinogenic properties. Korean Chinese cabbage in the form of 'kimchi' is a staple part of the Korean diet. In this study, we examined the effects of storage temperature and duration on glucosinolate, ITC, soluble sugar, and organic acid levels in kimchi. Changes in pH and the impact of various parts of the Korean Chinese cabbage being used during the preparation of the dish were also assessed. Extracted ITC levels, analyzed via gas chromatography (GC) and GC/mass spectrometry (GC/MS), were higher in the midrib parts than in the cabbage leaves after storage at both 4 and $20^{\circ}C$. During storage, organic acid levels increased while soluble sugars were depleted. The pH initially increased (after 1 day at $20^{\circ}C$, and 1 week at $4^{\circ}C$), but subsequently decreased over time at both temperatures. Glucosinolate and ITC levels increased in the beginning of storage but then generally fell during further storage. Our data suggest that acidity-related reduction in myrosinase activity during storage may decrease glucosinolate and ITC levels. The changes in these levels depended on the storage conditions and the Korean Chinese cabbage parts used for the kimchi preparation.

한국산 무우의 휘발성 함유황화합물에 관하여 (Volatile Sulfur Components from Fresh Radishes of Korean Origin)

  • Kim, Mee-Ree;Rhee, Hei-Soo
    • 한국식품조리과학회지
    • /
    • 제1권1호
    • /
    • pp.33-39
    • /
    • 1985
  • 생무우(태백무우, 알타리무우)에 존재하는 휘발성 함유황화합물을 수증기 증류 및 용매추출($CCl_4$)방법에 의해 추출하여 GC/MS 분석법에 의해 분리 확인하였다. 수증기 증류로 얻은 2종 무우의 휘발성 함유황 성분들의 GC profile은 유사하였으며, 4-methyl-pentyl, 3-methylthiopropyl, 4-methylthio-3-butenyl, 4-rnethylthiobutyl, 5-methylthiopentyl isothiocyanate 와 5-methylthio-4-pentenenitrile, 1-methylthio-3-pentanone, dimethyl sulfides 등이 분리 확인되었다. 한편 $CCl_4$추출물에는 4-methylsulfinyl-3-butenyl isothiocyanate도 존재하였다. 수증기 증류에서 는 4-methylthiobutyl isothiocyanate가, 그리고 $CCl_4$추출에서 는 4-methylthio-3-butenyl isothiocyanate가 각각 주된 휘발성 함유황 화합물이었다.

  • PDF

Effects of Isothiocyanates on Antioxidant Response Element-mediated Gene Expression and Apoptosis

  • Hong Sung-Jae;Kim Sung-Min;Kim Young-Sook;Hu Rong;Kong A.N. Tony;Kim Bok-Ryang
    • 한국식품영양과학회:학술대회논문집
    • /
    • 한국식품영양과학회 2004년도 Annual Meeting and International Symposium
    • /
    • pp.53-60
    • /
    • 2004
  • The pro-apoptotic effect of phenethyl isothiocyanate (PEITC) and the role of glutathione (GSH) in sulforaphane (SFN)-induced antioxidant response element-dependent gene expression were investigated. The caspase-3 and caspase-9 activities were stimulated by PEITC. The release of cytochrome c was time- and dose- dependent. SP600125 suppressed apoptosis induced by PEITC. Similarly, this JNK inhibitor attenuated both cytochrome c release and caspase-3 activation induced by PEITC. SFN is converted to the glutathione conjugate by glutathione S-transferases (GSTs). It was accumulated in mammalian cells by up to several hundred-fold over the extracellular concentration, by conjugation with intracellular GSH. The induction of ARE by SFN was 8.6-fold higher than by SFN-NAC. The decrease in ARE expression at higher concentrations of SFN and SFN-NAC was correlated with the accelerated apoptotic cell death, with a dose-dependent activation of caspase 3 activity by SFN. Upon addition of extracellular GSH within 6 hr of treatment with SFN, the effect on ARE expression was blocked almost completely.

  • PDF

Synthesis and Reactivity of Dinuclear Ni(II) Azido Complexes Containing Bithienylene or Terthienylene Bridging Ligands

  • Kim, Yong-Joo;Lee, Hyuck-Hee;Zheng, Zhen Nu;Lee, Soon-W.
    • Bulletin of the Korean Chemical Society
    • /
    • 제32권9호
    • /
    • pp.3239-3244
    • /
    • 2011
  • Dinuclear Ni(II)-thiophene halides, which contain linear bridging thienylenes, trans,trans-[$(PR_3)_2$(X)Ni-Y-Ni(X)$(PR_3)_2$] {X = Cl, Br; $H_2Y$ = 5,5'-dichloro-2,2'-bithiophene ($H_2bth$); $H_2tth$ = 5,5"-dichloro-2,2':5',2''-terthiophene ($H_2tth$)} were prepared by the oxidative addition of dihalobithiophene ($H_2bth$) or dihaloterthiophene ($H_2tth$) to [$Ni(COD)_2$] in the presence of tertiary phosphines. Subsequent reactions of $NaN_3$ with the dinuclear Ni(II)-thiophene chlorides gave the corresponding Ni(II)-azido complexes, trans,trans-[$(PR_3)_2(N_3)$Ni-Y-Ni$(N_3)(PR_3)_2$], whose reactivity toward trimethylsilyl pseudohalides such as trimethylsilyl isothiocyanates and cyanides was investigated. In addition, the reaction of trans-[$BrNi(PEt_3)_2-C_4H_2S-C_4H_2S$-CHO], a thienyl Ni(II) complex containing a terminal aldehyde group, with phosphonium ylide was examined.