• Title/Summary/Keyword: isothiocyanates

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Signal Transduction Events Elicited by Natural Products: Role of MAPK and Caspase Pathways in Homeostatic Response and Induction of Apoptosis

  • Kong, Ah-Ng Tony;Yu, Rong;Chen, Chi;Mandlekar, Sandhya;Primiano, Thomas
    • Archives of Pharmacal Research
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    • v.23 no.1
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    • pp.1-16
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    • 2000
  • Many natural products elicit diverse pharmacological effects. Using two classes of potential chemopreventive compounds, the phenolic compounds and the isothiocyanates, we review the potential utility of two signaling events, the mitogen-activated protein kinases (MAPKs) and the ICE/Ced-3 proteases (caspases) stimulated by these agents in mammalian cell lines. Studies with phenolic antioxidants (BHA, tBHQ), and natural products (flavonoids; EGCG, ECG, and isothiocyanates; PEITC, sulforaphane), provided important insights into the signaling pathways induced by these compounds. At low concentrations, these chemicals may activate the MAPK (ERK2, JNK1, p38) leading to gene expression of survival genes (c-Fos, c-Jun) and defensive genes (Phase II detoxifying enzymes; GST, QR) resulting in survival and protective mechanisms (homeostasis response). Increasing the concentrations of these compounds will additionally activate the caspase pathway, leading to apoptosis (potential cytotoxicity). Further increment to suprapharmacological concentrations will lead to nonspecific necrotic cell death. The wider and narrow concentration ranges between the activation of MAPK/gene induction and caspases/cell death exhibited by phenolic compounds and isothiocyanates, respectively, in mammalian cells, may reflect their respective therapeutic windows in vivo. Consequently, the studies of signaling pathways elicited by natural products will advance our understanding of their efficacy and safety, of which many man become important therapeuitc drugs of the future.

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Antimicrobial Effects of Allyl Isothiocyanates on Several Microorganisms (휘발성 Allyl Isothiocyanate계 화합물의 항균 활성에 관한 연구)

  • Ahn, Eun-Sook;Kim, Ji-Hye;Shin, Dong-Hwa
    • Korean Journal of Food Science and Technology
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    • v.31 no.1
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    • pp.206-211
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    • 1999
  • Volatile antimicrobial compounds, isothiocyanates (ITCs), were compared their antimicrobial activity against 9 strains, Listeria monocytogenes, Bacillus subtilis, Pseudomonas fluorescens, Escherichia coli, Erwinia carotovora, Saccharomyces cerevisiae, Candida albicans, Aspergillus oryzae and Penicillium roqueforti. And synergistic antimicrobial effect of ITCs was examined with acetic acid. Allyl isothiocyanate (AIT), benzyl isothiocyanate (BIT), and ethyl isothiocyanate (EIT) were more effective than other ITCs. MIC (minimum inhibitory concentration) of these compounds was $100{\sim}200\;{\mu}g/dish$ against microorganisms tested and their inhibitory actions were more effective in order of fungi>yeast>Gram-negative bacteria>Gram-positive bacteria. MIC of acetic acid was $50{\sim}500\;{\mu}g/dish$ as lower concentration than ITCs. Using a mixture of volatile antimicrobial compounds and acetic acid, the synergistic effect was increased in $2{\sim}10$ times than ITCs used solely.

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Comparative analysis of active components and antioxidant activities of Brussels sprouts (Brassica oleracea var. gemmifera) and cabbage (Brassica oleracea var. capitata)

  • Kwan Woo Jeon;Min Gun Kim;Su Hyeong Heo;Kyung Hwan Boo;Jae-Hoon Kim;Chang Sook Kim
    • Journal of Applied Biological Chemistry
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    • v.65 no.4
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    • pp.413-419
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    • 2022
  • The applicability of Brussels sprouts, which are widely cultivated in Jeju, as a functional biomaterial in the cosmetics and food industries is investigated. The active ingredients (total phenols and flavonoids, β-carotene, vitamin C, free sugar, minerals, glucosinolates, and isothiocyanates) and antioxidant activities of 70% ethanol extracts of Brussels sprouts and cabbage were analyzed. The total phenol, flavonoid, vitamin C, and β-carotene contents of Brussels sprouts were approximately 36%, 2.5 times, 2.3 times, and 65% higher than those of cabbage, respectively. The total free sugar content of Brussels sprouts was 58%-72% lower than that of cabbage. The K content was the highest among the other minerals, and there was little difference between the two samples. The Na content was approximately three times higher in cabbage than in Brussels sprouts. The total glucosinolate content of Brussels sprouts was 34.5 mol SE/g DW, twice that of cabbage. The sinigrin content of Brussels sprouts was thrice (10.06 μmol/g DW) that of cabbage. The isothiocyanate (sulforaphane, I3C) content in Brussels sprouts was double that of cabbage. The antioxidant activity of Brussels sprout extract was 2.5 to 2.8 times higher in 1,1-Diphenyl-2-picrylhydrazyl radical scavenging capacity and 3.3 to 3.6 times higher in 2,2'-Azino-bis(3-ethybenzothiazoline-6-sulfonic acid) radical scavenging capacity than those of cabbage extract. These are important basic data for the study of glucosinolates and isothiocyanates, which have anticancer activity, as well as antioxidant-related substances of Brussels sprout, which has high potential for use as a biomaterial in functional foods and cosmetics.

Antibacterial activity of isothiocyanates from cruciferous vegetables against pathogenic bacteria in olive flounder (십자화과 채소 유래 isothiocyanates의 넙치 어병세균에 대한 항균활성)

  • Ko, Mi-Ok;Ko, Jeong-Yeon;Kim, Mi-Bo;Lim, Sang-Bin
    • Food Science and Preservation
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    • v.22 no.6
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    • pp.886-892
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    • 2015
  • The antimicrobial effects of ten isothiocyanates (ITCs) present in cruciferous vegetables and radish root hydrolysate were investigated against pathogenic bacteria from olive flounder. Minimum inhibitory concentration (MIC) and minimum bactericidal concentration (MBC) were measured against two gram-positive bacterial strains (Streptococcus parauberis, S. iniae) and four gram-negative bacterial strains (Edwardsiella tarda, Vibrio ichthyoenteri, V. harveyi, Photobacterium damselae) by using a broth microdilution technique. The antibacterial activity of ITCs was in the order sulforaphane > sulforaphene > phenylethyl ITC > erucin > benzyl ITC > iberin > I3C > allyl ITC > phenyl ITC > hexyl ITC. The susceptibility of fish pathogens to ITCs was in the order of V. harveyi > E. tarda > P. damselae > S. parauberis > S. iniae > V. ichthyoenteri. Antimicrobial activity (MIC) of radish root hydrolysate was 0.250 mg/mL against S. iniae, 0.438 mg/mL against S. parauberis, and 0.500 mg/mL against both E. tarda and V. harveyi. The aliphatic ITCs were potent inhibitors of the growth of fish pathogens, followed by aromatic ITCs and indolyl ITC. The presence of a double bond in the chemical structure of ITCs decreased antibacterial activity, while ITCs with a thiol (-S-) group and a longer carbon chain increased antibacterial activity. These results suggest that ITCs have strong antibacterial activities and may be useful in the prevention of fish pathogens.