$\require{mediawiki-texvc}$

연합인증

연합인증 가입 기관의 연구자들은 소속기관의 인증정보(ID와 암호)를 이용해 다른 대학, 연구기관, 서비스 공급자의 다양한 온라인 자원과 연구 데이터를 이용할 수 있습니다.

이는 여행자가 자국에서 발행 받은 여권으로 세계 각국을 자유롭게 여행할 수 있는 것과 같습니다.

연합인증으로 이용이 가능한 서비스는 NTIS, DataON, Edison, Kafe, Webinar 등이 있습니다.

한번의 인증절차만으로 연합인증 가입 서비스에 추가 로그인 없이 이용이 가능합니다.

다만, 연합인증을 위해서는 최초 1회만 인증 절차가 필요합니다. (회원이 아닐 경우 회원 가입이 필요합니다.)

연합인증 절차는 다음과 같습니다.

최초이용시에는
ScienceON에 로그인 → 연합인증 서비스 접속 → 로그인 (본인 확인 또는 회원가입) → 서비스 이용

그 이후에는
ScienceON 로그인 → 연합인증 서비스 접속 → 서비스 이용

연합인증을 활용하시면 KISTI가 제공하는 다양한 서비스를 편리하게 이용하실 수 있습니다.

Molecular Mechanisms Underlying Anti-Inflammatory Actions of 6-(Methylsulfinyl)hexyl Isothiocyanate Derived from Wasabi ( Wasabia japonica ) 원문보기

Advances in pharmacological sciences, v.2012, 2012년, pp.614046 -   

Uto, Takuhiro (Department of Pharmacognosy, Faculty of Pharmaceutical Sciences, Nagasaki International University, 2825-7 Huis Ten Bosch, Sasebo, Nagasaki 859-3298, Japan) ,  Hou, De-Xing (Course of Biological Science and Technology, United Graduate School of Agricultural Sciences, Kagoshima University, Korimoto 1-21-24, Kagoshima 890-0065, Japan) ,  Morinaga, Osamu (Department of Pharmacognosy, Faculty of Pharmaceutical Sciences, Nagasaki International University, 2825-7 Huis Ten Bosch, Sasebo, Nagasaki 859-3298, Japan) ,  Shoyama, Yukihiro (Department of Pharmacognosy, Faculty of Pharmaceutical Sciences, Nagasaki International University, 2825-7 Huis Ten Bosch, Sasebo, Nagasaki 859-3298, Japan)

Abstract AI-Helper 아이콘AI-Helper

6-(Methylsulfinyl)hexyl isothiocyanate (6-MSITC) is a major bioactive compound in wasabi (Wasabia japonica), which is a typical Japanese pungent spice. Recently, in vivo and in vitro studies demonstrated that 6-MSITC has several biological properties, including anti-inflammatory, antimicrobial, anti...

참고문헌 (80)

  1. 1 Rask L Andréasson E Ekbom B Eriksson S Pontoppidan B Meijer J Myrosinase: gene family evolution and herbivore defense in Brassicaceae Plant Molecular Biology 2000 42 1 93 113 2-s2.0-0343262657 10688132 

  2. 2 Hopkins RJ Van Dam NM Van Loon JJA Role of glucosinolates in insect-plant relationships and multitrophic interactions Annual Review of Entomology 2009 54 57 83 2-s2.0-60549091080 

  3. 3 Woo KJ Kwon TK Sulforaphane suppresses lipopolysaccharide-induced cyclooxygenase-2 (COX-2) expression through the modulation of multiple targets in COX-2 gene promoter International Immunopharmacology 2007 7 13 1776 1783 2-s2.0-35748952490 17996688 

  4. 4 Zhang Y The molecular basis that unifies the metabolism, cellular uptake and chemopreventive activities of dietary isothiocyanates Carcinogenesis 2012 33 1 2 9 22080571 

  5. 5 Navarro SL Li F Lampe JW Mechanisms of action of isothiocyanates in cancer chemoprevention: an update Food & Function 2011 2 10 579 587 21935537 

  6. 6 Cheung KL Kong AN Molecular targets of dietary phenethyl isothiocyanate and sulforaphane for cancer chemoprevention AAPS Journal 2010 12 1 87 97 2-s2.0-77449106593 20013083 

  7. 7 Kojima M Pungent components and functional ingredient of wasabi Food Process 1988 23 32 35 

  8. 8 Isshiki K Tokuoka K Allyl isothiocyanate and wholesomeness of food Japanese Journal of Food Microbiology 1993 12 1 6 

  9. 9 Kumagai H Kashima N Seki T Sakurai H Ishii K Ariga T Analysis of volatile components in essential oil of upland Wasabi and their inhibitory effects on platelet aggregation Bioscience, Biotechnology and Biochemistry 1994 58 12 2131 2135 2-s2.0-0028253572 

  10. 10 Tanida N Kawaura A Takahashi A Sawada K Shimoyama T Suppressive effect of Wasabi (pungent Japanese spice) on gastric carcinogenesis induced by MNNG in rats Nutrition and Cancer 1991 16 1 53 58 2-s2.0-0025777234 1923907 

  11. 11 Uto T Fujii M Hou DX Inhibition of lipopolysaccharide-induced cyclooxygenase-2 transcription by 6-(methylsulfinyl) hexyl isothiocyanate, a chemopreventive compound from Wasabia japonica (Miq.) Matsumura, in mouse macrophages Biochemical Pharmacology 2005 70 12 1772 1784 2-s2.0-27744433506 16256955 

  12. 12 Uto T Fujii M Hou DX 6-(Methylsulfinyl)hexyl isothiocyanate suppresses inducible nitric oxide synthase expression through the inhibition of Janus kinase 2-mediated JNK pathway in lipopolysaccharide-activated murine macrophages Biochemical Pharmacology 2005 70 8 1211 1221 2-s2.0-24944568241 16139249 

  13. 13 Uto T Fujii M Hou DX Effects of 6-(methylsulfinyl)hexyl isothiocyanate on cyclooxygenase-2 expression induced by lipopolysaccharide, interferon-gamma and 12-O-tetradecanoylphorbol-13-acetate Oncology Reports 2007 17 1 233 238 2-s2.0-39049193327 17143503 

  14. 14 Hasegawa N Matsumoto Y Hoshino A Iwashita K Comparison of effects of Wasabia japonica and allyl isothiocyanate on the growth of four strains of Vibrio parahaemolyticus in lean and fatty tuna meat suspensions International Journal of Food Microbiology 1999 49 1-2 27 34 2-s2.0-0032776813 10477067 

  15. 15 Morimitsu Y Hayashi K Nakagawa Y Antiplatelet and anticancer isothiocyanates in Japanese domestic horseradish, Wasabi Mechanisms of Ageing and Development 2000 116 2-3 125 134 2-s2.0-0034738370 10996012 

  16. 16 Hou DX Fukuda M Fujii M Fuke Y Induction of NADPH:quinone oxidoreductase in murine hepatoma cells by methylsulfinyl isothiocyanates: methyl chain length-activity study International Journal of Molecular Medicine 2000 6 4 441 444 2-s2.0-0034298006 10998434 

  17. 17 Hou DX Fukuda M Fujii M Fuke Y Transcriptional regulation of nicotinamide adenine dinucleotide phosphate: quinone oxidoreductase in murine hepatoma cells by 6-(methylsufinyl)hexyl isothiocyanate, an active principle of wasabi ( Eutrema wasabi Maxim) Cancer Letters 2000 161 2 195 200 2-s2.0-0034695172 11090969 

  18. 18 Hou DX Korenori Y Tanigawa S Dynamics of Nrf2 and Keap1 in ARE-mediated NQO1 expression by wasabi 6-(methylsulfinyl)hexyl isothiocyanate Journal of Agricultural and Food Chemistry 59 22 11975 11882 

  19. 19 Ina K Ina H Ueda M Yagi A Kishima I ω -Methylthioalkyl isothiocyanates in Wasabi Agricultural Biology and Chemistry 1989 53 2 537 538 

  20. 20 Etoh H Nishimura A Takasawa R ω -Methylsulfinylalkyl isothiocyanates in wasabi, Wasabia japonica Matsum Agricultural Biology and Chemistry 1990 54 6 1587 1589 

  21. 21 Hara M Mochizuki K Kaneko S Changes in pungent components of two Wasabia japonica Matsum. cultivars during the cultivation period Food Science and Technology Research 2003 9 3 288 291 2-s2.0-0242573594 

  22. 22 Ono H Adachi K Fuke Y Shinohara K Purification and structural analysis of substances in wasabi ( Eutrema wasabi maxim.) that suppress the growth of MKN-28 human stomach cancer cells Nippon Shokuhin Kagaku Kogaku Kaishi 1996 43 10 1092 1097 2-s2.0-0001556980 

  23. 23 Morimitsu Y Nakagawa Y Hayashi K A sulforaphane analogue that potently activates the Nrf2-dependent detoxification pathway The Journal of Biological Chemistry 2002 277 5 3456 3463 2-s2.0-0036479330 11706044 

  24. 24 Maines MD The heme oxygenase system: a regulator of second messenger gases Annual Review of Pharmacology and Toxicology 1997 37 517 554 2-s2.0-0030923630 

  25. 25 Boscá L Zeini M Través PG Hortelano S Nitric oxide and cell viability in inflammatory cells: a role for NO in macrophage function and fate Toxicology 2005 208 2 249 258 2-s2.0-13244287952 15691589 

  26. 26 Zhu Z Zhong S Shen Z Targeting the inflammatory pathways to enhance chemotherapy of cancer Cancer Biology and Therapy 2011 12 2 95 105 2-s2.0-79960428358 21623164 

  27. 27 Hinz B Brune K Cyclooxygenase-2–0 years later Journal of Pharmacology and Experimental Therapeutics 2002 300 2 367 375 2-s2.0-0036156424 11805193 

  28. 28 Molloy RG Mannick JA Rodrick ML Cytokines, sepsis and immunomodulation British Journal of Surgery 1993 80 3 289 297 2-s2.0-0027419926 8472134 

  29. 29 Funk CD Funk LB Kennedy ME Pong AS Fitzgerald GA Human platelet/erythroleukemia cell prostaglandin G/H synthase: cDNA cloning, expression, and gene chromosomal assignment FASEB Journal 1991 5 9 2304 2312 2-s2.0-0025909387 1907252 

  30. 30 Hempel SL Monick MM Hunninghake GW Lipopolysaccharide induces prostaglandin H synthase-2 protein and mRNA in human alveolar macrophages and blood monocytes Journal of Clinical Investigation 1994 93 1 391 396 2-s2.0-0028107128 8282809 

  31. 31 Crofford LJ Wilder RL Ristimaki AP Cyclooxygenase-1 and -2 expression in rheumatoid synovial tissues. Effects of interleukin-1 β , phorbol ester, and corticosteroids Journal of Clinical Investigation 1994 93 3 1095 1101 2-s2.0-0028213334 8132748 

  32. 32 Mestre JR Mackrell PJ Rivadeneira DE Stapleton PP Tanabe T Daly JM Redundancy in the signaling pathways and promoter elements regulating cyclooxygenase-2 gene expression in endotoxin-treated macrophage/monocytic cells The Journal of Biological Chemistry 2001 276 6 3977 3982 2-s2.0-0035830861 11092878 

  33. 33 Caivano M Gorgoni B Cohen P Poli V The induction of cyclooxygenase-2 mRNA in macrophages is biphasic and requires both CCAAT enhancer-binding protein beta (C/EBP beta) and C/EBP delta transcription factors The Journal of Biological Chemistry 2001 276 52 48693 48701 2-s2.0-0035966082 11668179 

  34. 34 Inoue H Yokoyama C Hara S Tone Y Tanabe T Transcriptional regulation of human prostaglandin-endoperoxide synthase-2 gene by lipopolysaccharide and phorbol ester in vascular endothelial cells. Involvement of both nuclear factor for interleukin-6 expression site and cAMP response element The Journal of Biological Chemistry 1995 270 42 24965 24971 2-s2.0-0028824312 7559624 

  35. 35 Inoue H Nanayama T Hara S Yokoyama C Tanabe T The cyclic AMP response element plays an essential role in the expression of the human prostaglandin-endoperoxide synthase 2 gene in differentiated U937 monocytic cells FEBS Letters 1994 350 1 51 54 2-s2.0-0028069896 8062923 

  36. 36 Inoue H Tanabe T Transcriptional role of the nuclear factor κ B site in the induction by lipopolysaccharide and suppression by dexamethasone of cyclooxygenase-2 in U937 cells Biochemical and Biophysical Research Communications 1998 244 1 143 148 2-s2.0-0032489318 9514889 

  37. 37 Moncada S Palmer RMJ Higgs EA Nitric oxide: physiology, pathophysiology, and pharmacology Pharmacological Reviews 1991 43 2 109 142 2-s2.0-0025883342 1852778 

  38. 38 Alderton WK Cooper CE Knowles RG Nitric oxide synthases: structure, function and inhibition Biochemical Journal 2001 357 3 593 615 2-s2.0-0035425503 11463332 

  39. 39 Kröncke KD Fehsel K Kolb-Bachofen V Inducible nitric oxide synthase in human diseases Clinical and Experimental Immunology 1998 113 2 147 156 2-s2.0-0031949810 9717962 

  40. 40 Lorsbach RB Murphy WJ Lowenstein CJ Snyder SH Russell SW Expression of the nitric oxide synthase gene in mouse macrophages activated for tumor cell killing. Molecular basis for the synergy between interferon- γ and lipopolysaccharide The Journal of Biological Chemistry 1993 268 3 1908 1913 2-s2.0-0027459588 7678412 

  41. 41 Korhonen R Lahti A Kankaanranta H Moilanen E Nitric oxide production and signaling in inflammation Current Drug Targets 2005 4 4 471 479 2-s2.0-22944457184 16101524 

  42. 42 Ohshima H Bartsch H Chronic infections and inflammatory processes as cancer risk factors: possible role of nitric oxide in carcinogenesis Mutation Research 1994 305 2 253 264 2-s2.0-0028218474 7510036 

  43. 43 Palmer RMJ Ashton DS Moncada S Vascular endothelial cells synthesize nitric oxide from L-arginine Nature 1988 333 6174 664 666 2-s2.0-0023912670 3131684 

  44. 44 Nathan C Xie QW Nitric oxide synthases: roles, tolls, and controls Cell 1994 78 6 915 918 2-s2.0-0028092958 7522969 

  45. 45 Kobayashi Y The regulatory role of nitric oxide in proinflammatory cytokine expression during the induction and resolution of inflammation Journal of Leukocyte Biology 2010 88 6 1157 1162 2-s2.0-78649736380 20807706 

  46. 46 MacMicking J Xie QW Nathan C Nitric oxide and macrophage function Annual Review of Immunology 1997 15 323 350 2-s2.0-0030937832 

  47. 47 Maeda H Akaike T Nitric oxide and oxygen radicals in infection, inflammation and cancer Biochemistry (Moscow) 1998 63 7 854 865 2-s2.0-0032112771 9721338 

  48. 48 Lala PK Chakraborty C Role of nitric oxide in carcinogenesis and tumour progression The Lancet Oncology 2001 2 3 149 156 2-s2.0-0035296203 11902565 

  49. 49 Noshita T Kidachi Y Funayama H Kiyota H Yamaguchi H Ryoyama K Anti-nitric oxide production activity of isothiocyanates correlates with their polar surface area rather than their lipophilicity European Journal of Medicinal Chemistry 2009 44 12 4931 4936 2-s2.0-70449686262 19716210 

  50. 50 Luster AD Mechanisms of disease: chemokines—chemotactic cytokines that mediate inflammation The New England Journal of Medicine 1998 338 7 436 445 2-s2.0-0032509889 9459648 

  51. 51 Chen J Uto T Tanigawa S Yamada-Kato T Fujii M Hou DX Microarray-based determination of anti-inflammatory genes targeted by 6-(methylsulfinyl)hexyl isothiocyanate in macrophages Experimental and Therapeutic Medicine 2010 1 1 33 40 2-s2.0-77955721833 23136589 

  52. 52 Tsatsanis C Androulidaki A Venihaki M Margioris AN Signalling networks regulating cyclooxygenase-2 International Journal of Biochemistry and Cell Biology 2006 38 10 1654 1661 2-s2.0-33745388145 16713323 

  53. 53 Huang P Han J Hui L MAPK signaling in inflammation-associated cancer development Protein and Cell 2010 1 3 218 226 2-s2.0-79953163484 21203968 

  54. 54 Dower SK Qwarnstrom EE Signalling networks, inflammation and innate immunity Biochemical Society Transactions 2003 31 6 1462 1471 2-s2.0-0347506766 14641090 

  55. 55 Hsu TC Young MR Cmarik J Colburn NH Activator protein 1 (AP-1)- and nuclear factor κ B (NF- κ B)-dependent transcriptional events in carcinogenesis Free Radical Biology and Medicine 2000 28 9 1338 1348 2-s2.0-0034190272 10924853 

  56. 56 Lee AK Sung SH Kim YC Kim SG Inhibition of lipopolysaccharide-inducible nitric oxide synthase, TNF- α and COX-2 expression by sauchinone effects on I- κ B α phosphorylation, C/EBP and AP-1 activation British Journal of Pharmacology 2003 139 1 11 20 2-s2.0-0037716538 12746218 

  57. 57 Thomas B Berenbaum F Humbert L Critical role of C/EBP δ and C/EBP β factors in the stimulation of the cyclooxygenase-2 gene transcription by interleukin-1 β in articular chondrocytes European Journal of Biochemistry 2000 267 23 6798 6809 2-s2.0-0033709813 11082190 

  58. 58 D’Acquisto F Iuvone T Rombolà L Sautebin L Di Rosa M Carnuccio R Involvement of NF- κ B in the regulation of cyclooxygenase-2 protein expression in LPS-stimulated J774 macrophages FEBS Letters 1997 418 1-2 175 178 2-s2.0-0030608878 9414121 

  59. 59 Subbaramaiah K Cole PA Dannenberg AJ Retinoids and carnosol suppress cyclooxygenase-2 transcription by CREB-binding protein/p300-dependent and -independent mechanisms Cancer Research 2002 62 9 2522 2530 2-s2.0-0036569822 11980644 

  60. 60 Eliopoulos AG Dumitru CD Wang CC Cho J Tsichlis PN Induction of COX-2 by LPS in macrophages is regulated by Tpl2-dependent CREB activation signals EMBO Journal 2002 21 18 4831 4840 2-s2.0-0037119996 12234923 

  61. 61 Cho YH Lee CH Kim SG Potentiation of lipopolysaccharide-inducible cyclooxygenase 2 expression by C2-ceramide via c-Jun N-terminal kinase-mediated activation of CCAAT/enhancer binding protein β in macrophages Molecular Pharmacology 2003 63 3 512 523 2-s2.0-0344406769 12606757 

  62. 62 Hecker M Preiß C Schini-Kerth VB Induction by staurosporine of nitric oxide synthase expression in vascular smooth muscle cells: role of NF- κ B, CREB and C/EBP β British Journal of Pharmacology 1997 120 6 1067 1074 2-s2.0-0031002134 9134219 

  63. 63 Marks-Konczalik J Chu SC Moss J Cytokine-mediated transcriptional induction of the human inducible nitric oxide synthase gene requires both activator protein 1 and nuclear factor κ B-binding sites The Journal of Biological Chemistry 1998 273 35 22201 22208 2-s2.0-0032575626 9712833 

  64. 64 Xie QW Kashiwabara Y Nathan C Role of transcription factor NF- κ B/Rel in induction of nitric oxide synthase The Journal of Biological Chemistry 1994 269 7 4705 4708 2-s2.0-0027939931 7508926 

  65. 65 Kim CS Kawada T Kim BS Capsaicin exhibits anti-inflammatory property by inhibiting I κ B- α degradation in LPS-stimulated peritoneal macrophages Cellular Signalling 2003 15 3 299 306 2-s2.0-0037346879 12531428 

  66. 66 Liang YC Huang YT Tsai SH Lin-Shiau SY Chen CF Lin JK Suppression of inducible cyclooxygenase and inducible nitric oxide synthase by apigenin and related flavonoids in mouse macrophages Carcinogenesis 1999 20 10 1945 1952 2-s2.0-0032831286 10506109 

  67. 67 Imada K Leonard WJ The Jak-STAT pathway Molecular Immunology 2000 37 1-2 1 11 2-s2.0-0034023759 10781830 

  68. 68 Kovarik P Mangold M Ramsauer K Specificity of signaling by STAT1 depends on SH2 and C-terminal domains that regulate Ser727 phosphorylation, differentially affecting specific target gene expression EMBO Journal 2001 20 1-2 91 100 2-s2.0-0035862950 11226159 

  69. 69 Ganster RW Taylor BS Shao L Geller DA Complex regulation of human inducible nitric oxide synthase gene transcription by Stat 1 and NF- κ B Proceedings of the National Academy of Sciences of the United States of America 2001 98 15 8638 8643 2-s2.0-0035902480 11438703 

  70. 70 Wen Z Zhong Z Darnell JE Jr. Maximal activation of transcription by Stat1 and Stat3 requires both tyrosine and serine phosphorylation Cell 1995 82 2 241 250 2-s2.0-0029117304 7543024 

  71. 71 Zhang Y Talalay P Cho CG Posner GH A major inducer of anticarcinogenic protective enzymes from broccoli: isolation and elucidation of structure Proceedings of the National Academy of Sciences of the United States of America 1992 89 6 2399 2403 2-s2.0-0026577605 1549603 

  72. 72 Nomura T Shinoda S Yamori T Selective sensitivity to wasabi-derived 6-(methylsulfinyl)hexyl isothiocyanate of human breast cancer and melanoma cell lines studied in vitro Cancer Detection and Prevention 2005 29 2 155 160 2-s2.0-17044398534 15829375 

  73. 73 Löhr S Jacobi C Johann A Gottschalk G De Meijere A Cyclopropyl building blocks in organic synthesis, 57—convenient syntheses and biological activity of novel ω -trans-(bicyclopropyl)-and ω -(bicyclopropylidenyl)-substituted fatty acids and their derivatives European Journal of Organic Chemistry 2000 17 2979 2989 2-s2.0-0038277692 

  74. 74 Ding TJ Zhou L Cao XP A facile and green synthesis of sulforaphane Chinese Chemical Letters 2006 17 9 1152 1154 2-s2.0-33751045183 

  75. 75 Zhang Y Talalay P Mechanism of differential potencies of isothiocyanates as inducers of anticarcinogenic Phase 2 enzymes Cancer Research 1998 58 20 4632 4639 2-s2.0-0032532317 9788615 

  76. 76 Zhang Y Role of glutathione in the accumulation of anticarcinogenic isothiocyanates and their glutathione conjugates by murine hepatoma cells Carcinogenesis 2000 21 6 1175 1182 2-s2.0-0034125712 10837007 

  77. 77 Mi L Di Pasqua AJ Chung FL Proteins as binding targets of isothiocyanates in cancer prevention Carcinogenesis 2011 32 10 1405 1413 21665889 

  78. 78 Deneke SM Fanburg BL Regulation of cellular glutathione American Journal of Physiology 1989 257 4 L163 L173 2572174 

  79. 79 Cotgreave IA Gerdes RG Recent trends in glutathione biochemistry-glutathione-protein interactions: a molecular link between oxidative stress and cell proliferation? Biochemical and Biophysical Research Communications 1998 242 1 1 9 2-s2.0-0032488513 9439600 

  80. 80 Rahman I MacNee W Regulation of redox glutathione levels and gene transcription in lung inflammation: therapeutic approaches Free Radical Biology and Medicine 2000 28 9 1405 1420 2-s2.0-0034190372 10924859 

관련 콘텐츠

저작권 관리 안내
섹션별 컨텐츠 바로가기

AI-Helper ※ AI-Helper는 오픈소스 모델을 사용합니다.

AI-Helper 아이콘
AI-Helper
안녕하세요, AI-Helper입니다. 좌측 "선택된 텍스트"에서 텍스트를 선택하여 요약, 번역, 용어설명을 실행하세요.
※ AI-Helper는 부적절한 답변을 할 수 있습니다.

선택된 텍스트

맨위로