Table of Contents Author Guidelines Submit a Manuscript
Mediators of Inflammation
Volume 2015 (2015), Article ID 143025, 10 pages
http://dx.doi.org/10.1155/2015/143025
Research Article

4-Isopropyl-2,6-bis(1-phenylethyl)aniline 1, an Analogue of KTH-13 Isolated from Cordyceps bassiana, Inhibits the NF-κB-Mediated Inflammatory Response

1Department of Genetic Engineering, Sungkyunkwan University, Suwon 440-746, Republic of Korea
2Department of Pediatrics, Institute of Child and Maternal Health (ICMH), Matuail, Dhaka 1362, Bangladesh
3Department of Chemistry, Kwangwoon University, Seoul 139-701, Republic of Korea
4School of Systems Biological Science, Soongsil University, Seoul 156-743, Republic of Korea
5Department of Physiology, College of Veterinary Medicine, Chonbuk National University, 79 Gobong-ro, Iksan 54596, Republic of Korea

Received 12 August 2015; Accepted 4 November 2015

Academic Editor: Anshu Agrawal

Copyright © 2015 Woo Seok Yang et al. This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Linked References

  1. T. Yu, Y.-S. Yi, Y. Yang, J. Oh, D. Jeong, and J. Y. Cho, “The pivotal role of TBK1 in inflammatory responses mediated by macrophages,” Mediators of Inflammation, vol. 2012, Article ID 979105, 8 pages, 2012. View at Publisher · View at Google Scholar · View at Scopus
  2. J.-L. Ren, J.-S. Pan, Y.-P. Lu, P. Sun, and J. Han, “Inflammatory signaling and cellular senescence,” Cellular Signalling, vol. 21, no. 3, pp. 378–383, 2009. View at Publisher · View at Google Scholar · View at Scopus
  3. M.-F. Tsan and B. Gao, “Endogenous ligands of Toll-like receptors,” Journal of Leukocyte Biology, vol. 76, no. 3, pp. 514–519, 2004. View at Publisher · View at Google Scholar · View at Scopus
  4. S. E. Byeon, Y.-S. Yi, J. Oh, B. C. Yoo, S. Hong, and J. Y. Cho, “The role of Src kinase in macrophage-mediated inflammatory responses,” Mediators of Inflammation, vol. 2012, Article ID 512926, 18 pages, 2012. View at Publisher · View at Google Scholar
  5. Y. Yang, T. Yu, Y. G. Lee et al., “Methanol extract of Hopea odorata suppresses inflammatory responses via the direct inhibition of multiple kinases,” Journal of Ethnopharmacology, vol. 145, no. 2, pp. 598–607, 2013. View at Publisher · View at Google Scholar · View at Scopus
  6. W. S. Yang, J. Lee, T. W. Kim et al., “Src/NF-κB-targeted inhibition of LPS-induced macrophage activation and dextran sodium sulphate-induced colitis by Archidendron clypearia methanol extract,” Journal of Ethnopharmacology, vol. 142, no. 1, pp. 287–293, 2012. View at Publisher · View at Google Scholar · View at Scopus
  7. L. Zhu, W. Bi, D. Lu et al., “Luteolin inhibits SH-SY5Y cell apoptosis through suppression of the nuclear transcription factor-κB, mitogen-activated protein kinase and protein kinase B pathways in lipopolysaccharide-stimulated cocultured BV2 cells,” Experimental and Therapeutic Medicine, vol. 7, no. 5, pp. 1065–1070, 2014. View at Publisher · View at Google Scholar
  8. C. M. Park and Y.-S. Song, “Luteolin and luteolin-7-O-glucoside inhibit lipopolysaccharide-induced inflammatory responses through modulation of NF-κB/Ap-1/PI3K-AKT signaling cascades in RAW 264.7 cells,” Nutrition Research and Practice, vol. 7, no. 6, pp. 423–429, 2013. View at Publisher · View at Google Scholar · View at Scopus
  9. Y. Nishitani, K. Yamamoto, M. Yoshida et al., “Intestinal anti-inflammatory activity of luteolin: role of the aglycone in NF-κB inactivation in macrophages co-cultured with intestinal epithelial cells,” BioFactors, vol. 39, no. 5, pp. 522–533, 2013. View at Publisher · View at Google Scholar · View at Scopus
  10. D. Laveti, M. Kumar, R. Hemalatha et al., “Anti-inflammatory treatments for chronic diseases: a review,” Inflammation & Allergy-Drug Targets, vol. 12, no. 5, pp. 349–361, 2013. View at Publisher · View at Google Scholar
  11. J. Frostegård, “Immune mechanisms in atherosclerosis, especially in diabetes type 2,” Frontiers in Endocrinology, vol. 4, article 162, 2013. View at Publisher · View at Google Scholar
  12. Y. I. Cha and H.-S. Kim, “Emerging role of sirtuins on tumorigenesis: possible link between aging and cancer,” BMB Reports, vol. 46, no. 9, pp. 429–438, 2013. View at Publisher · View at Google Scholar · View at Scopus
  13. H.-J. Kweon and B.-C. Suh, “Acid-sensing ion channels (ASICs): therapeutic targets for neurological diseases and their regulation,” BMB Reports, vol. 46, no. 6, pp. 295–304, 2013. View at Publisher · View at Google Scholar · View at Scopus
  14. K. Wojcikowski, D. W. Johnson, and G. Gobe, “Herbs or natural substances as complementary therapies for chronic kidney disease: ideas for future studies,” Journal of Laboratory and Clinical Medicine, vol. 147, no. 4, pp. 160–166, 2006. View at Publisher · View at Google Scholar · View at Scopus
  15. S. Patel and A. Goyal, “Recent developments in mushrooms as anti-cancer therapeutics: a review,” 3 Biotech, vol. 2, no. 1, pp. 1–15, 2012. View at Publisher · View at Google Scholar
  16. H. G. Kim, W. S. Yang, G.-H. Sung et al., “IKK β-targeted anti-inflammatory activities of a butanol fraction of artificially cultivated Cordyceps pruinosa fruit bodies,” Evidence-Based Complementary and Alternative Medicine, vol. 2014, Article ID 562467, 12 pages, 2014. View at Publisher · View at Google Scholar
  17. J. H. Kim, Y. Lee, G.-H. Sung et al., “Antiproliferative and apoptosis-inducing activities of 4-isopropyl-2,6-bis(1-phenylethyl)phenol isolated from butanol fraction of Cordyceps bassiana,” Evidence-Based Complementary and Alternative Medicine, vol. 2015, Article ID 739874, 10 pages, 2015. View at Publisher · View at Google Scholar
  18. J. Y. Cho, K. U. Baik, J. H. Jung, and M. H. Park, “In vitro anti-inflammatory effects of cynaropicrin, a sesquiterpene lactone, from Saussurea lappa,” European Journal of Pharmacology, vol. 398, no. 3, pp. 399–407, 2000. View at Publisher · View at Google Scholar · View at Scopus
  19. L. C. Green, D. A. Wagner, J. Glogowski, P. L. Skipper, J. S. Wishnok, and S. R. Tannenbaum, “Analysis of nitrate, nitrite, and [15N]nitrate in biological fluids,” Analytical Biochemistry, vol. 126, no. 1, pp. 131–138, 1982. View at Publisher · View at Google Scholar · View at Scopus
  20. K. H. Kim, T. S. Kim, J. G. Lee et al., “Characterization of proinflammatory responses and innate signaling activation in macrophages infected with Mycobacterium scrofulaceum,” Immune Network, vol. 1, no. 6, pp. 307–320, 2014. View at Google Scholar
  21. K. Duperrier, A. Eljaafari, C. Dezutter-Dambuyant et al., “Distinct subsets of dendritic cells resembling dermal DCs can be generated in vitro from monocytes, in the presence of different serum supplements,” Journal of Immunological Methods, vol. 238, no. 1-2, pp. 119–131, 2000. View at Publisher · View at Google Scholar · View at Scopus
  22. J. Y. Cho, D. A. Fox, V. Horejsi et al., “The functional interactions between CD98, β1-integrins, and CD147 in the induction of U937 homotypic aggregation,” Blood, vol. 98, no. 2, pp. 374–382, 2001. View at Publisher · View at Google Scholar · View at Scopus
  23. Y. G. Lee, J. Lee, and J. Y. Cho, “Cell-permeable ceramides act as novel regulators of U937 cell–cell adhesion mediated by CD29, CD98, and CD147,” Immunobiology, vol. 215, no. 4, pp. 294–303, 2010. View at Publisher · View at Google Scholar · View at Scopus
  24. R. Pauwels, J. Balzarini, M. Baba et al., “Rapid and automated tetrazolium-based colorimetric assay for the detection of anti-HIV compounds,” Journal of Virological Methods, vol. 20, no. 4, pp. 309–321, 1988. View at Publisher · View at Google Scholar · View at Scopus
  25. Y. S. Roh, H. B. Kim, C.-W. Kang, B. S. Kim, S.-Y. Nah, and J.-H. Kim, “Neuroprotective effects of ginsenoside Rg3 against 24-OH-cholesterol-induced cytotoxicity in cortical neurons,” Journal of Ginseng Research, vol. 34, no. 3, pp. 246–253, 2010. View at Publisher · View at Google Scholar · View at Scopus
  26. J. R. Kim, D.-R. Oh, M. H. Cha et al., “Protective effect of Polygoni cuspidati radix and emodin on Vibrio vulnificus cytotoxicity and infection,” The Journal of Microbiology, vol. 46, no. 6, pp. 737–743, 2008. View at Publisher · View at Google Scholar · View at Scopus
  27. S.-I. Lim, C.-W. Cho, U.-K. Choi, and Y.-C. Kim, “Antioxidant activity and ginsenoside pattern of fermented white ginseng,” Journal of Ginseng Research, vol. 34, no. 3, pp. 168–174, 2010. View at Publisher · View at Google Scholar · View at Scopus
  28. T. Shen, J. Lee, M. H. Park et al., “Ginsenoside Rp1, a ginsenoside derivative, blocks promoter activation of iNOS and Cox-2 genes by suppression of an IKKβ-mediated NF-κB pathway in HEK293 cells,” Journal of Ginseng Research, vol. 35, no. 2, pp. 200–208, 2011. View at Publisher · View at Google Scholar · View at Scopus
  29. S. B. Song, N. H. Tung, T. H. Quang, N. T. T. Ngan, K. E. Kim, and Y. H. Kim, “Inhibition of TNF-α-mediated NF-κB transcriptional activity in HepG2 cells by dammarane-type saponins from Panax ginseng leaves,” Journal of Ginseng Research, vol. 36, no. 2, pp. 146–152, 2012. View at Publisher · View at Google Scholar · View at Scopus
  30. K. K. Jung, H. S. Lee, J. Y. Cho et al., “Inhibitory effect of curcumin on nitric oxide production from lipopolysaccharide-activated primary microglia,” Life Sciences, vol. 79, no. 21, pp. 2022–2031, 2006. View at Publisher · View at Google Scholar · View at Scopus
  31. J. Y. Lee, Y. G. Lee, J. Lee et al., “Akt Cys-310-targeted inhibition by hydroxylated benzene derivatives is tightly linked to their immunosuppressive effects,” Journal of Biological Chemistry, vol. 285, no. 13, pp. 9932–9948, 2010. View at Publisher · View at Google Scholar · View at Scopus
  32. G. Wu, L. Li, G. H. Sung et al., “Inhibition of 2,4-dinitrofluorobenzene-induced atopic dermatitis by topical application of the butanol extract of Cordyceps bassiana in NC/Nga mice,” Journal of Ethnopharmacology, vol. 134, no. 2, pp. 504–509, 2011. View at Publisher · View at Google Scholar · View at Scopus
  33. J. H. Kim, Y. Lee, G.-H. Sung et al., “Antiproliferative and apoptosis-inducing activities of 4-isopropyl-2,6-bis(1-phenylethyl)phenol isolated from butanol fraction of Cordyceps bassiana,” Evidence-Based Complementary and Alternative Medicine, vol. 2015, Article ID 739874, 10 pages, 2015. View at Publisher · View at Google Scholar
  34. S. E. Byeon, S. Y. Lee, A. R. Kim et al., “Inhibition of cytokine expression by a butanol extract from Cordyceps bassiana,” Pharmazie, vol. 66, no. 1, pp. 58–62, 2011. View at Publisher · View at Google Scholar · View at Scopus
  35. S.-H. Hyun, S.-Y. Lee, G.-H. Sung, S. H. Kim, and H.-K. Choi, “Metabolic profiles and free radical scavenging activity of Cordyceps bassiana fruiting bodies according to developmental stage,” PLoS ONE, vol. 8, no. 9, Article ID e73065, 2013. View at Publisher · View at Google Scholar · View at Scopus
  36. P. Zhang, A. Ohara, T. Mashimo et al., “Cardiovascular effects of an ultra-short-acting nitric oxide-releasing compound, zwitterionic diamine/NO adduct, in dogs,” Circulation, vol. 94, no. 9, pp. 2235–2240, 1996. View at Publisher · View at Google Scholar · View at Scopus
  37. D. H. Kim, J. H. Chung, J. S. Yoon et al., “Ginsenoside Rd inhibits the expressions of iNOS and COX-2 by suppressing NF-κB in LPS-stimulated RAW264.7 cells and mouse liver,” Journal of Ginseng Research, vol. 37, no. 1, pp. 54–63, 2013. View at Publisher · View at Google Scholar · View at Scopus
  38. Y. J. Lee, J. Y. Han, C. G. Lee et al., “Korean Red Ginseng saponin fraction modulates radiation effects on lipopolysaccharide-stimulated nitric oxide production in RAW264.7 macrophage cells,” Journal of Ginseng Research, vol. 38, no. 3, pp. 208–214, 2014. View at Publisher · View at Google Scholar
  39. H. Y. Jeong, G.-H. Sung, J. H. Kim et al., “Syk and Src are major pharmacological targets of a Cerbera manghas methanol extract with kaempferol-based anti-inflammatory activity,” Journal of Ethnopharmacology, vol. 151, no. 2, pp. 960–969, 2014. View at Publisher · View at Google Scholar · View at Scopus
  40. S. H. Kim, J. G. Park, G. Sung et al., “Kaempferol, a dietary flavonoid, ameliorates acute inflammatory and nociceptive symptoms in gastritis, pancreatitis, and abdominal pain,” Molecular Nutrition & Food Research, vol. 59, no. 7, pp. 1400–1405, 2015. View at Publisher · View at Google Scholar
  41. M. Endale, S.-C. Park, S. Kim et al., “Quercetin disrupts tyrosine-phosphorylated phosphatidylinositol 3-kinase and myeloid differentiation factor-88 association, and inhibits MAPK/AP-1 and IKK/NF-κB-induced inflammatory mediators production in RAW 264.7 cells,” Immunobiology, vol. 218, no. 12, pp. 1452–1467, 2013. View at Publisher · View at Google Scholar · View at Scopus
  42. Y. Y. Lin, S. J. Tsai, M. Y. Chiang et al., “Anti-inflammatory anthraquinones from the crinoid Himerometra magnipinna,” Natutal Product Communication, vol. 10, no. 2, pp. 317–318, 2015. View at Google Scholar
  43. C. Wang, “Obesity, inflammation, and lung injury (OILI): the good,” Mediators of Inflammation, vol. 2014, Article ID 978463, 15 pages, 2014. View at Publisher · View at Google Scholar · View at Scopus
  44. B. Sangiuliano, N. M. Pérez, D. F. Moreira, and J. E. Belizário, “Cell death-associated molecular-pattern molecules: inflammatory signaling and control,” Mediators of Inflammation, vol. 2014, Article ID 821043, 14 pages, 2014. View at Publisher · View at Google Scholar
  45. J. Y. Cho, D. R. Katz, and B. M. Chain, “Staurosporine induces rapid homotypic intercellular adhesion of U937 cells via multiple kinase activation,” British Journal of Pharmacology, vol. 140, no. 2, pp. 269–276, 2003. View at Publisher · View at Google Scholar · View at Scopus
  46. Y. Liu, H. Yin, M. Zhao, and Q. Lu, “TLR2 and TLR4 in autoimmune diseases: a comprehensive review,” Clinical Reviews in Allergy & Immunology, vol. 47, no. 2, pp. 136–147, 2013. View at Publisher · View at Google Scholar · View at Scopus
  47. T. Shen, J. Lee, M. H. Park et al., “Ginsenoside Rp1, a ginsenoside derivative, blocks promoter activation of iNOS and COX-2 genes by suppression of an IKKbeta-mediated NF-kB Pathway in HEK293 cells,” Journal of Ginseng Research, vol. 35, no. 2, pp. 200–208, 2011. View at Google Scholar
  48. M. H. Kim, D. S. Yoo, S. Y. Lee et al., “The TRIF/TBK1/IRF-3 activation pathway is the primary inhibitory target of resveratrol, contributing to its broad-spectrum anti-inflammatory effects,” Pharmazie, vol. 66, no. 4, pp. 293–300, 2011. View at Publisher · View at Google Scholar · View at Scopus
  49. M. Magnani, R. Crinelli, M. Bianchi, and A. Antonelli, “The ubiquitin-dependent proteolytic system and other potential targets for the modulation of nuclear factor-κB (NF-κB),” Current Drug Targets, vol. 1, no. 4, pp. 387–399, 2000. View at Publisher · View at Google Scholar · View at Scopus
  50. J. O. Lee, D. Jeong, M. Y. Kim, and J. Y. Cho, “ATP-binding pocket-targeted suppression of Src and Syk by luteolin contributes to its anti-inflammatory action,” Mediators of Inflammation, vol. 2015, Article ID 967053, 12 pages, 2015. View at Publisher · View at Google Scholar
  51. T. T. M. Dung, S. C. Kim, B. C. Yoo et al., “(5-Hydroxy-4-oxo-4H-pyran-2-yl)methyl 6-hydroxynaphthalene-2-carboxylate, a kojic acid derivative, inhibits inflammatory mediator production via the suppression of Syk/Src and NF-κB activation,” International Immunopharmacology, vol. 20, no. 1, pp. 37–45, 2014. View at Publisher · View at Google Scholar · View at Scopus
  52. S. H. Kim, J. G. Park, J. Lee et al., “The dietary flavonoid kaempferol mediates anti-inflammatory responses via the Src, Syk, IRAK1, and IRAK4 molecular targets,” Mediators of Inflammation, vol. 2015, Article ID 904142, 15 pages, 2015. View at Publisher · View at Google Scholar
  53. S. E. Byeon, Y.-S. Yi, J. Oh, B. C. Yoo, S. Hong, and J. Y. Cho, “The role of Src kinase in macrophage-mediated inflammatory responses,” Mediators of Inflammation, vol. 2012, Article ID 512926, 18 pages, 2012. View at Publisher · View at Google Scholar · View at Scopus
  54. K. Tundwal and R. Alam, “JAK and Src tyrosine kinase signaling in asthma,” Frontiers in Bioscience, vol. 17, no. 6, pp. 2107–2121, 2012. View at Publisher · View at Google Scholar · View at Scopus
  55. W. S. Yang, J. Ko, E. Kim et al., “21-O-Angeloyltheasapogenol E3, a novel triterpenoid saponin from the seeds of tea plants, inhibits macrophage-mediated inflammatory responses in a NF-κB-dependent manner,” Mediators of Inflammation, vol. 2014, Article ID 658351, 9 pages, 2014. View at Publisher · View at Google Scholar · View at Scopus
  56. V. G. Tran, H. R. Cho, and B. Kwon, “IL-33 priming enhances peritoneal macrophage activity in response to Candida albicans,” Immune Network, vol. 14, no. 4, pp. 201–206, 2014. View at Publisher · View at Google Scholar