DOI QR코드

DOI QR Code

Anti-inflammatory Effect of Dactyloquinone B and Cyclospongiaquinone-1 Mixture in RAW264.7 Macrophage and ICR Mice

  • Received : 2015.07.14
  • Accepted : 2015.08.13
  • Published : 2015.12.31

Abstract

Sesquiterpene-quinone is a class of secondary metabolites frequently encountered from marine sponge. The present study was designed to examine the anti-inflammatory action of sponge-derived dactyloquinone B (DQB) and cyclospongiaquinone-1 (CSQ1) mixture using lipopolysaccharide (LPS)-induced inflammatory responses. We measured the production of nitric oxide (NO), tumor necrosis factor-alpha ($TNF-{\alpha}$), $interleukin-1{\beta}$ ($IL-1{\beta}$), and interleukin-6 (IL-6) and expression of inducible nitric oxide synthase (iNOS) and cyclooxygenase-2 (COX-2) protein. $TNF-{\alpha}$, $IL-1{\beta}$, and IL-6 production, which increased by treatment with LPS, were significantly inhibited by DQB and CSQ1 mixture. It also decreased the production of NO production, and iNOS and COX-2 expression. Furthermore, it reduced 12-O-tetradecanoylphorbol 13-acetate (TPA)-induced ear edema of ICR mice. These results demonstrate that sesquiterpene-quinone, DQB and CSQ1 mixture, might serve as a chemical pipeline for the development of anti-inflammatory agent.

Keywords

References

  1. Blunt, J. W.; Copp, B. R.; Keyzers, R. A.; Munro, M. H.; Prinsep, M. R. Nat. Prod. Rep. 2014, 31, 160-258. https://doi.org/10.1039/c3np70117d
  2. Marcos, I. S.; Conde, A.; Moro, R. F.; Basabe, P.; Diez, D.; Urones, J. G. Mini Rev. Org. Chem. 2010, 7, 230-254. https://doi.org/10.2174/157019310791384128
  3. Luibrand, R. T.; Erdman, T. R.; Vollmer, J. J.; Scheuer, P. J.; Finer, J.; Clardy, J. Tetrahedron 1979, 35, 609-612. https://doi.org/10.1016/0040-4020(79)87004-0
  4. Capon, R. J.; MacLeod, J. K. J. Org. Chem. 1987, 52, 5059-5060. https://doi.org/10.1021/jo00231a051
  5. Takizawa, P. A.; Yucel, J. K.; Veit, B.; Faulkner, D. J.; Deerinck, T.; Soto, G.; Ellisman, M.; Malhotra, V. Cell 1993, 73, 1079-1090. https://doi.org/10.1016/0092-8674(93)90638-7
  6. Kazlauskas, R.; Murphy, P. T.; Warren, R. G.; Wells, R. J.; Blount, J. F. Aust. J. Chem. 1978, 31, 2685-2697. https://doi.org/10.1071/CH9782685
  7. Fernandez, A.; Alvarez, E.; Alvarez-Manzaneda, R.; Chahboun, R.; Alvarez-Manzaneda, E. Chem. Comm. 2014, 50, 13100-13102. https://doi.org/10.1039/C4CC05116E
  8. Mitome, H.; Nagasawa, T.; Miyaoka, H.; Yamada, Y.; van Soest, R. W. J. Nat. Prod. 2001, 64, 1506-1508. https://doi.org/10.1021/np010299e
  9. Mitome, H.; Nagasawa, T.; Miyaoka, H.; Yamada, Y.; van Soest, R. W. Tetrahedron 2002, 58, 1693-1696. https://doi.org/10.1016/S0040-4020(02)00078-9
  10. Mitome, H.; Nagasawa, T.; Miyaoka, H.; Yamada, Y.; van Soest, R. W. J. Nat. Prod. 2003, 66, 46-50. https://doi.org/10.1021/np0203436
  11. Ovenden, S. P.; Nielson, J. L.; Liptrot, C. H.; Willis, R. H.; Tapiolas, D. M.; Wright, A. D.; Motti, C. A. J. Nat. Prod. 2011, 74, 65-68. https://doi.org/10.1021/np100669p
  12. Jankam, A.; Somerville, M. J.; Hooper, J. N. A.; Brecknell, D. J.; Suksamrarn, A.; Garson, M. J. Tetrahedron 2007, 63, 1577-1582. https://doi.org/10.1016/j.tet.2006.12.006
  13. Lee, D. S.; Jeong, G. S.; Li, B.; Park, H.; Kim, Y. C. Int. Immunopharmacol. 2010, 10, 850-858. https://doi.org/10.1016/j.intimp.2010.04.019
  14. Lee, D. S.; Jang, J. H.; Ko, W.; Kim, K. S.; Sohn, J. H.; Kang, M. S.; Ahn, J. S.; Kim, Y. C.; Oh, H. Mar. Drugs 2013, 11, 1409-1426. https://doi.org/10.3390/md11041409
  15. Hwang, I. H.; Oh, J.; Zhou, W.; Park, S.; Kim, J.-H.; Chittiboyina, A. G.; Ferreira, D.; Song, G. Y.; Oh, S.; Na, M.; Hamann, M. T. J. Nat. Prod. 2015, 78, 453-461. https://doi.org/10.1021/np500843m
  16. Agut, J.; Tarrida, N.; Sacristan, A.; Ortiz, J. A. Methods Find. Exp. Clin. Pharmacol. 1996, 18, 233-234.
  17. Liebel, F.; Lyte, P.; Garay, M.; Babad, J.; Southall, M. D. Arch. Dermatol. Res. 2006, 298, 191-199. https://doi.org/10.1007/s00403-006-0679-8
  18. Rao, T. S.; Currie, J. L.; Shaffer, A. F.; Isakson, P. C. Inflammation. 1993, 17, 723-741. https://doi.org/10.1007/BF00920477

Cited by

  1. Protective role of fermented mulberry leave extract in LPS-induced inflammation and autophagy of RAW264.7 macrophage cells vol.22, pp.6, 2015, https://doi.org/10.3892/mmr.2020.11563