Archives of Pharmacal Research

The Pharmaceutical Society of Korea (대한약학회)
권호 표지

Inhibition of Collagenase by Naturally-Occurring Flavonoids

  • Sin, Bo-Young (College of Pharmacy, Kangwon National University) ;
  • Kim, Hyun-Pyo (College of Pharmacy, Kangwon National University)
  • Published : 2005.10.01
Download PDF
⟨ Previous Next ⟩

Abstract

We examined the inhibitory activities of various flavonoids, including the flavanones, flavones/isoflavones and flavonols, on collagenase from Clostridium histolyticum to establish their therapeutic potential against skin inflammation and photoaging. In general, the flavonols were stronger inhibitors than the flavones/isoflavones, and this indicated the importance of the C-3 hydroxyl substitution. Quercetin was the most active flavonoid among those tested, and it showed an $IC_{50}$ of 286 ${\mu}M$. These novel results suggest that certain flavonoids, particularly the flavonols, may prevent collagen breakdown by inhibiting collagenase in inflamed skin as well as photoaged skin.

Keywords

References

  1. Chi, Y. S., Lim, H., Park, H., and Kim, H. P., Effect ofwogonin, a plant flavone from Scutellaria radix, on skin inflammation: in vivo regulation of inflammation-associated gene expression. Biochem. Pharmacol., 66, 1271-127'8 (2003) https://doi.org/10.1016/S0006-2952(03)00463-5
  2. Choe, T., Lee, B., Park, I., and Honq, S., Inhibition of matrix metalloproteinase-1 and -2 expression using nitric oxide synthase inhibitors in UV-irradiated human dermal fibro-blasts. J. Cosmet. Sci., 54, 229-238 (2003)
  3. Demeule, M., Brossard, M., Page, M., Gingras, D., and Beliveau, R., Matrix metalloproteinase inhibition by green tea catechins. Biochim. Biophys. Acta, 1478, 51-60 (2000) https://doi.org/10.1016/S0167-4838(00)00009-1
  4. Ende, C. and Gebhardt, R., Inhibition of matrix metalloproteinase-2 and -9 activities by selected f1avonoids. Planta Med., 70, 1006-1008 (2004) https://doi.org/10.1055/s-2004-832630
  5. Fisher, G J. and Voorhees, J. J., Molecular mechanism of photoagaing and its prevention by retinoic acid: ultraviolef irradiation induces MAP kinase signaling transduction cascade that induce AP-1-regulated matrix metalloproteinases that degrade human skin in vivo. J. Invest. Dermatol., Symp. Proc., 3, 61-68 (1998)
  6. Kang, S., Chung, J. H., Lee, J. H., Fisher, G. J., Wan, Y. S., Duell, E. A., and Voorhees, J. J., Topical N-acetyl cysteine and genistein prevent ultraviolet-light-induced signaling that leads to photoaging in human skin in viva. J. Invest. Dermatal., 120, 835-841 (2003) https://doi.org/10.1046/j.1523-1747.2003.12122.x
  7. Kim, H. P., Son, K. H., Chang, H. W., and Kang, S. S., Anti-inflammatory plant f1avonoids and cellular action mechanisms. J. Pharmacol. Sci., 96, 229-245 (2004) https://doi.org/10.1254/jphs.CRJ04003X
  8. Lee, S. J., Baek, H. J., Lee, C. H., and Kim, H. P., Antiinflammatory activity of isoflavonoids from Pueraria radix and biochanin A derivatives. Arch. Pharm. Res., 17, 31-35 (1994) https://doi.org/10.1007/BF02978244
  9. Lin, N., Sato, T., Takayama, Y., Mimaki, Y., Sashida, Y., Yano, M., and lto, A., A novel anti-inflammatory actions of nobiletin, a citrus polymethoxy flavonoid, on human synovial fibroblasts and mouse macrophages. Biochem. Pharmacol., 65, 2065-2071 (2003) https://doi.org/10.1016/S0006-2952(03)00203-X
  10. Makimura, M., Hirasawa, M., Kobayashi, K., Indo, J:, Sakanaka, S., Taguchi, T., and Otake, S., Inhibitory effect of tea catechins on collagenase activity. J. Periodontol., 64, 630-636 (1993) https://doi.org/10.1902/jop.1993.64.7.630
  11. Melzig, M. F., Loser, B., and Ciesielski, S., Inhibition of neutrophil elastase activity by phenolic compounds from plants. Pharmazie, 56, 967-970 (2001)
  12. Middleton, E., Kandaswami, C., and Theoharides, T. C., The effects of plant f1avonoids on mammalian cells: Implications for inflammation, heart diseases, and cancer. Pharmacol. Rev., 52, 673-751 (2000)
  13. Nagase, H., Sasaki, K., Kito, H., Haga, A., and Sato, T., Inhibitory effect of delphinidin from Solanum melanena on human fibrosarcoma HT-1080 invasiveness in vitro. Planta Med., 64, 216-219 (1998) https://doi.org/10.1055/s-2006-957412
  14. Sartor, L., Pezzato, E., Dell'Aica, I., Caniato, R., Biggin, S., and Garbisa, S., Inhibition of matrix-proteases by polyphenols: chemical insights for anti-inflammatory and anti-invasion drug design. Biochem. Pharmacol., 64, 229-237 (2002) https://doi.org/10.1016/S0006-2952(02)01069-9
  15. Sawabe, Y., Yamasaki, K., Iwagami, S., Kazimura, K., and Nakagommi, K., Inhibitory effects of natural medicines on the enzymes related to the skin. Yakugaku Zasshi, 118, 423-429 (1998)
  16. Song, L., Xu, M., Lopes-Virella, M. F., and Huang, Y., Quercetin inhibits matrix metalloproteinase-1 expression in human vascular endothelial cells through extracellular signal-regulated kinase. Arch. Biachem. Biophys., 391, 72-78 (2001) https://doi.org/10.1006/abbi.2001.2402
  17. You, K. M., Jong, H-G., and Kim, H. P., Inhibition of cyclooxygenase/lipoxygenase from human platelets by polyhydroxylated/methoxylated flavonoids isolated from the several medicinal plants. Arch. Pharm. Res., 22, 18-24 (1999) https://doi.org/10.1007/BF02976430