DOI QR코드

DOI QR Code

A Novel Prodrug of Quercetin, 3-N,N-Dimethyl Carbamoyl Quercetin (DCQ), with Improved Stability against Hydrolysis in Cell Culture Medium

  • Kim, Mi-Kyoung (Department of Bioscience and Biotechnology, Konkuk University) ;
  • Oh, You-Me (Department of Bioscience and Biotechnology, Konkuk University) ;
  • Park, Kwang-Su (Department of Bioscience and Biotechnology, Konkuk University) ;
  • Chong, You-Hoon (Department of Bioscience and Biotechnology, Konkuk University)
  • Published : 2009.09.20

Abstract

Keywords

References

  1. Conquer, J. A.; Maiani, G.; Azzini, E.; Raguzzini, A.; Holub, B. J. J. Nutr. 1998, 128, 593
  2. Lee, E.-J.; Choi, E.-J.; Choi, C.-I.; Park, J.-S.; Sung, M.-K. FASEB J. 2007, 21, 847
  3. Ohnishi, E.; Bannai, H. Antiviral Res. 1993, 22(4), 327 https://doi.org/10.1016/0166-3542(93)90041-G
  4. Davis, J. M.; Murphy, E. A.; McClellan, J. L.; Carmichael, M. D.; Gangemi, J. D. Am. J. Physiol. Regul. Integr. Comp. Physiol. 2008, 295, 505 https://doi.org/10.1152/ajpregu.90319.2008
  5. Akbay, P.; Basaran, A. A.; Undeger, U.; Basaran, N. Phytother. Res. 2003, 17, 34 https://doi.org/10.1002/ptr.1068
  6. Ferry, D. R.; Smith, A.; Malkhandi, J.; Fyfe, D. W.; Takats, P. G.; Anderson, D.; Baker, J.; Kerr, D. J. Clin. Cancer Res. 1996, 2, 659
  7. Agullo, G.; Gamet-Payrastre, L.; Manenti, S.; Viala, C.; Remesy, C.; Chap, H.; Payrastre, B. Biochem. Pharmacol. 1997, 53, 1649 https://doi.org/10.1016/S0006-2952(97)82453-7
  8. Hagiwara, M.; Inoue, S.; Tanaka, T.; Nunoki, K.; Ito, M.; Hidaka, H. Biochem. Pharmacol. 1988, 37, 2987 https://doi.org/10.1016/0006-2952(88)90286-9
  9. Gamet-Payrastre, L.; Manenti, S.; Gratacap, M. P.; Tulliez, J.; Chap, H.; Payrastre, B. Gen. Pharmacol. 1999, 32, 279
  10. Yoshizumi, M.; Tsuchiya, K.; Kirima, K.; Kyaw, M.; Suzaki, Y.; Tamaki, T. Mol. Pharmacol. 2001, 60, 656
  11. Spencer, J. P.; Kuhnle, G. G.; Williams, R. J.; Rice-Evans, C. Biochem. J. 2003, 372, 173 https://doi.org/10.1042/BJ20021972
  12. Walle, T. Free Radical Biol. Med. 2004, 36, 829 https://doi.org/10.1016/j.freeradbiomed.2004.01.002
  13. Aligiannis, N.; Mitaku, S.; Mitrocotsa, D.; Leclerc, S. Planta Med. 2001, 67, 468 https://doi.org/10.1055/s-2001-15807
  14. Constantinou, A.; Mehta, R.; Runyan, C.; Rao, K.; Vaughan, A.; Moon, R. J. Natl. Prod. 1995, 58, 217 https://doi.org/10.1021/np50116a009
  15. Lee, S. C.; Kuan, C. Y.; Yang, C. C.; Yang S. D. Anticancer Res. 1998, 18, 1117
  16. Manach, C.; Donovan, J. L. Free Radical Res. 2004, 38, 771 https://doi.org/10.1080/10715760410001727858
  17. Manach, C.; Scalbert, A.; Morand, C.; Remesy, C.; Jimenez, L. Am. J. Clin. Nutr. 2004, 79, 727
  18. Manach, C.; Williamson, G.; Morand, C.; Scalbert, A.; Remesy, C. Am. J. Clin. Nutr. 2005, 81 (Suppl.), 230
  19. Glassmann, H.; Presek, P.; Eigenbrodt, E. Naunyn-Schmiedeberg's Arch. Pharmacol. 1981, 317, 100 https://doi.org/10.1007/BF00506266
  20. Graziani, Y.; Erikson, E.; Erikson, R. L. Eur. J. Biochem. 1983, 135, 583 https://doi.org/10.1111/j.1432-1033.1983.tb07692.x
  21. Mulholland, P. J.; Ferry, D. R.; Anderson, D.; Hussain, S. A.; Young, A. M.; Cook, J. E.; Hodgkin, E.; Seymour, L. W.; Kerr, D. J. Ann. Oncol. 2001, 12, 245 https://doi.org/10.1023/A:1008372017097
  22. Kim, M. K.; Park, K.-S; Yeo, W.-S.; Choo, H.; Chong, Y. Bioorg. Med. Chem. 2009, 17, 1164 https://doi.org/10.1016/j.bmc.2008.12.043
  23. Biasutto, L.; Marotta, E.; De Marchi, U.; Zoratti, M.; Paradisi, C. J. Med. Chem. 2007, 50, 241 https://doi.org/10.1021/jm060912x
  24. Ihara, M.; Nakajima, S.; Hisaka, A.; Tsuchiya, Y.; Sakuma, Y.; Suzuki, H.; Kitani, K.; Yano, M. J. Pharm. Sci. 1990, 79, 703 https://doi.org/10.1002/jps.2600790811
  25. Bouktaib, M.; Lebrun, S.; Atmani, A.; Rolando, C. Tetrahedron 2002, 58, 10001 https://doi.org/10.1016/S0040-4020(02)01306-6
  26. Holsttein-Rathlou, N.-H.; Laursen, L. C.; Madsen, F.; Svendsen, U. G.; Gnosspelius, Y.; Weeke, B. Eur. J. Pharmaco. 1986, 30, 7 https://doi.org/10.1007/BF00614187
  27. Pedersen, B. K.; Laursen, L. C.; Gnosspelius, Y.; Faurschou, P.; Weeke, B. Eur. J. Pharmaco. 1985, 29, 425 https://doi.org/10.1007/BF00613456
  28. Rosberg, B.; Schr$\ddot{o}$der, C.; Nyberg, L.; Rosenborg, J.; Wiren, J. E. Eur. J. Pharmaco. 1993, 45, 147 https://doi.org/10.1007/BF00315496
  29. Karabey, Y.; Şįahin, S.; $\ddot{O}$ner, L.; Hincal, A. A. FABAD. J. Pharm. Sci. 2003, 28, 149
  30. Rosenborg, J.; Larsson, P.; Nyberg, L. J. Clin. Pharmacol. 2000, 49, 199
  31. Cho, M. J.; Thompson, D. P.; Cramer, C. T.; Vidmar, T. J.; Scieszka, J. F. Pharm. Res. 1989, 6, 71 https://doi.org/10.1023/A:1015807904558
  32. Cho, M. J.; Adson, A.; Kezdy, F. J. Pharm. Res. 1990, 7, 325 https://doi.org/10.1023/A:1015802918845

Cited by

  1. Amino Acids in the Development of Prodrugs vol.23, pp.9, 2018, https://doi.org/10.3390/molecules23092318