Skip to main content
Article thumbnail
Location of Repository

Novel Resveratrol Analogues: Synthesis, Metabolism and Cell Proliferation

By Charles Simon

Abstract

Resveratrol or trans-3,4’,5-trihydroxystilbene is a naturally occurring phytochemical contained in red grapes skin, nuts and berries. It has been shown over the years to have different biological properties particularly in the chemoprevention of cancer. However, it is metabolised in vivo to sulfates and glucuronides within 1h and is active against different targets in a dose dependant manner. \ud A library of new analogues of resveratrol has been synthesised with the aim of stopping or at least slowing down the metabolism whilst keeping its activity on the inhibition of cancer cell proliferation. \ud Seven new analogues of resveratrol were synthesised in which the phenol substituents were systematically replaced by benzylic alcohols and/or methoxy groups. The library was then assessed in in vitro enzymatic metabolism with mouse and human liver fractions in the presence of a cofactor. The compounds were also evaluated as inhibitors of HCA-7 colorectal cancer cell proliferation

Publisher: University of Leicester
Year: 2011
OAI identifier: oai:lra.le.ac.uk:2381/9289

Suggested articles

Citations

  1. 4500 mg/L of glucose, 110 mg/L of sodium pyruvate and L-glutamine. The cells were washed with Phosphate Buffered Saline
  2. (2009). Alcoholism-Clinical and Experimental Research doi
  3. and reagents for HPLC analyses were purchased from Sigma Chemical Comp.
  4. and unstuck from the plates with Trypsin 5x
  5. (2006). Angewandte Chemie-International Edition doi
  6. (1993). Anticancer Research
  7. (2006). Applied and Environmental Microbiology doi
  8. (1996). Archives of Toxicology doi
  9. (2005). Biochemical Pharmacology doi
  10. (2002). Bioconjugate Chemistry doi
  11. (2009). Biomedical Chromatography doi
  12. (2009). Bioorganic & Medicinal Chemistry doi
  13. (2004). Bioorganic and Medicinal Chemistry doi
  14. (2004). Bioorganic and Medicinal Chemistry Letters doi
  15. (2006). Bioorganic Chemistry doi
  16. (2008). Cancer Cell doi
  17. (2005). Cancer Chemoprevention, Volume 2: Strategies for cancer chemoprevention; doi
  18. (2007). Cancer Chemotherapy and Pharmacology doi
  19. (2007). Cancer Epidemiology Biomarkers & Prevention doi
  20. (2001). Cancer Letters doi
  21. (1999). Cancer Research
  22. (2007). Cancer Treatment Reviews doi
  23. Cell culture and proliferation assay 20.8.1. Culture Human colon cancer HCA-7 were grown in a 500 mL flask with media containing
  24. (2007). Chemical Communications
  25. (2007). Chemical Society Reviews
  26. (2006). Chemistry - A European Journal doi
  27. (1963). Chemistry and Industry
  28. (2009). Current Medicinal Chemistry doi
  29. (2004). Current Opinion in Cell Biology doi
  30. (1997). Drug Metabolism and Disposition
  31. (2003). Expert Opinion on Pharmacotherapy doi
  32. (2008). Expert Review of Anticancer Therapy doi
  33. (1997). Faseb Journal
  34. (2001). Febs Letters doi
  35. (1993). Helvetica Chimica Act doi
  36. HPLC-grade methanol was obtained from Fisher Chemicals
  37. (2010). Innovative cell tech Accutase: The solution for cell detachment
  38. (2004). Inorganic Chemistry doi
  39. (2001). Introduction to drug metabolism; 3rd ed.;
  40. (2003). Lab Invest doi
  41. (2003). Life Sciences doi
  42. m, 18H, 9 x CH2 (THP)) ; 6.96 (d,
  43. m, 18H, 9 x CH2 (THP)); x CHAr), 7.16 (s, 1H, CHAr), 7.00 and 6.90 (2 x d,
  44. (2006). Molecular Cancer Therapeutics
  45. (2008). Molecular Carcinogenesis doi
  46. (2006). Molecular Interventions
  47. (2005). Molecular Nutrition and Food Research. doi
  48. (1987). Molecular Pharmacology
  49. (1998). Natural Product Reports doi
  50. (2001). Nature Reviews - Cancer doi
  51. (2003). Nature Reviews Cancer doi
  52. (2006). Nature Reviews Drug Discovery doi
  53. (2001). Nature Reviews Molecular Cell Biology doi
  54. (2008). New England doi
  55. (1973). Organic Syntheses doi
  56. (2002). Pharmaceutical Research doi
  57. (1990). Preventive Medicine doi
  58. (2004). Public Health Nutrition doi
  59. (1964). Pure and Applied Chemistry doi
  60. (2008). S.; A61K31/566; C07J1/00; A61P5/24; A61P19/08; A61P35/00; A61P9/00; C12N5/06
  61. (1997). Science
  62. (1985). Synthesis doi
  63. (1995). Synthetic Communication doi
  64. (1994). Synthetic Communications doi
  65. (2001). Tetrahedron Letters doi
  66. (2000). The angiogenesis foundation Angiogenesis: a cascade of events doi
  67. (2007). The biology of cancer; doi
  68. (2002). The genetic basis of human cancer; 2nd ed.; doi
  69. (1992). Trends in Pharmacological Sciences doi
  70. (2008). World Health Organisation (WHO) doi

To submit an update or takedown request for this paper, please submit an Update/Correction/Removal Request.