Ursolic acid and other pentacyclic triterpenoids stimulate intestinal alkaline sphingomyelinase in vitro

European Journal of Lipid Science and Technology

Volumn 108, Issue 2, 2006, Pages 103-108

  Andersson, David ^a   Nilsson, Åke ^a   Duan, Rui Dong ^a  

^a LUND UNIVERSITY   (Sweden)

Author keywords

Alkaline sphingomyelinase; Boswellic acid; Colon cancer; In vitro; Triterpenoid; Ursolic acid

Indexed keywords

BACTERIA (MICROORGANISMS);

EID: 33644957632     PISSN: 14387697     EISSN: 14389312     Source Type: Journal    
DOI: 10.1002/ejlt.200500268     Document Type: Article

References (28)

1. H. Vesper, E. M. Schmelz, M. N. Nikolova-Karakashian, D. L. Dillehay, D. V. Lynch, A. H. Merrill, Jr.: Sphingolipids in food and the emerging importance of sphingolipids to nutrition. J Nutr. 1999, 129, 1239-1250.
2. L. A. Lemonnier, D. L. Dillehay, M. J. Vespremi, J. Abrams, E. Brody, E. M. Schmelz: Sphingomyelin in the suppression of colon tumors: Prevention versus intervention. Arch Biochem Biophys. 2003, 419, 129-138.
3. F. M. Goni, A. Alonso: Sphingomyelinases: Enzymology and membrane activity. FEBS Lett. 2002, 531, 38-46.
4. A. Nilsson, R. D. Duan: Alkaline sphingomyelinases and ceramidases of the gastrointestinal tract. Chem Phys Lipids. 1999, 102, 97-105.
5. E. Hertervig, A. Nilsson, L. Nyberg, R. D. Duan: Alkaline sphingomyelinase activity is decreased in human colorectal carcinoma. Cancer. 1997, 79, 448-453.
6. E. Hertervig, A. Nilsson, J. Bjork, R. Hultkrantz, R. D. Duan: Familial adenomatous polyposis is associated with a marked decrease in alkaline sphingomyelinase activity: A key factor to the unrestrained cell proliferation? Br J Cancer. 1999, 81, 232-236.
7. U. Sjoqvist, E. Hertervig, A. Nilsson, R. D. Duan, A. Ost, B. Tribukait, R. Lofberg: Chronic colitis is associated with a reduction of mucosal alkaline sphingomyelinase activity. Inflamm Bowel Dis. 2002, 8, 258-263.
8. E. Hertervig, A. Nilsson, M. Nilbert, R. D. Duan: Reduction in alkaline sphingomyelinase in colorectal tumorigenesis is not related to the APC gene mutation. Int J Colorectal Dis. 2003, 18, 309-313.
9. R. D. Duan, T. Bergman, N. Xu, J. Wu, Y. Cheng, J. Duan, S. Nelander, C. Palmberg, A. Nilsson: Identification of human intestinal alkaline sphingomyelinase as a novel ecto-enzyme related to the nucleotide phosphodiesterase family. J Biol Chem. 2003, 278, 38528-38536.
10. J. Wu, Y. Cheng, C. Palmberg, T. Bergman, A. Nilsson, R. D. Duan: Cloning of alkaline sphingomyelinase from rat intestinal mucosa and adjusting of the hypothetical protein XP_221184 in GenBank. Biochim Biophys Acta. 2005, 1687, 94-102.
11. R. D. Duan, Y. Cheng, G. Hansen, E. Hertervig, J. J. Liu, I. Syk, H. Sjostrom, A. Nilsson: Purification, localization, and expression of human intestinal alkaline sphingomyelinase. J Lipid Res. 2003, 44, 1241-1250.
12. J. Wu, F. Liu, A. Nilsson, R. D. Duan: Pancreatic trypsin cleaves intestinal alkaline sphingomyelinase from mucosa and enhances the sphingomyelinase activity. Am J Physiol Gastrointest Liver Physiol. 2004, 17, 17.
13. Y. Cheng, A. Nilsson, E. Tomquist, R. D. Duan: Purification, characterization, and expression of rat intestinal alkaline sphingomyelinase. J Lipid Res. 2002, 43, 316-324.
14. J. Liu: Pharmacology of oleanolic acid and ursolic acid. J Ethnopharmacol. 1995, 49, 57-68.
15. K. Subbaramaiah, P. Michaluart, M. B. Sporn, A. J. Dannenberg: Ursolic acid inhibits cyclooxygenase-2 transcription in human mammary epithelial cells. Cancer Res. 2000, 60, 2399-2404.
16. L. Novotny, A. Vachalkova, D. Biggs: Ursolic acid: An anti-tumorigenic and chemopreventive activity. Minireview. Neoplasma. 2001, 48, 241-246.
17. D. Andersson, J. J. Liu, A. Nilsson, R. D. Duan: Ursolic acid inhibits proliferation and stimulates apoptosis in HT29 cells following activation of alkaline sphingomyelinase. Anticancer Res. 2003, 23, 3317-3322.
18. H. Safayhi, T. Mack, J. Sabieraj, M. I. Anazodo, L. R. Subramanian, H. P. Ammon: Boswellic acids: Novel, specific, nonredox inhibitors of 5-lipoxygenase. J Pharmacol Exp Ther. 1992, 261, 1143-1146.
19. H. Safayhi, B. Rall, E. R. Sailer, H. P. Ammon: Inhibition by boswellic acids of human leukocyte elastase. J Pharmacol Exp Ther. 1997, 281, 460-463.
20. I. Gupta, A. Parihar, P. Malhotra, S. Gupta, R. Ludtke, H. Safayhi, H. P. Ammon: Effects of gum resin of Boswellia serrata in patients with chronic colitis. Planta Med. 2001, 67, 391-395.
21. Y. Shao, C. T. Ho, C. K. Chin, V. Badmaev, W. Ma, M. T. Huang: Inhibitory activity of boswellic acids from Boswellia serrata against human leukemia HL-60 cells in culture. Planta Med. 1998, 64, 328-331.
22. J. J. Liu, A. Nilsson, S. Oredsson, V. Badmaev, W. Z. Zhao, R. D. Duan: Boswellic acids trigger apoptosis via a pathway dependent on caspase-8 activation but independent on Fas/Fas ligand interaction in colon cancer HT-29 cells. Carcinogenesis. 2002, 23, 2087-2093.
23. W. Stoffel: Chemical synthesis of choline-labeled lecithins and sphingomyelins. Methods Enzymol. 1975, 35, 533-541.
24. Y. Cheng, A. Nilsson, E. Tomquist, R. D. Duan: Purification, characterization, and expression of rat intestinal alkaline sphingomyelinase. J Lipid Res. 2002, 43, 316-324.
25. R. D. Duan, A. Nilsson: Sphingolipid hydrolyzing enzymes in the gastrointestinal tract. Methods Enzymol. 2000, 311, 276-286.
26. Q. Liao, W. Yang, Y. Jia, X. Chen, Q. Gao, K. Bi: LC-MS determination and pharmacokinetic studies of ursolic acid in rat plasma after administration of the traditional Chinese medicinal preparation Lu-Ying extract. Yakugaku Zasshi. 2005, 125, 509-515.
27. D. Andersson, Å. Nilsson, R. D. Duan: Ursolic acid inhibits proliferation and stimulates apoptosis in HT-29 cells following activation of alkaline sphingomyelinase. J Anticancer Res. 2003, 23, 3317-3322.
28. Z. Ovesna, A. Vachalkova, K. Horvathova, D. Tothova: Pentacyclic triterpenoic acids: New chemoprotective compounds. Minireview. Neoplasma. 2004, 51, 327-333.