N-acylation of glucosamine modulates chondrocyte growth, proteoglycan synthesis, and gene expression

Journal of Rheumatology

Volumn 32, Issue 9, 2005, Pages 1775-1786

  Terry, Doris E ^a   Rees Milton, Karen ^a   Smith, Patrick ^a   Carran, John ^a   Pezeshki, Parvis ^a   Woods, Craig ^c   Greer, Peter ^a   Anastassiades, Tassos P ^a,b  

^a Department of Medicine ^*

^b QUEEN S UNIVERSITY   (Canada)

^c Veterinary Products Laboratories   (United States)

Author keywords

Acylation; Articular cartilage; Chondrocyte; Gene regulation; Glucosamine; Glucosamine sulfate

Indexed keywords

GLUCOSAMINE; GLUCOSAMINE SULFATE; GLUCOSE; N ACETYLGLUCOSAMINE; PROTEOGLYCAN;

ACYLATION; ANIMAL CELL; ARTICLE; ARTICULAR CARTILAGE; CARTILAGE CELL; CELL COUNT; CELL CULTURE; CELL GROWTH; CELL PROLIFERATION; CONTROLLED STUDY; DNA MICROARRAY; DOSE RESPONSE; GENE CONTROL; GENE EXPRESSION REGULATION; NONHUMAN; PRIORITY JOURNAL; PROTEOGLYCAN SYNTHESIS; SYNTHESIS;

ACETYLATION; ANIMALS; CARTILAGE, ARTICULAR; CATTLE; CELL PROLIFERATION; CELLS, CULTURED; CHONDROCYTES; CULTURE MEDIA, CONDITIONED; GENE EXPRESSION REGULATION; GLUCOSAMINE; PROTEOGLYCANS; REFERENCE VALUES; SENSITIVITY AND SPECIFICITY; UP-REGULATION;

EID: 24944523180     PISSN: 0315162X     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (54)

1. Gilliland BC. Degenerative joint disease. In: Braunwald E, Isselbacher KJ, Petersdorf RG, Wilson JD, Martin JB, Fauci AS, editors. Harrison's principles of internal medicine. 11th ed. New York: McGraw-Hill; 1987:1456-8.
2. Epstein WV, Yelin EH, Nevitt M, Kramer JS. Arthritis: a major health problem of the elderly. In: Moskowitz RW, Haug MR editors. Arthritis and the elderly. New York: Springer; 1986:5-17.
3. Lafeber FPJG, Van Roy HLAM, Wilbrink B, Huber-Bruning O, Bijlsma JWJ. Human osteoarthritic cartilage is synthetically more active but in culture less vital than normal cartilage. J Rheumatol 1992;19:123-9.
4. Lafeber FPJG, van der Kraan PM, Van Roy HLAM, et al. Local changes in proteoglycan synthesis during culture are different for normal and osteoarthritic cartilage. Am J Pathol 1992;140:1421-9.
5. McCarty MF. The neglect of glucosamine as a treatment for osteoarthritis - a personal perspective. Med Hypothesis 1994;42:323-7.
6. 2, and production of interleukins 1, 6 and 8, in human and porcine expiants in organ culture. J Pharm Pharmacol 1997;49:991-8.
7. Raiss RX, Karbowski A, Aigner T, Schleyerbach R. Chondrocytes and antirheumatic drugs. J Rheumatol 1995;22 Suppl 43:152-4.
8. Abramson SB. The role of COX-2 produced by cartilage in arthritis. Osteoarthritis Cartilage 1999;7:380-1.
9. Towheed TE, Anastassiades TP, Houpt J, Hochberg MC, Wells G, Shea B. Glucosamine sulfate in osteoarthritis [Protocol for a Cochrane Review]. In: The Cochrane Library Issue 2. Oxford Update Software; 1999.
10. Towheed TE, Anastassiades TP. Glucosamine and chondroitin for treating symptoms of osteoarthritis: evidence is widely touted but incomplete. JAMA 2000;283:1483-4.
11. McNamara PS, Johnston SA, Todhunter RJ. Slow-acting, disease-modifying osteoarthritis agents. Vet Clin North Am Small Anim Pract 1997;27:863-81.
12. Setnikar I, Pacina MA, Revel L. Antiarthritic effects of glucosamine sulfate studied in animal models. Arzneimittelforschung 1991;41:542-5.
13. Setnikar I, Palumbo R, Canali S, Zanolo G. Pharmacokinetics of glucosamine in man. Arzneimittelforschung 1993;43:1109-13.
14. Aghazadeh-Habashi JA, Sattari S, Pasutto F, Jamali F. High performance liquid chromatographic determination of glucosamine in rat plasma. J Pharm Pharmaceut Sci 2002;5:176-80.
15. Aghazadeh-Habashi JA, Sattari S, Pasutto F, Jamali F. Single dose pharmacokinetics and bioavailability of glucosamine in the rat. J Pharm Pharmaceut Sci 2002;5:181-4.
16. McClain DA, Paterson AJ, Roos MD, Wei X, Kudlow JE. Glucose and glucosamine regulate growth factor gene expression in vascular smooth muscle cells. Proc Natl Acad Sci USA 1992;89:8150-4.
17. Sayeski PP, Kudlow JE. Glucose metabolism to glucosamine is necessary for glucose stimulation of transforming growth factor-alpha gene transcription. J Biol Chem 1996;271:15237-43.
18. Daniels MC, Kansal P, Smith TM, Paterson AJ, Kudlow JE, McClain DA. Glucose regulation of transforming growth factor-alpha expression is mediated by products of the hexosamine biosynthesis pathway. Mol Endocrinol 1993;7:1041-8.
19. Odenbring S, Egund N, Lindstrand A, Lohmander LS, Willen H. Cartilage regeneration after proximal tibial osteotomy for medial gonarthrosis. An arthroscopic, roentgenographic, and histologic study. Clin Orthop Rel Res 1992;277:210-6.
20. Hunt SA, Jazrawi LM, Sherman OH. Arthroscopic management of osteoarthritis of the knee. Am Acad Orthop Surg 2002;10:356-63.
21. Anastassiades TP, Carran J, Smith P. Development of N-butyryl glucosamine (GlcNBu) as a pharmaceutical candidate in cartilage repair [abstract]. Arthritis Rheum 2003;48 Suppl:S287.
22. Anastassiades TP, Carran J, Hopwood J, Smith P, Wainman D. Development of N-acylated glucosamine (GlcNAcyls) for arthritic conditions [abstract no. 687]. 5th ICRS Symposium, Ghent, Belgium, 2004:87.
23. Anastassiades TP. Effect of a synthetic hexosamine derivative on mucopolysaccharide synthesis by human capsule and synovium. Biochem Pharmacol 1973;22:3013-23.
24. Inouye Y, Onodera K, Kitaoka S, Hirano S. Some fatty acid derivatives of D-glucosamine. J Am Chem Soc 1956;78:4722-4.
25. Chan C, Anastassiades TP. Isolation and partial characterization of a high molecular weight anionic glycoconjugate from TGF-β treated bovine articular chondrocytes. Biochem Cell Biol 1996;74:233-40.
26. Chan CK, Anastassiades TP. Anionic glycoconjugates from differentiated and dedifferentiated cultures of bovine articular chondrocytes: modulation by TGF-β. In Vitro Cell Dev Biol Anim 1998;34:492-8.
27. Howard S, Anastassiades TP. Differential effects of bone-associated factors on newly synthesized anionic glycoconjugates by articular chondrocyte cultures from adult and immature bovines. J Rheumatol 1993;20:2083-94.
28. Guo J, Jourdian GW, MacCallum DK. Culture and growth characteristics of chondrocytes encapsulated in alginate beads. Connect Tissue Res 1989;19:277-97.
29. Terry DE, Chopra RK, Ovenden J, Anastassiades TP. Differential use of Alcian blue and toluidine blue dyes for the quantitation and isolation of anionic glycoconjugates from cell cultures: application to proteoglycans and a high molecular weight glycoprotein synthesized by articular chondrocytes. Anal Biochem 2000;285:211-9.
30. Stewart CC. Multiparameter analysis of leukocytes by flow cytometry. In: Darzynkiewicz Z, Crissman HA, editors. Methods in cell biology. New York: Academic Press; 1990:427-50.
31. Anastassiades TP, Chan C. Stimulatory effect of TGF-β on anionic glycoconjugate synthesis by rat calvarial cells: specificity, uncoupling of cell density dependence, and modulation by chondroitin sulfate. J Bone Miner Res 1993;8:1301-9.
32. Kolm-Litty V, Sauer U, Nerlich A, Lehmann R, Schleicher ED. High glucose-induced transforming growth factor β1 production is mediated by hexosamine pathway in porcine glomerular mesangial cells. J Clin Invest 1998;101:160-9.
33. Friedman SJ, Skehan P. Membrane-active drugs potentiate the killing of tumor cells by D-glucosamine. Proc Natl Acad Sci USA 1980;77:1172-6.
34. Marshall S, Bacote V, Traxinger RR. Discovery of a metabolic pathway mediating glucose-induced desensitization of the transport system. Role of hexosamine biosynthesis in the induction of insulin resistance. J Biol Chem 1991;266:4706-12.
35. Sandy JD, Thompson V, Verscharen C, Gamett D. Chondrocyte-mediated catabolism of aggrecan: evidence for a glycosylphosphatidylinositol-linked protein in the aggrecanase response to interleukin-1 or retinoic acid. Arch Biochem Biophys 1999;367:258-64.
36. Patwari P, Kurz B, Sandy JD, et al. Mannosamine inhibits aggrecanase-mediated changes in the physical properties and biochemical composition of articular cartilage. Arch Biochem Biophys 2000;374:79-85.
37. Piperno M, Reboul P, Hellio Le Graverand MP, et al. Glucosamine sulfate modulates dysregulated activities of human osteoarthritic chondrocytes in vitro. Osteoarthritis Cartilage 2000;8:207-12.
38. Fenton JI, Chlebek-Brown KA, Peters TL, Caron JP, Orth MW. Glucosamine HCl reduces equine articular cartilage degradation in explant culture. Osteoarthritis Cartilage 2000;8:258-65.
39. Bassleer C, Rovati L, Franchimont P. Stimulation of proteoglycan production by glucosamine sulfate in chondrocytes isolated from human osteoarthritic articular cartilage in vitro. Osteoarthritis Cartilage 1998;6:427-34.
40. Ilic MZ, Martinac B, Handley CJ. Effects of long-term exposure to glucosamine and mannosamine on aggrecan degradation in articular cartilage. Osteoarthritis Cartilage 2003;11:613-22.
41. Dodge GR, Jimenez SA. Glucosamine sulfate modulates the levels of aggrecan and matrix metalloproteinase-3 synthesized by cultured human osteoarthritis articular chondrocytes. Osteoarthritis Cartilage 2003;11:424-32.
42. 2, nitric oxide and metalloproteases by chondrocytes and synoviocytes in osteoarthritis. Clin Exp Rheumatol 2004;22:293-9.
43. Fenton JI, Chlebek-Brown KA, Peters TL, Caron JP, Orth MW. The effects of glucosamine derivatives on equine articular cartilage degradation in explant culture. Osteoarthritis Cartilage 2000;8:444-51.
44. Fenton JI, Chlebek-Brown KA, Caron JP, Orth MW. Effect of glucosamine on interleukin-1-conditioned articular cartilage. Equine Vet J 2002;Suppl 34:219-23.
45. Poustie MW, Carran J, McElerney K, Dixon SJ, Anastassiades TP, Bernier SM. N-butyryl glucosamine increases matrix gene expression by chondrocytes. J Pharmacol Exp Ther 2004;311:610-6. Epub 2004 July 7.
46. Kirkpatrick RB, Emery JG, Connor JR, Dodds R, Lysko PG, Rosenberg M. Induction and expression of human cartilage glycoprotein 39 in rheumatoid inflammatory and peripheral blood monocyte-derived macrophages. Exp Cell Res 1997;237:46-54.
47. Johansen JS, Kirwan JR, Price PA, Sharif M. Serum YKL-40 concentrations in patients with early rheumatoid arthritis: relation to joint destruction. Scand J Rheumatol 2001;30:297-304.
48. Van Der Pouw Kraan TC, Van Gaalen FA, Huizinga TW, Pieterman E, Breedveld FC, Verweij CL. Discovery of distinctive gene expression profiles in rheumatoid synovium using cDNA microarray technology: evidence for the existence of multiple pathways of tissue destruction and repair. Genes Immun 2003;4:187-9.
49. Johnson LC. Joint remodelling as a basis for osteoarthritis. JAMA 1962;141:1237-41.
50. Sokoloff L. Factors controlling growth and differentiation in the repair of articular cartilage. J Rheumatol 1983;11:53-4.
51. Matyas JR, Sandell LJ, Adams ME. Gene expression of type II collagens in chondro-osteophytes in experimental osteoarthritis. Osteoarthritis Cartilage 1997;5:99-105.
52. Gelse K, Soder S, Eger W, Diemtar T, Aigner T. Osteophyte development -molecular characterization of differentiation stages. Osteoarthritis Cartilage 2003;11:141-8.
53. Miosge N, Waletzko K, Bode C, Quondamatteo F, Schultz W, Herken R. Light and electron microscopic in-situ hybridization of collagen type I and type II mRNA in the fibrocartilaginous tissue of late-stage osteoarthritis. Osteoarthritis Cartilage 1998;6:278-85.
54. Cancedda R, Dozin B, Giannoni P, Quarto R. Tissue engineering and cell therapy of cartilage and bone. Matrix Biol 2003;22:81-91.