Differential inhibition of matrix metalloproteinases-2, -9, and -13 activities by selected anthraquinones

Planta Medica

Volumn 75, Issue 4, 2009, Pages 327-329

  Wierzchacz, Claudia ^a   Su, Enis ^a   Kolander, Jens ^a   Gebhardt, Rolf ^a  

^a UNIVERSITY OF LEIPZIG   (Germany)

Author keywords

Anthraquinones; Emodin; Inhibition; Matrix metalloproteinases

Indexed keywords

ANTHRAQUINONE; COLLAGENASE 3; DANTRON; EMODIC ACID; EMODIN; GELATINASE A; GELATINASE B; ILOMASTAT; LUTEOLIN; PHYSCION; RECOMBINANT PROTEIN; RHEIN; UNCLASSIFIED DRUG; ANTHRAQUINONE DERIVATIVE;

ARTICLE; CONCENTRATION RESPONSE; CONTROLLED STUDY; DRUG POTENCY; DRUG PROTEIN BINDING; DRUG TRANSFORMATION; ENZYME ACTIVE SITE; ENZYME ACTIVITY; ENZYME INHIBITION; IC 50; STRUCTURE ACTIVITY RELATION; CHEMICAL STRUCTURE; CHEMISTRY; DRUG ANTAGONISM; HUMAN;

ANTHRAQUINONES; HUMANS; MATRIX METALLOPROTEINASE 13; MATRIX METALLOPROTEINASE 2; MATRIX METALLOPROTEINASE 9; MOLECULAR STRUCTURE;

EID: 65649084030     PISSN: 00320943     EISSN: 14390221     Source Type: Journal    
DOI: 10.1055/s-0028-1112205     Document Type: Article

References (21)

1. Malemud CJ. Matrix metalloproteinases (MMPs) in health and disease: an overview. Front Biosci 2006; 11: 1696-1701
2. Hobeika MJ, Thompson RW, Muhs BE, Brook PC, Gagne PJ. Matrixmetalloproteinases in peripheral vascular disease. J Vasc Surg 2007; 45: 849-857
3. Murphy G, Nagase H. Reappraising metalloproteinase in rheumatoid arthritis and osteoarthritis: destruction or repair? Nat Clin Pract Rheumatol 2008; 4: 128-135
4. Manicone AM, McGuire JK. Matrix metalloproteinases as modulators of inflammation. Semin Cell Dev Biol 2008; 19: 34-41
5. Clark IM, Swingler TE, Sampieri CL, Edwards DR. The regulation of matrix metalloproteinases and their inhibitors. Int J Biochem Cell Biol 2008; 40: 1362-1378
6. Bachmeier BE, Iancu CM, Jochum M, Nerlich AG. Matrix metalloproteinases in cancer: comparison of known and novel aspects of their inhibition as a therapeutic approach. Expert Rev Anticancer Ther 2005; 5: 149-163 (Pubitemid 40287445)
7. Gebhardt R. Oxidative stress, plant-derived antioxidants and liver fibrosis. Planta Med 2002; 68: 289-296 (Pubitemid 34494036)
8. Ende C, Gebhardt R. Inhibition of matrix metalloproteinase-2 and -9 activites by selected flavonoids. Planta Med 2004; 70: 1006-1008 (Pubitemid 39457814)
9. Tamura T, Kosaka N, Tshiwa J, Sato T, Nagase H, Ito A. Rhein, an active metabolite of diacerhein, down-regulates the production of pro-matrix metalloproteinases-1, -3, -9 and -13 and up-regulates the production of tissue inhibitor of metalloproteinase-1 in cultured rabbit articular chondrocytes. Osteoarthr Cartil 2001; 9: 257-263 (Pubitemid 32390208)
10. Gui M, Zhang YF, Xiao ZY, Sun P, Dai JF, Wang SF. Inhibitory effect of emodin on tissue inhibitor of metalloproteinases-1 (TIMP-1) expression in rat hepatic stellate cells. Dig Dis Sci 2007; 52: 200-207 (Pubitemid 46122067)
11. Legendre F, Bogdanowicz P, Martin G, Domagala F, Leclercq S, Pujol JP. Rhein, a diacerhein-derived metabolite, modulates the expression of matrix degrading enzymes and the cell proliferation of articular chondrocytes by inhibiting ERK and JNK-AP-1 dependent pathways. Clin Exp Rheumatol 2007; 25: 546-555 (Pubitemid 47455463)
12. Raimondi L, Banchelli SG, Buffoni F, Ignesti G, Massacesi L, Amaducci L. Rhein and derivatives. In vitro studies on their capacity to inhibit certain proteases. Pharm Res Commun 1982; 14: 103-112
13. Tanaka T, Metori K, Mineo S, Matsumoto H, Satoh T. Studies on collagenase inhibitors. Effects of anthraquinones on bacterial collagenase. Yakugaku Zasshi 1990; 110: 688-692
14. Takano S, Gately S, Jiang JB, Brem S. A diaminoanthraquinone inhibitor of angiogenesis. J Pharmacol Exp Ther 1994; 271: 1027-1033
15. Galardy RE, Cassabonne ME, Giese C, Gilbert JH, Lapierre F, Lopez H. Low molecular weight inhibitors in corneal ulceration. Ann N Y Acad Sci 1994; 732: 315-323
16. Barrabtes E, Guinea M. Inhibition of collagenase and metalloproteinases by aloins and aloe gel. Life Sci 2003; 72: 843-850 (Pubitemid 35449510)
17. Nissler L, Gebhardt R, Berger S. Flavonoid binding to a multi-drug-resistance trnasporter protein: an STD-NMR study. Anal Bioanal Chem 2004; 379: 1045-1049 (Pubitemid 40877535)
18. Song R, Xu F, Zhang Z, Liu Y, Dong H, Tian Y. Structural elucidation of in vitro metabolites of emodin by liquid chromatography-tandem mass spectrometry. Biomed Chromatogr 2008; Doi: 10.1002/bmc.1050;
19. Debord P, Louchahi K, Tod M, Cournot A, Perret G, Petitjean O. Influence of renal function on the pharmacokinetics of diacerein after a single oral dose. Eur J Drug Metab Pharmacokinet 1994; 19: 13-19 (Pubitemid 24203739)
20. Pavelka K, Trc T, Karpas K, Vitek P, Sedlackova M, Vlasakova V. The efficacy and safety of diacerein in the treatment of painful osteoarthritis of the knee: a randomized, multicenter, double-blind, placebo-controlled study with primary end points at two month after the end of three-month treatment period. Arthritis Rheum 2007; 56: 4055-4064 (Pubitemid 350262333)
21. Teich L, Daub KS, Krügel V, Nissler L, Gebhardt R, Eger K. Synthesis and biological evaluation of new derivatives of emodin. Biol Med Chem 2004; 12: 5961-5971 (Pubitemid 39388195)