Studies on collagen-tannic acid-collagenase ternary system: Inhibition of collagenase against collagenolytic degradation of extracellular matrix component of collagen

References

• Wang X, Li KF, Adams E, Van Schepdael A. Matrix metalloproteinase inhibitors: A review on bioanalytical methods, pharmacokinetics and metabolism. Curr Drug Metab 2011;12:395–410.
   PubMed Web of Science ®Google Scholar
• Chen SC, Chung KT. Mutagenicity and antimutagenicity studies of tannic acid and its related compounds. Food Chem Toxicol 2000;38:1–5.
   PubMed Web of Science ®Google Scholar
• Aewsiri T, Benjakul S, Visessanguan W, Wierenga PA, Gruppen H. Antioxidative activity and emulsifying properties of cuttlefish skin gelatin–tannic acid complex as influenced by types of interaction. Innov Food Sci Emerg Technol 2010;12:712–720.
   Web of Science ®Google Scholar
• Isenburg JC, Karamchandani NV, Simionescu DT, Vyavahare NR. Structural requirements for stabilization of vascular elastin by polyphenolic tannins. Biomaterials 2006;27:3645–3651.
   PubMed Web of Science ®Google Scholar
• Isenburg JC, Simionescu DT, Vyavahare NR. Elastin stabilization in cardiovascular implants: Improved resistance to enzymatic degradation by treatment with tannic acid. Biomaterials 2004;25:3293–3302.
   PubMed Web of Science ®Google Scholar
• Bedran-Russo AK, Yoo KJ, Ema KC, Pashley DH. Mechanical properties of tannic-acid-treated dentin matrix. J Dent Res 2009;88:807–811.
   PubMed Web of Science ®Google Scholar
• Tanimura S, Kadomoto R, Tanaka T, Zhang YJ, Kouno I, Kohno M. Suppression of tumor cell invasiveness by hydrolyzable tannins (plant polyphenols) via the inhibition of matrix metalloproteinase-2/-9 activity. Biochem Biophys Res Commun 2005;330:1306–1313.
   PubMed Web of Science ®Google Scholar
• Gagliano N, Moscheni C, Torri C, Magnani I, Bertelli AA, Gioia M. Effect of resveratrol on matrix metalloproteinase-2 (MMP-2) and Secreted Protein Acidic and Rich in Cysteine (SPARC) on human cultured glioblastoma cells. Biomed Pharmacother 2005;59:359–364.
   PubMed Web of Science ®Google Scholar
• Kim MM, Ta QV, Mendis E, Rajapakse N, Jung WK, Byun HG et al. Phlorotannins in Ecklonia cava extract inhibit matrix metalloproteinase activity. Life Sci 2006;79:1436–1443.
   PubMed Web of Science ®Google Scholar
• Scozzafava A, Ilies MA, Manole G, Supuran CT. Protease inhibitors. Part 12. Synthesis of potent matrix metalloproteinase and bacterial collagenase inhibitors incorporating sulfonylated N-4-nitrobenzyl-beta-alanine hydroxamate moieties. Eur J Pharm Sci 2000;11:69–79.
   PubMed Web of Science ®Google Scholar
• Scozzafava A, Supuran CT. Protease inhibitors: Synthesis of matrix metalloproteinase and bacterial collagenase inhibitors incorporating 5-amino-2-mercapto-1,3,4-thiadiazole zinc binding functions. Bioorg Med Chem Lett 2002;12:2667–2672.
   PubMed Web of Science ®Google Scholar
• Scozzafava A, Supuran CT. Protease inhibitors: Synthesis of Clostridium histolyticum collagenase inhibitors incorporating sulfonyl-L-alanine hydroxamate moieties. Bioorg Med Chem Lett 2000;10:499–502.
   PubMed Web of Science ®Google Scholar
• Scozzafava A, Supuran CT. Carbonic anhydrase and matrix metalloproteinase inhibitors: Sulfonylated amino acid hydroxamates with MMP inhibitory properties act as efficient inhibitors of CA isozymes I, II, and IV, and N-hydroxysulfonamides inhibit both these zinc enzymes. J Med Chem 2000;43:3677–3687.
   PubMed Web of Science ®Google Scholar
• Mandl I, Zipper H, Ferguson LT. Clostridium histolyticum collagenase: Its purification and properties. Arch Biochem Biophys 1958;74:465–475.
   PubMed Web of Science ®Google Scholar
• Miller EJ, Harris ED Jr, Chung E, Finch JE Jr, McCroskery PA, Butler WT. Cleavage of Type II and III collagens with mammalian collagenase: Site of cleavage and primary structure at the NH2-terminal portion of the smaller fragment released from both collagens. Biochemistry 1976;15:787–792.
   PubMed Web of Science ®Google Scholar
• Vencill CF, Rasnick D, Crumley KV, Nishino N, Powers JC. Clostridium histolyticum collagenase: Development of new thio ester, fluorogenic, and depsipeptide substrates and new inhibitors. Biochemistry 1985;24:3149–3157.
   PubMed Web of Science ®Google Scholar
• Krishnamoorthy G, Madhan B, Sadulla S, Raghava Rao J, Madhulatha W. Stabilization of collagen by the plant polyphenolics Acacia mollissima and Terminalia chebula. J Appli Polym Sci 2008;108:199–205.
   Web of Science ®Google Scholar
• Ryan JN, Woessner JF Jr. Mammalian collagenase: Direct demonstration in homogenates of involuting rat uterus. Biochem Biophys Res Commun 1971;44:144–149.
   PubMed Web of Science ®Google Scholar
• Woessner JF Jr. The determination of hydroxyproline in tissue and protein samples containing small proportions of this imino acid. Arch Biochem Biophys 1961;93:440–447.
   PubMed Web of Science ®Google Scholar
• Van Wart HE, Steinbrink DR. A continuous spectrophotometric assay for Clostridium histolyticum collagenase. Anal Biochem 1981;113:356–365.
   PubMed Web of Science ®Google Scholar
• Espenson JH, In: Chemical kinetics and reaction mechanisms, McGraw Hill, New York, 1981.
   Google Scholar
• Marques SM, Nuti E, Rossello A, Supuran CT, Tuccinardi T, Martinelli A et al. Dual inhibitors of matrix metalloproteinases and carbonic anhydrases: Iminodiacetyl-based hydroxamate-benzenesulfonamide conjugates. J Med Chem 2008;51:7968–7979.
   PubMed Web of Science ®Google Scholar
• Supuran CT. Carbonic anhydrase inhibitors: Possible anticancer drugs with a novel mechanism of action. Drug development research 2008;69:297–303.
   Web of Science ®Google Scholar
• Supuran CT, Winum JY. Chapter 30. Clostridium histolyticum collagenase inhibitors in the drug design. Drug design of zinc-enzyme inhibitors: Functional, structural, and disease applications: 2009.
   Google Scholar
• Riihonen R, Supuran CT, Parkkila S, Pastorekova S, Väänänen HK, Laitala-Leinonen T. Membrane-bound carbonic anhydrases in osteoclasts. Bone 2007;40:1021–1031.
   PubMed Web of Science ®Google Scholar
• Innocenti A, Beyza Oztürk Sarikaya S, Gülçin I, Supuran CT. Carbonic anhydrase inhibitors. Inhibition of mammalian isoforms I-XIV with a series of natural product polyphenols and phenolic acids. Bioorg Med Chem 2010;18:2159–2164.
   PubMed Web of Science ®Google Scholar
• Madhan B, Krishnamoorthy G, Rao JR, Nair BU. Role of green tea polyphenols in the inhibition of collagenolytic activity by collagenase. Int J Biol Macromol 2007;41:16–22.
   PubMed Web of Science ®Google Scholar
• Liao XP, Lu ZB, Shi B. Selective adsorption of vegetable tannins onto collagen fibers. Ind Eng Chem Res 2003;42:3397–3402.
   Web of Science ®Google Scholar
• Brown EM, QI PX. Exploring a role in tanning for the gap region of the collagen fibril: Catechin-collagen interactions. J Am Leather Chem Assoc 2001;103:290–297.
   Google Scholar
• Cuccioloni M, Mozzicafreddo M, Bonfili L, Cecarini V, Eleuteri AM, Angeletti M. Natural occurring polyphenols as template for drug design. Focus on serine proteases. Chem Biol Drug Des 2009;74:1–15.
   PubMed Web of Science ®Google Scholar