Inhibition of MMPs by alcohols

Arzu Tezvergil-Mutluay, Kelli A. Agee, Tomohiro Hoshika, Toshikazu Uchiyama, Leo Tjäderhane, Lorenzo Breschi, Annalisa Mazzoni, Jeremy M. Thompson, Courtney E. McCracken, Stephen Warwick Looney, Franklin Chi Meng Tay, David Henry Pashley

Research output: Contribution to journalArticle

25 Citations (Scopus)

Abstract

Objectives: While screening the activity of potential inhibitors of matrix metalloproteinases (MMPs), due to the limited water solubility of some of the compounds, they had to be solubilized in ethanol. When ethanol solvent controls were run, they were found to partially inhibit MMPs. Thus, the purpose of this study was to compare the MMP-inhibitory activity of a series of alcohols. Methods: The possible inhibitory activity of a series of alcohols was measured against soluble rhMMP-9 and insoluble matrix-bound endogenous MMPs of dentin in completely demineralized dentin. Increasing concentrations (0.17, 0.86, 1.71 and 4.28 mol/L) of a homologous series of alcohols (i.e. methanol, ethanol, propanols, butanols, pentanols, hexanols, the ethanol ester of methacrylic acid, heptanols and octanol) were compared to ethanediol, and propanediol by regression analysis to calculate the molar concentration required to inhibit MMPs by 50% (i.e. the IC50). Results: Using two different MMP models, alcohols were shown to inhibit rhMMP-9 and the endogenous proteases of dentin matrix in a dose-dependent manner. The degree of MMP inhibition by alcohols increased with chain length up to 4 methylene groups. Based on the molar concentration required to inhibit rhMMP-9 fifty percent, 2- hydroxyethylmethacrylate (HEMA), 3-hexanol, 3-heptanol and 1-octanol gave the strongest inhibition. Significance: The results indicate that alcohols with 4 methylene groups inhibit MMPs more effectively than methanol or ethanol. MMP inhibition was inversely related to the Hoy's solubility parameter for hydrogen bonding forces of the alcohols (i.e. to their hydrophilicity).

Original languageEnglish (US)
Pages (from-to)926-933
Number of pages8
JournalDental Materials
Volume27
Issue number9
DOIs
StatePublished - Sep 1 2011

Fingerprint

Matrix Metalloproteinases
Alcohols
Ethanol
Dentin
Heptanol
Hexanols
Solubility
Propanols
Methanol
Ethylene Glycols
Pentanols
Propylene Glycols
1-Octanol
Octanols
Butanols
Matrix Metalloproteinase Inhibitors
Metalloproteases
Hydrophilicity
Hydrogen Bonding
Hydrophobic and Hydrophilic Interactions

Keywords

  • Alcohol
  • Collagen
  • Dentin matrix
  • HEMA
  • MMPs

ASJC Scopus subject areas

  • Materials Science(all)
  • Dentistry(all)
  • Mechanics of Materials

Cite this

Tezvergil-Mutluay, A., Agee, K. A., Hoshika, T., Uchiyama, T., Tjäderhane, L., Breschi, L., ... Pashley, D. H. (2011). Inhibition of MMPs by alcohols. Dental Materials, 27(9), 926-933. https://doi.org/10.1016/j.dental.2011.05.004

Inhibition of MMPs by alcohols. / Tezvergil-Mutluay, Arzu; Agee, Kelli A.; Hoshika, Tomohiro; Uchiyama, Toshikazu; Tjäderhane, Leo; Breschi, Lorenzo; Mazzoni, Annalisa; Thompson, Jeremy M.; McCracken, Courtney E.; Looney, Stephen Warwick; Tay, Franklin Chi Meng; Pashley, David Henry.

In: Dental Materials, Vol. 27, No. 9, 01.09.2011, p. 926-933.

Research output: Contribution to journalArticle

Tezvergil-Mutluay, A, Agee, KA, Hoshika, T, Uchiyama, T, Tjäderhane, L, Breschi, L, Mazzoni, A, Thompson, JM, McCracken, CE, Looney, SW, Tay, FCM & Pashley, DH 2011, 'Inhibition of MMPs by alcohols', Dental Materials, vol. 27, no. 9, pp. 926-933. https://doi.org/10.1016/j.dental.2011.05.004
Tezvergil-Mutluay A, Agee KA, Hoshika T, Uchiyama T, Tjäderhane L, Breschi L et al. Inhibition of MMPs by alcohols. Dental Materials. 2011 Sep 1;27(9):926-933. https://doi.org/10.1016/j.dental.2011.05.004
Tezvergil-Mutluay, Arzu ; Agee, Kelli A. ; Hoshika, Tomohiro ; Uchiyama, Toshikazu ; Tjäderhane, Leo ; Breschi, Lorenzo ; Mazzoni, Annalisa ; Thompson, Jeremy M. ; McCracken, Courtney E. ; Looney, Stephen Warwick ; Tay, Franklin Chi Meng ; Pashley, David Henry. / Inhibition of MMPs by alcohols. In: Dental Materials. 2011 ; Vol. 27, No. 9. pp. 926-933.
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AU - Agee, Kelli A.

AU - Hoshika, Tomohiro

AU - Uchiyama, Toshikazu

AU - Tjäderhane, Leo

AU - Breschi, Lorenzo

AU - Mazzoni, Annalisa

AU - Thompson, Jeremy M.

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AU - Looney, Stephen Warwick

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