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Intracellular targeting and pharmacological activity of the superoxide dismutase mimics MnTE-2-PyP5+ and MnTnHex-2-PyP5+ regulated by their porphyrin ring substituents.

Publication ,  Journal Article
Aitken, JB; Shearer, EL; Giles, NM; Lai, B; Vogt, S; Reboucas, JS; Batinic-Haberle, I; Lay, PA; Giles, GI
Published in: Inorg Chem
April 15, 2013

Manganese porphyrin-based drugs are potent mimics of the enzyme superoxide dismutase. They exert remarkable efficacy in disease models and are entering clinical trials. Two lead compounds, MnTE-2-PyP(5+) and MnTnHex-2-PyP(5+), have similar catalytic rates, but differ in their alkyl chain substituents (ethyl vs n-hexyl). Herein we demonstrate that these changes in ring substitution impact upon drug intracellular distribution and pharmacological mechanism, with MnTnHex-2-PyP(5+) superior in augmenting menadione toxicity. These findings establish that both catalytic activity and intracellular distribution determine drug action.

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Published In

Inorg Chem

DOI

EISSN

1520-510X

Publication Date

April 15, 2013

Volume

52

Issue

8

Start / End Page

4121 / 4123

Location

United States

Related Subject Headings

  • Superoxide Dismutase
  • Metalloporphyrins
  • Inorganic & Nuclear Chemistry
  • Humans
  • Cell Survival
  • Cell Line, Tumor
  • Antioxidants
  • 0399 Other Chemical Sciences
  • 0306 Physical Chemistry (incl. Structural)
  • 0302 Inorganic Chemistry
 

Citation

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Aitken, J. B., Shearer, E. L., Giles, N. M., Lai, B., Vogt, S., Reboucas, J. S., … Giles, G. I. (2013). Intracellular targeting and pharmacological activity of the superoxide dismutase mimics MnTE-2-PyP5+ and MnTnHex-2-PyP5+ regulated by their porphyrin ring substituents. Inorg Chem, 52(8), 4121–4123. https://doi.org/10.1021/ic300700g
Aitken, Jade B., Emily L. Shearer, Niroshini M. Giles, Barry Lai, Stefan Vogt, Julio S. Reboucas, Ines Batinic-Haberle, Peter A. Lay, and Gregory I. Giles. “Intracellular targeting and pharmacological activity of the superoxide dismutase mimics MnTE-2-PyP5+ and MnTnHex-2-PyP5+ regulated by their porphyrin ring substituents.Inorg Chem 52, no. 8 (April 15, 2013): 4121–23. https://doi.org/10.1021/ic300700g.
Aitken, Jade B., et al. “Intracellular targeting and pharmacological activity of the superoxide dismutase mimics MnTE-2-PyP5+ and MnTnHex-2-PyP5+ regulated by their porphyrin ring substituents.Inorg Chem, vol. 52, no. 8, Apr. 2013, pp. 4121–23. Pubmed, doi:10.1021/ic300700g.
Aitken JB, Shearer EL, Giles NM, Lai B, Vogt S, Reboucas JS, Batinic-Haberle I, Lay PA, Giles GI. Intracellular targeting and pharmacological activity of the superoxide dismutase mimics MnTE-2-PyP5+ and MnTnHex-2-PyP5+ regulated by their porphyrin ring substituents. Inorg Chem. 2013 Apr 15;52(8):4121–4123.
Journal cover image

Published In

Inorg Chem

DOI

EISSN

1520-510X

Publication Date

April 15, 2013

Volume

52

Issue

8

Start / End Page

4121 / 4123

Location

United States

Related Subject Headings

  • Superoxide Dismutase
  • Metalloporphyrins
  • Inorganic & Nuclear Chemistry
  • Humans
  • Cell Survival
  • Cell Line, Tumor
  • Antioxidants
  • 0399 Other Chemical Sciences
  • 0306 Physical Chemistry (incl. Structural)
  • 0302 Inorganic Chemistry