Design and synthesis of manganese porphyrins with tailored lipophilicity: investigation of redox properties and superoxide dismutase activity.
Publication
, Journal Article
Lahaye, D; Muthukumaran, K; Hung, C-H; Gryko, D; Rebouças, JS; Spasojević, I; Batinić-Haberle, I; Lindsey, JS
Published in: Bioorg Med Chem
November 15, 2007
Thirteen new manganese porphyrins and two porphodimethenes bearing one to three different substituents at the meso positions in a variety of architectures have been synthesized. The substituents employed generally are (i) electron-withdrawing to tune the reduction potential to the desirable range (near +0.3V vs NHE), and/or (ii) lipophilic to target the interior of lipid bilayer membranes and/or the blood-brain barrier. The influence of the substituents on the Mn(III)/Mn(II) reduction potentials has been characterized, and the superoxide dismutase activity of the compounds has been examined.
Duke Scholars
Published In
Bioorg Med Chem
DOI
ISSN
0968-0896
Publication Date
November 15, 2007
Volume
15
Issue
22
Start / End Page
7066 / 7086
Location
England
Related Subject Headings
- Superoxides
- Superoxide Dismutase
- Structure-Activity Relationship
- Stereoisomerism
- Solubility
- Oxidation-Reduction
- Molecular Structure
- Metalloporphyrins
- Medicinal & Biomolecular Chemistry
- Manganese
Citation
APA
Chicago
ICMJE
MLA
NLM
Lahaye, D., Muthukumaran, K., Hung, C.-H., Gryko, D., Rebouças, J. S., Spasojević, I., … Lindsey, J. S. (2007). Design and synthesis of manganese porphyrins with tailored lipophilicity: investigation of redox properties and superoxide dismutase activity. Bioorg Med Chem, 15(22), 7066–7086. https://doi.org/10.1016/j.bmc.2007.07.015
Lahaye, Dorothée, Kannan Muthukumaran, Chen-Hsiung Hung, Dorota Gryko, Júlio S. Rebouças, Ivan Spasojević, Ines Batinić-Haberle, and Jonathan S. Lindsey. “Design and synthesis of manganese porphyrins with tailored lipophilicity: investigation of redox properties and superoxide dismutase activity.” Bioorg Med Chem 15, no. 22 (November 15, 2007): 7066–86. https://doi.org/10.1016/j.bmc.2007.07.015.
Lahaye D, Muthukumaran K, Hung C-H, Gryko D, Rebouças JS, Spasojević I, et al. Design and synthesis of manganese porphyrins with tailored lipophilicity: investigation of redox properties and superoxide dismutase activity. Bioorg Med Chem. 2007 Nov 15;15(22):7066–86.
Lahaye, Dorothée, et al. “Design and synthesis of manganese porphyrins with tailored lipophilicity: investigation of redox properties and superoxide dismutase activity.” Bioorg Med Chem, vol. 15, no. 22, Nov. 2007, pp. 7066–86. Pubmed, doi:10.1016/j.bmc.2007.07.015.
Lahaye D, Muthukumaran K, Hung C-H, Gryko D, Rebouças JS, Spasojević I, Batinić-Haberle I, Lindsey JS. Design and synthesis of manganese porphyrins with tailored lipophilicity: investigation of redox properties and superoxide dismutase activity. Bioorg Med Chem. 2007 Nov 15;15(22):7066–7086.
Published In
Bioorg Med Chem
DOI
ISSN
0968-0896
Publication Date
November 15, 2007
Volume
15
Issue
22
Start / End Page
7066 / 7086
Location
England
Related Subject Headings
- Superoxides
- Superoxide Dismutase
- Structure-Activity Relationship
- Stereoisomerism
- Solubility
- Oxidation-Reduction
- Molecular Structure
- Metalloporphyrins
- Medicinal & Biomolecular Chemistry
- Manganese