Synthesis of Hexameric Manganese Porphyrin as an SOD Mimic and SOD Activity

Makoto Yuasa; Kenichi Oyaizu; Yukihiro Hanyuu; Takamitsu Hayashi; Aritomo Yamaguchi

doi:10.5650/jos.54.513

Synthesis of Hexameric Manganese Porphyrin as an SOD Mimic and SOD Activity

Makoto Yuasa^*, Kenichi Oyaizu, Yukihiro Hanyuu, Takamitsu Hayashi, Aritomo Yamaguchi

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

Abstract

Free radicals and related species derived from O₂ such as superoxide anion radical (O₂^-·), hydrogen peroxide (H₂O₂), hydroxyl radical (·OH) and peroxynitrite ion (ONOO^-) are often generated in organisms with possibly consequent diseases. The enzyme, superoxide dismutase (SOD), catalyzes the reaction which eliminates O₂^-· As models of SOD, manganese porphyrins such as [meso-tetrakis(N-methylpyridinium-4-yl)porphyrinato] manganese(III) (MnT4MPyP) have been investigated. However, the half-life of any one of these in the blood is usually quite short. We undertook the design of a novel hexameric manganese porphyrin (HexMnP) capable of remaining for a prolonged period in the blood. The SOD activity of HexMnP (IC₅₀ = 2.1±0.7 μM) was found to be somewhat less than that of MnT4MPyP (IC₅₀ = 0.71 μM), but to exceed that of reconstituted hemoglobin (MnT4MPyP-Hb) (IC₅₀ = 2.0 μM) prepared in a previous study. HexMnP proved to be an effective SOD model in which HexMnP had the capacity to remain over a long period of time in the blood, owing to its molecular diameter of more than 80Å.

Original language	English
Pages (from-to)	513-518
Number of pages	6
Journal	Journal of oleo science
Volume	54
Issue number	9
DOIs	https://doi.org/10.5650/jos.54.513
Publication status	Published - 2005
Externally published	Yes

Keywords

cationic manganese porphyrin
hexameric manganese porphyrin
superoxide dismutase mimic

ASJC Scopus subject areas

Chemistry(all)
Chemical Engineering(all)

Access to Document

10.5650/jos.54.513

Cite this

@article{3e4f89c8bf194019b4259b206a37c743,

title = "Synthesis of Hexameric Manganese Porphyrin as an SOD Mimic and SOD Activity",

abstract = "Free radicals and related species derived from O2 such as superoxide anion radical (O2-·), hydrogen peroxide (H2O2), hydroxyl radical (·OH) and peroxynitrite ion (ONOO-) are often generated in organisms with possibly consequent diseases. The enzyme, superoxide dismutase (SOD), catalyzes the reaction which eliminates O2-· As models of SOD, manganese porphyrins such as [meso-tetrakis(N-methylpyridinium-4-yl)porphyrinato] manganese(III) (MnT4MPyP) have been investigated. However, the half-life of any one of these in the blood is usually quite short. We undertook the design of a novel hexameric manganese porphyrin (HexMnP) capable of remaining for a prolonged period in the blood. The SOD activity of HexMnP (IC50 = 2.1±0.7 μM) was found to be somewhat less than that of MnT4MPyP (IC50 = 0.71 μM), but to exceed that of reconstituted hemoglobin (MnT4MPyP-Hb) (IC50 = 2.0 μM) prepared in a previous study. HexMnP proved to be an effective SOD model in which HexMnP had the capacity to remain over a long period of time in the blood, owing to its molecular diameter of more than 80{\AA}.",

keywords = "cationic manganese porphyrin, hexameric manganese porphyrin, superoxide dismutase mimic",

author = "Makoto Yuasa and Kenichi Oyaizu and Yukihiro Hanyuu and Takamitsu Hayashi and Aritomo Yamaguchi",

year = "2005",

doi = "10.5650/jos.54.513",

language = "English",

volume = "54",

pages = "513--518",

journal = "Journal of Oleo Science",

issn = "1345-8957",

publisher = "Japan Oil Chemists Society",

number = "9",

}

TY - JOUR

T1 - Synthesis of Hexameric Manganese Porphyrin as an SOD Mimic and SOD Activity

AU - Yuasa, Makoto

AU - Oyaizu, Kenichi

AU - Hanyuu, Yukihiro

AU - Hayashi, Takamitsu

AU - Yamaguchi, Aritomo

PY - 2005

Y1 - 2005

N2 - Free radicals and related species derived from O2 such as superoxide anion radical (O2-·), hydrogen peroxide (H2O2), hydroxyl radical (·OH) and peroxynitrite ion (ONOO-) are often generated in organisms with possibly consequent diseases. The enzyme, superoxide dismutase (SOD), catalyzes the reaction which eliminates O2-· As models of SOD, manganese porphyrins such as [meso-tetrakis(N-methylpyridinium-4-yl)porphyrinato] manganese(III) (MnT4MPyP) have been investigated. However, the half-life of any one of these in the blood is usually quite short. We undertook the design of a novel hexameric manganese porphyrin (HexMnP) capable of remaining for a prolonged period in the blood. The SOD activity of HexMnP (IC50 = 2.1±0.7 μM) was found to be somewhat less than that of MnT4MPyP (IC50 = 0.71 μM), but to exceed that of reconstituted hemoglobin (MnT4MPyP-Hb) (IC50 = 2.0 μM) prepared in a previous study. HexMnP proved to be an effective SOD model in which HexMnP had the capacity to remain over a long period of time in the blood, owing to its molecular diameter of more than 80Å.

AB - Free radicals and related species derived from O2 such as superoxide anion radical (O2-·), hydrogen peroxide (H2O2), hydroxyl radical (·OH) and peroxynitrite ion (ONOO-) are often generated in organisms with possibly consequent diseases. The enzyme, superoxide dismutase (SOD), catalyzes the reaction which eliminates O2-· As models of SOD, manganese porphyrins such as [meso-tetrakis(N-methylpyridinium-4-yl)porphyrinato] manganese(III) (MnT4MPyP) have been investigated. However, the half-life of any one of these in the blood is usually quite short. We undertook the design of a novel hexameric manganese porphyrin (HexMnP) capable of remaining for a prolonged period in the blood. The SOD activity of HexMnP (IC50 = 2.1±0.7 μM) was found to be somewhat less than that of MnT4MPyP (IC50 = 0.71 μM), but to exceed that of reconstituted hemoglobin (MnT4MPyP-Hb) (IC50 = 2.0 μM) prepared in a previous study. HexMnP proved to be an effective SOD model in which HexMnP had the capacity to remain over a long period of time in the blood, owing to its molecular diameter of more than 80Å.

KW - cationic manganese porphyrin

KW - hexameric manganese porphyrin

KW - superoxide dismutase mimic

UR - http://www.scopus.com/inward/record.url?scp=34247855385&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=34247855385&partnerID=8YFLogxK

U2 - 10.5650/jos.54.513

DO - 10.5650/jos.54.513

M3 - Article

AN - SCOPUS:34247855385

SN - 1345-8957

VL - 54

SP - 513

EP - 518

JO - Journal of Oleo Science

JF - Journal of Oleo Science

IS - 9

ER -

Synthesis of Hexameric Manganese Porphyrin as an SOD Mimic and SOD Activity

Abstract

Keywords

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this