Fine-tuning the amphiphilicity: A crucial parameter in the design of potent α-phenyl-N-tert-butylnitrone analogues

Grégory Durand; Burkhard Poeggeler; Jutta Böker; Simon Raynal; Ange Polidori; Miguel A. Pappolla; Rüdiger Hardeland; Bernard Pucci

doi:10.1021/jm0706968

Fine-tuning the amphiphilicity: A crucial parameter in the design of potent α-phenyl-N-tert-butylnitrone analogues

Grégory Durand, Burkhard Poeggeler, Jutta Böker, Simon Raynal, Ange Polidori, Miguel A. Pappolla, Rüdiger Hardeland, Bernard Pucci

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

21 Scopus citations

Abstract

A new series of hydrophilic, lipophilic, and amphiphilic α-phenyl-N-tert-butylnitrone (PBN) derivatives were synthesized to explore the relationship between their hydrophilic-lipophilic properties and antioxidant potency. Very potent protective effects of amphiphilic lactobionamide and tris(hydroxymethyl)aminomethane PBN derivatives were observed in mitochondrial preparations, in cell cultures, and in rotifers exposed to unspecific and mitochondria targeted oxidotoxins.

Original language	English (US)
Pages (from-to)	3976-3979
Number of pages	4
Journal	Journal of medicinal chemistry
Volume	50
Issue number	17
DOIs	https://doi.org/10.1021/jm0706968
State	Published - Aug 23 2007
Externally published	Yes

ASJC Scopus subject areas

Molecular Medicine
Drug Discovery

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title = "Fine-tuning the amphiphilicity: A crucial parameter in the design of potent α-phenyl-N-tert-butylnitrone analogues",

abstract = "A new series of hydrophilic, lipophilic, and amphiphilic α-phenyl-N-tert-butylnitrone (PBN) derivatives were synthesized to explore the relationship between their hydrophilic-lipophilic properties and antioxidant potency. Very potent protective effects of amphiphilic lactobionamide and tris(hydroxymethyl)aminomethane PBN derivatives were observed in mitochondrial preparations, in cell cultures, and in rotifers exposed to unspecific and mitochondria targeted oxidotoxins.",

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AU - Durand, Grégory

AU - Poeggeler, Burkhard

AU - Böker, Jutta

AU - Raynal, Simon

AU - Polidori, Ange

AU - Pappolla, Miguel A.

AU - Hardeland, Rüdiger

AU - Pucci, Bernard

PY - 2007/8/23

Y1 - 2007/8/23

N2 - A new series of hydrophilic, lipophilic, and amphiphilic α-phenyl-N-tert-butylnitrone (PBN) derivatives were synthesized to explore the relationship between their hydrophilic-lipophilic properties and antioxidant potency. Very potent protective effects of amphiphilic lactobionamide and tris(hydroxymethyl)aminomethane PBN derivatives were observed in mitochondrial preparations, in cell cultures, and in rotifers exposed to unspecific and mitochondria targeted oxidotoxins.

AB - A new series of hydrophilic, lipophilic, and amphiphilic α-phenyl-N-tert-butylnitrone (PBN) derivatives were synthesized to explore the relationship between their hydrophilic-lipophilic properties and antioxidant potency. Very potent protective effects of amphiphilic lactobionamide and tris(hydroxymethyl)aminomethane PBN derivatives were observed in mitochondrial preparations, in cell cultures, and in rotifers exposed to unspecific and mitochondria targeted oxidotoxins.

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Fine-tuning the amphiphilicity: A crucial parameter in the design of potent α-phenyl-N-tert-butylnitrone analogues

Abstract

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