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 Pappolla, Rüdiger Hardeland, Bernard Pucci

Research output: Contribution to journalArticle

21 Citations (Scopus)

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 languageEnglish (US)
Pages (from-to)3976-3979
Number of pages4
JournalJournal of Medicinal Chemistry
Volume50
Issue number17
DOIs
StatePublished - Aug 23 2007
Externally publishedYes

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Tuning
Derivatives
Tromethamine
Mitochondria
Cell culture
Cell Culture Techniques
Antioxidants
phenyl-N-tert-butylnitrone
lactobionamide

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Fine-tuning the amphiphilicity : A crucial parameter in the design of potent α-phenyl-N-tert-butylnitrone analogues. / Durand, Grégory; Poeggeler, Burkhard; Böker, Jutta; Raynal, Simon; Polidori, Ange; Pappolla, Miguel; Hardeland, Rüdiger; Pucci, Bernard.

In: Journal of Medicinal Chemistry, Vol. 50, No. 17, 23.08.2007, p. 3976-3979.

Research output: Contribution to journalArticle

Durand, G, Poeggeler, B, Böker, J, Raynal, S, Polidori, A, Pappolla, M, Hardeland, R & Pucci, B 2007, 'Fine-tuning the amphiphilicity: A crucial parameter in the design of potent α-phenyl-N-tert-butylnitrone analogues', Journal of Medicinal Chemistry, vol. 50, no. 17, pp. 3976-3979. https://doi.org/10.1021/jm0706968
Durand, Grégory ; Poeggeler, Burkhard ; Böker, Jutta ; Raynal, Simon ; Polidori, Ange ; Pappolla, Miguel ; Hardeland, Rüdiger ; Pucci, Bernard. / Fine-tuning the amphiphilicity : A crucial parameter in the design of potent α-phenyl-N-tert-butylnitrone analogues. In: Journal of Medicinal Chemistry. 2007 ; Vol. 50, No. 17. pp. 3976-3979.
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