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Intramolecular transformation of an antifungal antibiotic nystatin A1 into its isomer, iso-nystatin A1 - structural and molecular modeling studies.
Szwarc, Katarzyna; Plosinski, Marcin; Czerniejewska, Karolina; Laskowski, Tomasz; Leniak, Arkadiusz; Czub, Jacek; Kubica, Pawel; Sowinski, Pawel; Pawlak, Jan; Borowski, Edward.
Afiliação
  • Szwarc K; Department of Pharmaceutical Technology and Biochemistry, Faculty of Chemistry, Gdansk University of Technology, Gdansk, Poland.
  • Plosinski M; Department of Pharmaceutical Technology and Biochemistry, Faculty of Chemistry, Gdansk University of Technology, Gdansk, Poland.
  • Czerniejewska K; Department of Pharmaceutical Technology and Biochemistry, Faculty of Chemistry, Gdansk University of Technology, Gdansk, Poland.
  • Laskowski T; Department of Pharmaceutical Technology and Biochemistry, Faculty of Chemistry, Gdansk University of Technology, Gdansk, Poland.
  • Leniak A; Institute of Organic Chemistry, Polish Academy of Sciences, Warsaw, Poland.
  • Czub J; Department of Physical Chemistry, Faculty of Chemistry, Gdansk University of Technology, Gdansk, Poland.
  • Kubica P; Department of Analytical Chemistry, Faculty of Chemistry, Gdansk University of Technology, Gdansk, Poland.
  • Sowinski P; Miedzyuczelniane Laboratorium Magnetycznego Rezonansu Jadrowego, Faculty of Chemistry, Gdansk University of Technology, Gdansk, Poland.
  • Pawlak J; Department of Pharmaceutical Technology and Biochemistry, Faculty of Chemistry, Gdansk University of Technology, Gdansk, Poland.
  • Borowski E; Department of Pharmaceutical Technology and Biochemistry, Faculty of Chemistry, Gdansk University of Technology, Gdansk, Poland.
Magn Reson Chem ; 54(12): 953-961, 2016 Dec.
Article em En | MEDLINE | ID: mdl-27379602
ABSTRACT
Nystatin A1 , a polyene macrolide antifungal antibiotic, in a slightly basic or acidic solution undergoes an intramolecular transformation, yielding a structural isomer, the translactonization product, iso-nystatin A1 with lactone ring diminished by two carbon atoms. Structural evidence is provided by advanced NMR and Mass Spectrometry (MS) studies. Molecular dynamics simulations and quantum mechanics calculations gave the insight into the course and mechanism of the transformation and its effect on the conformation of the subject molecule. Copyright © 2016 John Wiley & Sons, Ltd.
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Texto completo: 1 Base de dados: MEDLINE Assunto principal: Nistatina / Antifúngicos Idioma: En Revista: Magn Reson Chem Assunto da revista: QUIMICA Ano de publicação: 2016 Tipo de documento: Article País de afiliação: Polônia

Texto completo: 1 Base de dados: MEDLINE Assunto principal: Nistatina / Antifúngicos Idioma: En Revista: Magn Reson Chem Assunto da revista: QUIMICA Ano de publicação: 2016 Tipo de documento: Article País de afiliação: Polônia