Synthesis and biochemical evaluation of two novel N-hydroxyalkylated cyclosporin A analogs-Reference-Cited by-同舟云学术

Synthesis and biochemical evaluation of two novel N-hydroxyalkylated cyclosporin A analogs

Published:2018 Issue:23 Volume:16 Page:4338-4349
ISSN:1477-0520
Container-title:Organic & Biomolecular Chemistry
language:en
Short-container-title:Org. Biomol. Chem.

Author:

Kahlert Viktoria¹²³,Prell Erik¹²³⁴⁵,Ohlenschläger Oliver⁶⁷³,Melesina Jelena⁸⁹¹⁰¹¹³^ORCID,Schumann Michael¹²³⁸¹²,Lücke Christian¹²³,Fischer Gunter¹²³⁴⁵,Malešević Miroslav¹²³⁸¹²^ORCID

Affiliation:

1. Max Planck Research Unit for Enzymology of Protein Folding

2. 06120 Halle/Saale

3. Germany

4. Max-Planck Institute for Biophysical Chemistry

5. Göttingen

6. Leibniz Institute on Aging – Fritz Lipmann Institute

7. 07745 Jena

8. Martin-Luther-University Halle-Wittenberg

9. Institute of Pharmacy

10. Medicinal Chemistry department

11. 06120 Halle

12. Institute of Biochemistry and Biotechnology

Abstract

N-Hydroxyalkylation of cyclosporine A residues Val5 and d-Ala8 significantly influenced their conformation behavior and pharmacological properties.

Funder

Bundesministerium für Bildung und Forschung

Max-Planck-Gesellschaft

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2018/OB/C8OB00980E

Reference50 articles.

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2. Regulation of peptide bond cis/trans isomerization by enzyme catalysis and its implication in physiological processes

3. Forty Years of Publication of Transplantation Proceedings—The Second Decade: The Cyclosporine Revolution

4. Calcineurin is a common target of cyclophilin-cyclosporin A and FKBP-FK506 complexes

5. From Chemical Tools to Clinical Medicines: Nonimmunosuppressive Cyclophilin Inhibitors Derived from the Cyclosporin and Sanglifehrin Scaffolds

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1. Cyclosporin Structure and Permeability: From A to Z and Beyond;Journal of Medicinal Chemistry;2021-09-03

2. Interplay among Conformation, Intramolecular Hydrogen Bonds, and Chameleonicity in the Membrane Permeability and Cyclophilin A Binding of Macrocyclic Peptide Cyclosporin O Derivatives;Journal of Medicinal Chemistry;2021-06-07

3. A staphylococcal cyclophilin carries a single domain and unfolds via the formation of an intermediate that preserves cyclosporin A binding activity;PLOS ONE;2019-03-29

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