Synthèse de molécules d'intérêt biologique. Contribution à la synthèse des bastadines
Synthesis of molecules of biological interest. Contribution to the synthesis of bastadins. The metabolites are a biochemical area whose interest is in constant progression. Indeed, these molecules are biologically active and are used in therapeutic treatments. This work focuses on the solid phase sy...
Main Authors: | , , , , |
---|---|
Format: | Article |
Language: | English |
Published: |
Presses Agronomiques de Gembloux
2010-01-01
|
Series: | Biotechnologie, Agronomie, Société et Environnement |
Subjects: | |
Online Access: | http://www.pressesagro.be/base/text/v14ns2/593.pdf |
id |
doaj-f107361b3d31406a8c5806ead67b2aae |
---|---|
record_format |
Article |
spelling |
doaj-f107361b3d31406a8c5806ead67b2aae2020-11-25T00:29:13ZengPresses Agronomiques de GemblouxBiotechnologie, Agronomie, Société et Environnement1370-62331780-45072010-01-0114s2593602Synthèse de molécules d'intérêt biologique. Contribution à la synthèse des bastadinesDecamps, C.Hantson, AL.Niemirowski, L.Capiau, E.De Meyer, M.Synthesis of molecules of biological interest. Contribution to the synthesis of bastadins. The metabolites are a biochemical area whose interest is in constant progression. Indeed, these molecules are biologically active and are used in therapeutic treatments. This work focuses on the solid phase synthesis of macromolecules from metabolites synthesized by an enzyme. The development of Erwinia herbicola cultures has achieved the synthesis of metabolites: L-dopa and dopamine. From a medical point of view, these molecules have a particular interest since they act as neurotransmitters in human nerve cells. Through a chemical reaction scheme from dopamine, we are interested in solid phase synthesis of a macromolecule like bastadin (bis-diarylethers). This molecule of natural origin is produced by marine sponge, and has anti-angiogenic and antimicrobial properties. A complete scheme of chemical synthesis of bastadines was developed by Couladouros et al. (2005) in homogeneous phase, but it requires a lot of steps with an overall yield of synthesis extremely low (less than 1%). This work aims to develop and implement a part of original scheme for the synthesis of this molecule in heterogeneous phase from dopamine. Indeed the fragment left of the bastadine can be achieved via a coupling reaction in basic medium between dopamine modified on solid support and a diaryliodonium salt. http://www.pressesagro.be/base/text/v14ns2/593.pdfBastadineL-dopametabolitedopaminemacrocyclic moleculesolid phase synthesisSPOS |
collection |
DOAJ |
language |
English |
format |
Article |
sources |
DOAJ |
author |
Decamps, C. Hantson, AL. Niemirowski, L. Capiau, E. De Meyer, M. |
spellingShingle |
Decamps, C. Hantson, AL. Niemirowski, L. Capiau, E. De Meyer, M. Synthèse de molécules d'intérêt biologique. Contribution à la synthèse des bastadines Biotechnologie, Agronomie, Société et Environnement Bastadine L-dopa metabolite dopamine macrocyclic molecule solid phase synthesis SPOS |
author_facet |
Decamps, C. Hantson, AL. Niemirowski, L. Capiau, E. De Meyer, M. |
author_sort |
Decamps, C. |
title |
Synthèse de molécules d'intérêt biologique. Contribution à la synthèse des bastadines |
title_short |
Synthèse de molécules d'intérêt biologique. Contribution à la synthèse des bastadines |
title_full |
Synthèse de molécules d'intérêt biologique. Contribution à la synthèse des bastadines |
title_fullStr |
Synthèse de molécules d'intérêt biologique. Contribution à la synthèse des bastadines |
title_full_unstemmed |
Synthèse de molécules d'intérêt biologique. Contribution à la synthèse des bastadines |
title_sort |
synthèse de molécules d'intérêt biologique. contribution à la synthèse des bastadines |
publisher |
Presses Agronomiques de Gembloux |
series |
Biotechnologie, Agronomie, Société et Environnement |
issn |
1370-6233 1780-4507 |
publishDate |
2010-01-01 |
description |
Synthesis of molecules of biological interest. Contribution to the synthesis of bastadins. The metabolites are a biochemical area whose interest is in constant progression. Indeed, these molecules are biologically active and are used in therapeutic treatments. This work focuses on the solid phase synthesis of macromolecules from metabolites synthesized by an enzyme. The development of Erwinia herbicola cultures has achieved the synthesis of metabolites: L-dopa and dopamine. From a medical point of view, these molecules have a particular interest since they act as neurotransmitters in human nerve cells. Through a chemical reaction scheme from dopamine, we are interested in solid phase synthesis of a macromolecule like bastadin (bis-diarylethers). This molecule of natural origin is produced by marine sponge, and has anti-angiogenic and antimicrobial properties. A complete scheme of chemical synthesis of bastadines was developed by Couladouros et al. (2005) in homogeneous phase, but it requires a lot of steps with an overall yield of synthesis extremely low (less than 1%). This work aims to develop and implement a part of original scheme for the synthesis of this molecule in heterogeneous phase from dopamine. Indeed the fragment left of the bastadine can be achieved via a coupling reaction in basic medium between dopamine modified on solid support and a diaryliodonium salt. |
topic |
Bastadine L-dopa metabolite dopamine macrocyclic molecule solid phase synthesis SPOS |
url |
http://www.pressesagro.be/base/text/v14ns2/593.pdf |
work_keys_str_mv |
AT decampsc synthesedemoleculesdinteretbiologiquecontributionalasynthesedesbastadines AT hantsonal synthesedemoleculesdinteretbiologiquecontributionalasynthesedesbastadines AT niemirowskil synthesedemoleculesdinteretbiologiquecontributionalasynthesedesbastadines AT capiaue synthesedemoleculesdinteretbiologiquecontributionalasynthesedesbastadines AT demeyerm synthesedemoleculesdinteretbiologiquecontributionalasynthesedesbastadines |
_version_ |
1725332546840952832 |