Xavier Ginesta - Academia.edu (original) (raw)
Papers by Xavier Ginesta
Background: The effects of macrophage therapies on muscle regeneration and stem cell activation a... more Background: The effects of macrophage therapies on muscle regeneration and stem cell activation after injury remains unclear. This study aims to know the effect of macrophage therapies on muscle l regeneration and endogenous stem cell activation towards new muscleMethods: Adult male Swiss mice were subjected to an injury in the gastrocnemius, close to the myotendinous junction, using a 2-mm biopsy tube. Animals were assigned to the following groups: 1.- Injury; 2.- Injury+ clodronate. Macrophages were depleted 24 hours after injury by clodronate injection. 3. - Injury+ clodronate+ macrophage therapy. Macrophage depleted mice were treated with an intramuscularl injection of 1 million peritoneal macrophages modified with intermittent anoxia reoxygenation. Animals were sacrificed at 4, and 15 days after the injury, (n = 8 per study time). Gene expression of proliferating cell nuclear antigen(PCNA) and Ki67 as cell proliferating markers, mannose receptor Ecotype 1(MRC1) and Interleukin1...
Http Dx Doi Org 10 1081 Scc 200048467, Jul 27, 2007
An enantioselective synthesis of N-Boc-(2S,3S) -3-hydroxy glutamic acid dimethyl ester (92% ee) i... more An enantioselective synthesis of N-Boc-(2S,3S) -3-hydroxy glutamic acid dimethyl ester (92% ee) is described. Starting from enantiomerically enriched (93% ee) (2S,3S)-2,3-epoxy-5-hexen-1-ol, easily available by Sharpless asymmetric epoxidation, the protected amino acid was prepared in 11 steps.
Tetrahedron, 2001
Despite being less abundant than their α analogues, β-amino acids are present in nature as compon... more Despite being less abundant than their α analogues, β-amino acids are present in nature as components of a vast array of metabolites[1] and have been considered precursors of β-lactam antibiotics. [2] They are also building blocks of β-peptides, which have recently attracted ...
Tetrahedron Letters, 2002
Tetrahedron, 2001
AbstractÐN-Nosyl aziridines can be easily prepared from 1,2-amino alcohols derived from a-amino a... more AbstractÐN-Nosyl aziridines can be easily prepared from 1,2-amino alcohols derived from a-amino acids. Nucleophilic ring-opening of N-nosyl aziridines with cyanide ions followed by hydrolysis of the corresponding nitriles lead to N-nosyl b 3 -amino acids, which can be readily converted into a variety of derivatives bearing adequate functionality for peptide synthesis. The proposed methodology is simple, ef®cient, and amenable to large-scale preparations. q
Synthetic Communications, 2005
An enantioselective synthesis of N-Boc-(2S,3S) -3-hydroxy glutamic acid dimethyl ester (92% ee) i... more An enantioselective synthesis of N-Boc-(2S,3S) -3-hydroxy glutamic acid dimethyl ester (92% ee) is described. Starting from enantiomerically enriched (93% ee) (2S,3S)-2,3-epoxy-5-hexen-1-ol, easily available by Sharpless asymmetric epoxidation, the protected amino acid was prepared in 11 steps.
Pure and Applied Chemistry, 2000
The anionotropic 1,2-migration of an organic substituent from a tetrasubstituted borate ion, ofte... more The anionotropic 1,2-migration of an organic substituent from a tetrasubstituted borate ion, often referred to as an "ate" complex, to an acceptor atom is at the basis of the most useful application of organoboranes in organic synthesis. We recently showed that chiral sulfur ylides react with boranes to give homologated products with high enantiomeric excess. In considering reactions with mixed boranes, the issue of which group would migrate arises. Although we are primarily interested in sulfur ylide reactions with boranes, in this review we have summarized the most important factors that are responsible for which group migrates from a broad spectrum of reactions involving borate complexes. We also discuss the use of blocking/nonmigrating groups and highlight when they are effective and not effective. Consideration of the most important factors that affect the outcome of which group migrates and understanding how and why blocking groups work, provides a strategy for desig...
Journal of the American Chemical Society, 2007
S3. Synthesis of 9-BBN-derivatives S6. General procedure for borane-ylide reactions using achiral... more S3. Synthesis of 9-BBN-derivatives S6. General procedure for borane-ylide reactions using achiral sulfonium salt under the improved conditions S10. General procedure for borane-ylide Reactions using chiral sulfonium salt under the improved conditions for the synthesis of alcohols S16. General procedure for borane-ylide reactions using achiral sulfonium salt under the improved conditions for the synthesis of amines S20. The reaction of sulfonium ylide and borinic esters S23. The X-ray crystallography of compound 6a and data S26. Computational data S44. Reference for GAUSSIAN 03 S1
European Journal of Organic Chemistry, 2008
During the past few years our research group has worked towards the synthesis of several types of... more During the past few years our research group has worked towards the synthesis of several types of amino acids and cyclic amino alcohols by using epoxy alcohols as a source of chirality,16,17 because they are readily available in any configuration through Sharpless ...
Synthetic Communications, 2005
An enantioselective synthesis of N-Boc-(2S,3S) -3-hydroxy glutamic acid dimethyl ester (92% ee) i... more An enantioselective synthesis of N-Boc-(2S,3S) -3-hydroxy glutamic acid dimethyl ester (92% ee) is described. Starting from enantiomerically enriched (93% ee) (2S,3S)-2,3-epoxy-5-hexen-1-ol, easily available by Sharpless asymmetric epoxidation, the protected amino acid was prepared in 11 steps.
Background: The effects of macrophage therapies on muscle regeneration and stem cell activation a... more Background: The effects of macrophage therapies on muscle regeneration and stem cell activation after injury remains unclear. This study aims to know the effect of macrophage therapies on muscle l regeneration and endogenous stem cell activation towards new muscleMethods: Adult male Swiss mice were subjected to an injury in the gastrocnemius, close to the myotendinous junction, using a 2-mm biopsy tube. Animals were assigned to the following groups: 1.- Injury; 2.- Injury+ clodronate. Macrophages were depleted 24 hours after injury by clodronate injection. 3. - Injury+ clodronate+ macrophage therapy. Macrophage depleted mice were treated with an intramuscularl injection of 1 million peritoneal macrophages modified with intermittent anoxia reoxygenation. Animals were sacrificed at 4, and 15 days after the injury, (n = 8 per study time). Gene expression of proliferating cell nuclear antigen(PCNA) and Ki67 as cell proliferating markers, mannose receptor Ecotype 1(MRC1) and Interleukin1...
Http Dx Doi Org 10 1081 Scc 200048467, Jul 27, 2007
An enantioselective synthesis of N-Boc-(2S,3S) -3-hydroxy glutamic acid dimethyl ester (92% ee) i... more An enantioselective synthesis of N-Boc-(2S,3S) -3-hydroxy glutamic acid dimethyl ester (92% ee) is described. Starting from enantiomerically enriched (93% ee) (2S,3S)-2,3-epoxy-5-hexen-1-ol, easily available by Sharpless asymmetric epoxidation, the protected amino acid was prepared in 11 steps.
Tetrahedron, 2001
Despite being less abundant than their α analogues, β-amino acids are present in nature as compon... more Despite being less abundant than their α analogues, β-amino acids are present in nature as components of a vast array of metabolites[1] and have been considered precursors of β-lactam antibiotics. [2] They are also building blocks of β-peptides, which have recently attracted ...
Tetrahedron Letters, 2002
Tetrahedron, 2001
AbstractÐN-Nosyl aziridines can be easily prepared from 1,2-amino alcohols derived from a-amino a... more AbstractÐN-Nosyl aziridines can be easily prepared from 1,2-amino alcohols derived from a-amino acids. Nucleophilic ring-opening of N-nosyl aziridines with cyanide ions followed by hydrolysis of the corresponding nitriles lead to N-nosyl b 3 -amino acids, which can be readily converted into a variety of derivatives bearing adequate functionality for peptide synthesis. The proposed methodology is simple, ef®cient, and amenable to large-scale preparations. q
Synthetic Communications, 2005
An enantioselective synthesis of N-Boc-(2S,3S) -3-hydroxy glutamic acid dimethyl ester (92% ee) i... more An enantioselective synthesis of N-Boc-(2S,3S) -3-hydroxy glutamic acid dimethyl ester (92% ee) is described. Starting from enantiomerically enriched (93% ee) (2S,3S)-2,3-epoxy-5-hexen-1-ol, easily available by Sharpless asymmetric epoxidation, the protected amino acid was prepared in 11 steps.
Pure and Applied Chemistry, 2000
The anionotropic 1,2-migration of an organic substituent from a tetrasubstituted borate ion, ofte... more The anionotropic 1,2-migration of an organic substituent from a tetrasubstituted borate ion, often referred to as an "ate" complex, to an acceptor atom is at the basis of the most useful application of organoboranes in organic synthesis. We recently showed that chiral sulfur ylides react with boranes to give homologated products with high enantiomeric excess. In considering reactions with mixed boranes, the issue of which group would migrate arises. Although we are primarily interested in sulfur ylide reactions with boranes, in this review we have summarized the most important factors that are responsible for which group migrates from a broad spectrum of reactions involving borate complexes. We also discuss the use of blocking/nonmigrating groups and highlight when they are effective and not effective. Consideration of the most important factors that affect the outcome of which group migrates and understanding how and why blocking groups work, provides a strategy for desig...
Journal of the American Chemical Society, 2007
S3. Synthesis of 9-BBN-derivatives S6. General procedure for borane-ylide reactions using achiral... more S3. Synthesis of 9-BBN-derivatives S6. General procedure for borane-ylide reactions using achiral sulfonium salt under the improved conditions S10. General procedure for borane-ylide Reactions using chiral sulfonium salt under the improved conditions for the synthesis of alcohols S16. General procedure for borane-ylide reactions using achiral sulfonium salt under the improved conditions for the synthesis of amines S20. The reaction of sulfonium ylide and borinic esters S23. The X-ray crystallography of compound 6a and data S26. Computational data S44. Reference for GAUSSIAN 03 S1
European Journal of Organic Chemistry, 2008
During the past few years our research group has worked towards the synthesis of several types of... more During the past few years our research group has worked towards the synthesis of several types of amino acids and cyclic amino alcohols by using epoxy alcohols as a source of chirality,16,17 because they are readily available in any configuration through Sharpless ...
Synthetic Communications, 2005
An enantioselective synthesis of N-Boc-(2S,3S) -3-hydroxy glutamic acid dimethyl ester (92% ee) i... more An enantioselective synthesis of N-Boc-(2S,3S) -3-hydroxy glutamic acid dimethyl ester (92% ee) is described. Starting from enantiomerically enriched (93% ee) (2S,3S)-2,3-epoxy-5-hexen-1-ol, easily available by Sharpless asymmetric epoxidation, the protected amino acid was prepared in 11 steps.