CanAm Bioresearch Inc.

Winnipeg MB, Canada

CanAm Bioresearch Inc.

Winnipeg MB, Canada

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Assoumatine T.,CanAm Bioresearch Inc. | Stoeckli-Evans H.,University of Neuchatel
Acta Crystallographica Section E: Crystallographic Communications | Year: 2017

The reaction of the ligand 2,3,5,6-tetra-kis-[(methyl-sulfanyl)-meth-yl]pyrazine (L1) with silver(I) nitrate led to {[Ag(C12H20N2S4)](NO3)} n , (I), catena-poly[[silver(I)-μ-2,3,5,6-tetra-kis-[(methyl-sulfan-yl)meth-yl]pyrazine] nitrate], a compound with a metal-organic chain structure. The asymmetric unit is composed of two half ligands, located about inversion centres, with one ligand coordinating to the silver atoms in a bis-tridentate manner and the other in a bis-bidentate manner. The charge on the metal atom is compensated for by a free nitrate anion. Hence, the silver atom has a fivefold S3N2 coordination sphere. The reaction of the ligand 2,3,5,6-tetra-kis-[(phenyl-sulfanyl)-meth-yl]pyrazine (L2) with silver(I) nitrate, led to [Ag2(NO3)2(C32H28N2S4)] n , (II), poly[di-μ-nitrato-bis-{μ-2,3,5,6-tetra-kis-[(phenyl-sulfan-yl)meth-yl]pyrazine}disilver], a compound with a metal-organic network structure. The asymmetric unit is composed of half a ligand, located about an inversion centre, that coordinates to the silver atoms in a bis-tridentate manner. The nitrate anion coordinates to the silver atom in a bidentate/monodentate manner, bridging the silver atoms, which therefore have a sixfold S2NO3 coordination sphere. The reaction of the ligand 2,3,5,6-tetra-kis-[(pyridin-2-yl-sulfanyl)-meth-yl]pyrazine (L3) with silver(I) nitrate led to [Ag3(NO3)3(C28H24N6S4)] n , (III), poly[trinitrato{μ 6-2,3,5,6-tetra-kis[(pyri-din-2-ylsulfan-yl)meth-yl]pyrazine}-trisilver(I)], a compound with a metal-organic framework structure. The asymmetric unit is composed of half a ligand, located about an inversion centre, that coordinates to the silver atoms in a bis-tridentate manner. One pyridine N atom bridges the monomeric units, so forming a chain structure. Two nitrate O atoms also coordinate to this silver atom, hence it has a sixfold S2N2O2 coordination sphere. The chains are linked via a second silver atom, located on a twofold rotation axis, coordinated by the second pyridine N atom. A second nitrate anion, also lying about the twofold rotation axis, coordinates to this silver atom via an Ag - O bond, hence this second silver atom has a threefold N2O coordination sphere. In the crystal of (I), the nitrate anion plays an essential role in forming C - H...O hydrogen bonds that link the metal-organic chains to form a three-dimensional supra-molecular structure. In the crystal of (II), the metal-organic networks (lying parallel to the bc plane) stack up the a-axis direction but there are no significant inter-molecular inter-actions present between the layers. In the crystal of (III), there are a number of C - H...O hydrogen bonds present within the metal-organic framework. The role of the nitrate anion in the formation of the coordination polymers is also examined.


Twibanire J.K.,Dalhousie University | Twibanire J.K.,CanAm Bioresearch Inc. | Grindley T.B.,Dalhousie University
Polymers | Year: 2014

Polyester dendrimers have been shown to be outstanding candidates for biomedical applications. Compared to traditional polymeric drug vehicles, these biodegradable dendrimers show excellent advantages especially as drug delivery systems because they are non-toxic. Here, advances on polyester dendrimers as smart carriers for drug delivery applications have been surveyed. Both covalent and non-covalent incorporation of drugs are discussed. © 2014 by the authors.


Theriault O.,Laval University | Poulin H.,Laval University | Thomas G.R.,CanAm BioResearch Inc | Friesen A.D.,Medicure Inc | And 2 more authors.
Canadian Journal of Physiology and Pharmacology | Year: 2014

P2X receptors are cation-permeable ligand-gated ion channels that open in response to the binding of ATP. These receptors are present in many excitable cells, including neurons, striated muscle cells, epithelial cells, and leukocytes. They mediate fast excitatory neurotransmission in the central and peripheral nervous systems and are thought to be involved in neuropathic pain, inflammation, and cell damage following ischemia-reperfusion injuries. P2X receptors are thus a target for the development of new therapeutics to treat chronic pain and inflammation. In this study, we characterized the inhibition caused by pyridoxal-5'-phosphate, a natural metabolite of vitamin B6 (MC-1), of P2X2, P2X4, P2X7, and P2X2/3 receptors stably expressed in HEK293 cells using the patch-clamp technique in the whole-cell configuration. We also tested a new approach using VC6.1, a modified cameleon calcium-sensitive fluorescent protein, to characterize the inhibition of P2X2 and P2X2/3. MC-1 blocked these two P2X receptors, with an IC50 of 7 and 13 μmol/L, respectively. P2X2 exhibited the highest affinity for VC6.1, and the chimeric receptor P2X2/3, the lowest. The patch-clamp and imaging approaches gave similar results and indicated that VC6.1 may be useful for high throughput drug screening. Pyridoxal-5'-phosphate is an efficient P2X blocker and can be classified as a P2X antagonist.


Twibanire J.-D.K.,Dalhousie University | Twibanire J.-D.K.,CanAm Bioresearch Inc. | Huestis M.P.,Dalhousie University | Huestis M.P.,Genentech | Grindley T.B.,Dalhousie University
Tetrahedron Letters | Year: 2014

Syntheses of several examples of a new type of trivalent building blocks for the preparation of aliphatic polyester dendrimers are presented. Starting from the well-known mono-O-benzylidenepentaerythritol, AB3 type acid dendrons can be obtained in high yield in only two steps. Other triprotected bis-2,2-(hydroxymethyl)-3-hydroxypropanoic acid derivatives with varying protecting groups were also synthesized readily. This type of dendron was used in combination with 2,2′-bis(hydroxymethyl) propanoic acid (bis-HMPA) divalent dendrons to produce low generation mixed polyester dendrimers with increased number of branching points. © 2014 Elsevier Ltd. All rights reserved.


Taj R.,CanAm Bioresearch Inc. | Sorensen J.L.,University of Manitoba
Tetrahedron Letters | Year: 2015

The synthesis of the natural products JBIR-94, DCP, DFP, and CFP is reported. A strategy for the coupling of ferulic or coumaric acid to putrescine is described. We determined that EDCI was the most effective coupling agent for this synthesis. In addition amide coupling with saturated cinnamic acids derivatives provided the best yield. The synthesis of JBIR-125 is accomplished through a novel synthesis of differentially protected spermidine. Preliminary bioassay data demonstrated that all five compounds were active against Pseudomonas aeruginosa. © 2015 Elsevier Ltd. All rights reserved.


Assoumatine T.,CanAm Bioresearch Inc. | Stoeckli-Evans H.,University of Neuchatel
Acta Crystallographica Section E: Structure Reports Online | Year: 2014

The title compound, C12H20N2S4, synthesized by the reaction of 2,3,5,6-tetrakis(bromomethyl)pyrazine with sodium methanethiolate, crystallizes with a half -molecule in the asymmetric unit. The whole molecule is generated by inversion symmetry; the inversion centre being located in the centre of the pyrazine ring. The molecule has an S-shaped conformation with two (methylsulfanyl)methyl substituent arms directed above the plane of the pyrazine ring and two below. The C(H3) - S - C(H2) - C(aromatic) torsion angles are 70.47 (18) and -67.65 (17)°, respectively. In the crystal, molecules are linked via weak C - H⋯S hydrogen bonds, forming chains along [001] and enclosing R 2 2(12) ring motifs. The chains are linked by further weak C - H⋯S hydrogen bonds, forming sheets lying parallel to (101).


Assoumatine T.,CanAm Bioresearch Inc. | Stoeckli-Evans H.,University of Neuchatel
Acta Crystallographica Section E: Structure Reports Online | Year: 2014

The title compound, C8H8Br4N2, crystallizes in the enantiomorphic-defining space group P412 12 and has a refined Flack x parameter of 0.04(4). In the asymmetric unit, there are two half-molecules; the whole molecules (A and B) are generated by twofold rotation symmetry. In molecule A, the twofold axis is normal to the pyrazine ring passing through the centre of the ring, while in molecule B, the twofold rotation axis lies in the plane of the pyrazine ring bisecting the C - C aromatic bonds. The two molecules are pseudo-mirror images of one another, and the best fit of the two molecules was obtained for inverted molecule B on molecule A, with an r.m.s. deviation of 0.1048Å and a maximum deviation of any two equivalent atoms of 0.2246Å. In the crystal, the A molecules are linked by weak C - H⋯Br hydrogen bonds and Br⋯Br interactions [3.524(3)Å], forming a three-dimensional framework. The B molecules are also linked by weak C - H⋯Br hydrogen bonds and Br⋯Br interactions [3.548(3)Å], forming a three-dimensional network that interpenetrates the network of A molecules.


Twibanire J.-D.K.,Dalhousie University | Twibanire J.-D.K.,CanAm Bioresearch Inc. | Paul N.K.,Dalhousie University | Grindley T.B.,Dalhousie University
New Journal of Chemistry | Year: 2015

Syntheses of highly mannosylated polyester dendrimers with 2, 4, 8, and 16 α-d-mannopyranose residues on their peripheries connected by different linker arms are presented. Attractive features of these systems as potential inhibitors of uropathogenic Escherichia coli (UPEC) include the use of non-toxic and biocompatible polyester dendrimer backbones, aglycones whose lengths are designed to fit in the tyrosine gate, and multiple copies of α-linked d-mannopyranose residues, capable of effectively binding to the exposed mannose-sensitive type 1 pili on UPEC's outer surface. © 2015 The Royal Society of Chemistry and the Centre National de la Recherche Scientifique.


Patent
Canam Bioresearch Inc. | Date: 2010-01-15

The present invention relates to methods of production of chemical bonds and subsequent molecules by electrospray ionization and the design of an electrospray chemical synthesizer, for use in chemical synthesis and expedited organic chemical reactions.


Patent
CanAm Bioresearch Inc. | Date: 2014-12-12

The present invention relates to methods of production of chemical bonds and subsequent molecules by electrospray ionization for use in chemical synthesis and expedited organic chemical reactions.

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