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Winnipeg, Canada

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.

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.

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, 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.

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