Elsevier

Transplantation Proceedings

Volume 29, Issues 1–2, February–March 1997, Pages 1259-1260
Transplantation Proceedings

Synergistic interaction between castanospermine and tacrolimus in a rat heart allograft model

https://doi.org/10.1016/S0041-1345(96)00488-5Get rights and content

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    In particular, the construction of the unnatural epimeric congeners and the other related structural analogues has stimulated extensive synthetic efforts because structural modifications in iminosugars based on the number, position and stereochemistry of the hydroxyl functionalities in the parent skeletons can induce significant changes in their activities.11 Our previous success with the total synthesis of biologically active α-substituted α-amino acid scaffolds12 from sugar templates suggested that the [3,3]-sigmatropic rearrangements on structurally appropriate allylic substrates effectively installed the CN bond. In continuation of our studies, we were interested in investigating the use of the rearranged products (5R)-2 and (5S)-2, which were effectively prepared on a multigram scale, for the general preparation of tri- and pentahydroxylated indolizidine alkaloids.

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    By contrast Walter et al. [20] reported no effect of CAST on lymphocyte/endothelial cell binding or on the expression of LFA-1, ICAM-1 or VLA-4 on T cell lines. Our findings also help to explain its ability to control rejection established in several studies [5,6,21] by reducing endothelial cell binding and then cell entry into the allograft. It may also act by inhibiting heparanase and sulfatase secretion from endothelial cells thus inhibiting alloreactive cell transit in the graft [12].

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