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Allosamidin is an inhibitor of both insect and bacterial chitinases.

Our synthesis of Allosamidin^1,2 is one of several to have appeared in the literature³. Recently Allosamidin has been reported to be an inhibitor of acidic mammalian chitinase⁴ an observation which may have implications in the treatment of asthma.

References

1. Blattner, R. et al., J. Chem. Soc. Perkin Trans. I, 3211-21 (1994).
2. For the synthesis of analogues see Blattner, R., Furneaux, R.H., Lynch, G.P., Carbohyd. Res., 294, 29-40 (1996).
3. For syntheses reported by other groups see: (i) Griffith, D.A., Danishefsky, S.J., J. Am. Chem. Soc., 118, 9526-38 (1996); (ii) Maloisel, J.-L., Vasella, A., Trost, B.M., van Vranken, D.L., Helv. Chim. Acta, 75, 1515-26 (1992); (iii) Takahashi, S., Terayama, H., Kuzuhara, H., Tetrahedron Lett., 33, 7565-8 (1992). These syntheses have been reviewed: A. Berecibar et al, Chem. Rev., 99, 779-844 (1999).
4. Zhu et al., Acidic Mammalian Chitinase in Asthmatic Th2 Inflammation and IL-13 Pathway Activation, Science 2004 304: 1678-1682