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Chemical Compound Review:

Rustmicin (2S,3E,7S,8Z,13R)-2-ethyl-11- hydroxy-11...

Synonyms: Galbonolide, Galbonolide A, AC1O5PP2, 100227-57-4

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Disease relevance of Galbonolide

Rustmicin was efficacious in a mouse model for cryptococcosis, but it was less active than predicted from its in vitro potency against this pathogen [1].
Fermentation studies of rustmicin production by a Micromonospora sp [2].

High impact information on Galbonolide

Rustmicin was also found to be a remarkably good substrate for the Saccharomyces cerevisiae multidrug efflux pump encoded by PDR5 [1].
Aureobasidin A and rustmicin, two potent inhibitors of fungal IPC synthase, inhibited enzyme activity in bean microsomes with values for IC(50) of 0.4-0.8 and 16-20 nM, respectively [3].
As a first step towards understanding the importance and mechanism of IPC synthesis in T. cruzi, we investigated the effects of rustmicin and aureobasidin A on the proliferation of different life-cycle stages of the parasite [4].
Unlike the Saccharomyces cerevisiae IPC synthase, the T. cruzi enzyme is stimulated by Triton X-100 but not by bivalent cations, CHAPS or fatty-acid-free BSA, and it is not inhibited by rustmicin or aureobasidin A, or the two in combination [4].

References

Rustmicin, a potent antifungal agent, inhibits sphingolipid synthesis at inositol phosphoceramide synthase. Mandala, S.M., Thornton, R.A., Milligan, J., Rosenbach, M., Garcia-Calvo, M., Bull, H.G., Harris, G., Abruzzo, G.K., Flattery, A.M., Gill, C.J., Bartizal, K., Dreikorn, S., Kurtz, M.B. J. Biol. Chem. (1998) [Pubmed]
Fermentation studies of rustmicin production by a Micromonospora sp. Sigmund, J.M., Hirsch, C.F. J. Antibiot. (1998) [Pubmed]
Complex sphingolipid synthesis in plants: characterization of inositolphosphorylceramide synthase activity in bean microsomes. Bromley, P.E., Li, Y.O., Murphy, S.M., Sumner, C.M., Lynch, D.V. Arch. Biochem. Biophys. (2003) [Pubmed]
Characterization of the inositol phosphorylceramide synthase activity from Trypanosoma cruzi. Figueiredo, J.M., Dias, W.B., Mendonça-Previato, L., Previato, J.O., Heise, N. Biochem. J. (2005) [Pubmed]

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