4-[(2R,5S,6E)-2-hydroxy-5,7-dimethyl-4-oxo-nona-6,8-dienyl]piperidine- 2,6-dione

Definition

ChEBI: Streptimidone is a tetrahydropyridine.

Biological Activity

Streptimidone is a bacterial metabolite that has been found in Streptomyces and has diverse biological activities.1,2,3 It inhibits protein synthesis in a cell-free assay when used at a concentration of 50 μg/ml.2 Streptimidone (20 and 100 μg/disc) inhibits the growth of S. cerevisiae and the plant pathogenic fungus C. miyabeanus in a disc diffusion assay.1 It reduces tumor growth in H.S. No. 1 human sarcoma and H.Ep. No. 3 human epidermoid carcinoma rat xenograft models when administered at doses of 12.5 and 25 mg/kg per day.3

References

|1. Kondo, H., Oritani, T., and Kiyota, H. Synthesis and antifungal activity of the four stereoisomers of streptimidone, a glutarimide antibiotic from Streptomyces rimosus forma paromomycinus. Eur. J. Org. Chem. (20), 3459-3462 (2000).|2. Bennett, L.L., Ward, V.L., and Brockman, R.W. Inhibition of protein synthesis in vitro by cycloheximide and related glutarimide antibiotics. Biochim. Biophys. Acta. 103(3), 478-485 (1965).|3. Teller, M.N. Antibiotics in experimental cancer chemotherapy. Trans. N. Y. Acad. Sc. 24, 158-166 (1961).