Terfestatins B and C, New p-terphenyl Glycosides Produced by Streptomyces sp. RM-5-8
Terfestatins B (1) and C (2), new p-terphenyls bearing a novel unsaturated hexuronic acid (4-deoxy-α-l-threo-hex-4-enopyranuronate), a unique β-d-glycosyl ester of 5-isoprenylindole-3-carboxylate (3) and the same rare sugar, and two new hygromycin precursors, were characterized as metabolites of the coal mine fire isolate Streptomyces sp. RM-5–8. EtOH damage neuroprotection assays using rat hippocampal-derived primary cell cultures with 1, 2, 3 and echoside B (a terfestatin C-3′-β-d-glucuronide from Streptomyces sp. RM-5– 8) revealed 1 as potently neuroprotective, highlighting a new potential application of the terfestatin scaffold.
Wang X, Reynolds AR, Elshahawi SI, et al. Terfestatins B and C, new p-terphenyl glycosides produced by Streptomyces sp. RM-5-8. Org Lett. 2015;17(11):2796-2799. https://doi.org/10.1021/acs.orglett.5b01203
American Chemical Society