Terfestatins B and C, New p-terphenyl Glycosides Produced by Streptomyces sp. RM-5-8

Document Type

Article

Publication Date

5-11-2015

Abstract

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.

Comments

This article was originally published in Organic Letters, volume 17, issue 11, in 2015. https://doi.org/10.1021/acs.orglett.5b01203

Copyright

American Chemical Society

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