链霉菌RM-5-8产生的新型对三联苯糖苷类化合物——特弗他汀B和C
Terfestatins B and C, New p-Terphenyl Glycosides Produced by Streptomyces sp. RM-5-8.
作者信息
Wang Xiachang, Reynolds Anna R, Elshahawi Sherif I, Shaaban Khaled A, Ponomareva Larissa V, Saunders Meredith A, Elgumati Ibrahim S, Zhang Yinan, Copley Gregory C, Hower James C, Sunkara Manjula, Morris Andrew J, Kharel Madan K, Van Lanen Steven G, Prendergast Mark A, Thorson Jon S
机构信息
∥Center for Applied Energy Research, University of Kentucky, Lexington, Kentucky 40511, United States.
#School of Pharmacy, University of Maryland Eastern Shore, Princess Anne, Maryland 21853, United States.
出版信息
Org Lett. 2015 Jun 5;17(11):2796-9. doi: 10.1021/acs.orglett.5b01203. Epub 2015 May 11.
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.
特弗他汀B（1）和C（2）是新的对三联苯，带有一种新型不饱和己糖醛酸（4-脱氧-α-L-苏式-己-4-烯吡喃糖醛酸）、一种独特的5-异戊烯基吲哚-3-羧酸的β-D-糖基酯（3）以及相同的稀有糖，还有两种新的潮霉素前体，它们被鉴定为煤矿火灾分离株链霉菌RM-5-8的代谢产物。使用大鼠海马来源的原代细胞培养物进行的乙醇损伤神经保护试验，分别加入1、2、3和回声苷B（链霉菌RM-5-8产生的特弗他汀C-3'-β-D-葡萄糖醛酸苷），结果显示1具有强大的神经保护作用，突出了特弗他汀支架的一种新的潜在应用。
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