Herbicidin Congeners, Undecose Nucleosides from an Organic Extract of Streptomyces sp. L-9-10

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• 作者：Xingyun Chai ; Ui Joung Youn ; Dianqing Sun ; Jingqiu Dai ; Philip Williams ; Tamara P. Kondratyuk ; Robert P. Borris ; Julian Davies ; Ivan G. Villanueva ; John M. Pezzuto ; Leng Chee Chang
• 刊名：Journal of Natural Products
• 出版年：2014
• 出版时间：February 28, 2014
• 年：2014
• 卷：77
• 期：2
• 页码：227-233
• 全文大小：346K
• 年卷期：v.77,no.2(February 28, 2014)
• ISSN：1520-6025

文摘

Four new undecose nucleosides (herbicidin congeners), three known herbicidins, and 9-(尾-mallcaps">d-arabinofuranosyl)hypoxanthine (Ara-H) were isolated from the organic extract of a fermentation culture of Streptomyces sp. L-9-10 using proton NMR-guided fractionation. Their structures were elucidated on the basis of comprehensive 1D and 2D NMR and mass spectrometry analyses. These structures included 2鈥?O-demethylherbicidin F (1), 9鈥?deoxy-8鈥?8鈥?dihydroxyherbicidin B (2), 9鈥?deoxy-8鈥?oxoherbicidin B (2a), and the 8鈥?epimer of herbicidin B (3). This is the first detailed assignment of proton and carbon chemical shifts for herbicidins A, B, and F. The isolated compounds were evaluated for cancer chemopreventive potential based on inhibition of tumor necrosis factor alpha (TNF-伪)-induced nuclear factor-kappa B (NF-魏B) activity.