Monacycliones G-K and ent-Gephyromycin A, Angucycline Derivatives from the Marine-Derived Streptomyces sp. HDN15129

Monacycliones G-K and ent-Gephyromycin A, Angucycline Derivatives from the Marine-Derived Streptomyces sp. HDN15129
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DOI:
10.1021/acs.jnatprod.0c00684
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发表时间:
2020-09-25
影响因子:
5.1
通讯作者:
Li, Dehai
Li, Dehai
中科院分区:
生物学2区
文献类型:
--
作者:
Chang, Yimin;Xing, Li;Li, Dehai

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从海洋底泥来源的放线菌链霉菌中发现了6个新的绞股蓝环素衍生物,分别命名为莫纳环酮G-K(1-5)和土霉素A(6),以及3个已知的化合物(7-9)。全球天然产物社会(GNPS)分子网络指导下的HDN15129。通过广泛的核磁共振、MS和ECD分析,确定了包括绝对构型在内的结构。其中,莫那克利酮G(1)具有独特的骨架结构,其特征在于其核心连接到氨基脱氧糖萝卜胺上,而莫那克利酮H-J(2-4)则是具有S-甲基的天然绞股蓝环素的罕见例子。莫纳克利酮I和J(3和4)对多种人癌细胞具有细胞毒活性,IC50值在3.5~10mM之间。
Six new angucycline derivatives, named monacycliones G-K (1-5) and ent-gephyromycin A (6), as well as three known ones (7-9) were discovered from the marine sediment-derived actinomycete Streptomyces sp. HDN15129 guided by Global Natural Products Social (GNPS) molecular networking. Structures including absolute configurations were elucidated by extensive NMR, MS, and ECD analyses. Among them, monacyclione G (1) possesses a unique scaffold featuring a xanthone core linked to the aminodeoxysugar ossamine, and monacycliones H-J (2-4) are rare examples of natural angucyclines with an S-methyl group. Monacycliones I and J (3 and 4) showed cytotoxic activity against multiple human cancer cell lines, with IC50 values ranging from 3.5 to 10 mu M.