Denigrins and Dactylpyrroles, Arylpyrrole Alkaloids from a Dactylia sp. Marine Sponge.

Denigrins and Dactylpyrroles, Arylpyrrole Alkaloids from a Dactylia sp. Marine Sponge.
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DOI:
10.1021/acs.jnatprod.0c01103
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发表时间:
2020-11-25
影响因子:
5.1
通讯作者:
Gustafson KR
Gustafson KR
中科院分区:
生物学2区
文献类型:
--
作者:
Kang U;Cartner LK;Wang D;Kim CK;Thomas CL;Woldemichael GM;Gryder BE;Shern JF;Khan J;Castello-Branco C;Sherer EC;Wang X;Regalado EL;Gustafson KR

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从一种海洋海绵Dactylia sp. nov.的提取物中分离得到7个新的芳基吡咯生物碱(1-7),其中沿着4个已知化合物,经核磁共振和质谱鉴定其结构。Denigrin D-G(1-4)在其核心结构中具有高度取代的吡咯或吡咯酮环,而dactylpyrrole A-C(5-7)具有三环菲核心。由于这些支架的质子缺乏性质,来自1H-15 N HMBC和LR-HSQMBC NMR实验的关键杂原子相关性用于denigrin D(1)的结构归属。Dictyodendrin F(8)是一种先前描述的共代谢物,可抑制致癌PAX 3-FOXO 1融合基因驱动的转录,IC 50值为13 μM。
Seven new arylpyrrole alkaloids (1–7), along with four known compounds, were isolated from an extract of a Dactylia sp. nov. marine sponge, and their structures were elucidated by interpretation of NMR and MS spectroscopic data. Denigrins D–G (1–4) have highly substituted pyrrole or pyrrolone rings in their core structures, while dactylpyrroles A–C (5–7) have tricyclic phenanthrene cores. Due to the proton-deficient nature of these scaffolds, key heteronuclear correlations from 1H–15N HMBC and LR-HSQMBC NMR experiments were used in the structure assignment of denigrin D (1). Dictyodendrin F (8), a previously described co-metabolite, inhibited transcription driven by the oncogenic PAX3-FOXO1 fusion gene with an IC50 value of 13 μM.
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期刊: Molecules (Basel, Switzerland)
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