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

丹尼金和丹尼吡咯,来自 Dactylia sp. 海洋海绵的芳基吡咯生物碱

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作者:Unwoo Kang, Laura K Cartner, Dongdong Wang, Chang-Kwon Kim, Cheryl L Thomas, Girma M Woldemichael, Berkley E Gryder, John F Shern, Javed Khan, Cristiana Castello-Branco, Edward C Sherer, Xiao Wang, Erik L Regalado, Kirk R Gustafson

Abstract

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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