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  • An Unprecedented Blue Chromophore Found in Nature using a “Chemistry First” and Molecular Networking Approach: Discovery of Dactylocyanines A–H

    Author(s)
    Bonneau, Natacha
    Chen, Guanming
    Lachkar, David
    Boufridi, Asmaa
    Gallard, Jean-Francois
    Retailleau, Pascal
    Petek, Sylvain
    Debitus, Cecile
    Evanno, Laurent
    Beniddir, Mehdi A
    Poupon, Erwan
    Griffith University Author(s)
    Boufridi, Asmaa
    Year published
    2017
    Metadata
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    Abstract
    Guided by a “chemistry first” approach using molecular networking, eight new bright-blue colored natural compounds, namely dactylocyanines A–H (3–10), were isolated from the Polynesian marine sponge Dactylospongia metachromia. Starting from ilimaquinone (1), an hemisynthetic phishing probe (2) was prepared for annotating and matching structurally related natural substances in D. metachromia crude extract network. This strategy allowed characterizing for the first time in Nature the blue zwitterionic quinonoid chromophore. The solvatochromic properties of the latter are reported.Guided by a “chemistry first” approach using molecular networking, eight new bright-blue colored natural compounds, namely dactylocyanines A–H (3–10), were isolated from the Polynesian marine sponge Dactylospongia metachromia. Starting from ilimaquinone (1), an hemisynthetic phishing probe (2) was prepared for annotating and matching structurally related natural substances in D. metachromia crude extract network. This strategy allowed characterizing for the first time in Nature the blue zwitterionic quinonoid chromophore. The solvatochromic properties of the latter are reported.
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    Journal Title
    Chemistry: A European Journal
    Volume
    23
    Issue
    58
    DOI
    https://doi.org/10.1002/chem.201702336
    Subject
    Chemical sciences
    Other chemical sciences not elsewhere classified
    Publication URI
    http://hdl.handle.net/10072/356126
    Collection
    • Journal articles

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