Premium
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 JeanFrançois,
Retailleau Pascal,
Petek Sylvain,
Debitus Cécile,
Evanno Laurent,
Beniddir Mehdi A.,
Poupon Erwan
Publication year - 2017
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201702336
Subject(s) - chromophore , solvatochromism , colored , chemistry , molecule , photochemistry , materials science , organic chemistry , composite material
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.