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Design and Synthesis of 2,2′‐Diindolylmethanes to Selectively Target Certain G‐Quadruplex DNA Structures
Author(s) -
Livendahl Madeleine,
Jamroskovic Jan,
Ivanova Svetlana,
Demirel Peter,
Sabouri Nasim,
Chorell Erik
Publication year - 2016
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.201602416
Subject(s) - g quadruplex , combinatorial chemistry , chemistry , dna , selectivity , condensation , stereochemistry , nanotechnology , materials science , biochemistry , physics , catalysis , thermodynamics
G‐quadruplex (G4) structures carry vital biological functions, and compounds that selectively target certain G4 structures have both therapeutic potential and value as research tools. Along this line, 2,2′‐diindolylmethanes have been designed and synthesized in this work based on the condensation of 3,6‐ or 3,7‐disubstituted indoles with aldehydes. The developed class of compounds efficiently stabilizes G4 structures without inducing conformational changes in such structures. Furthermore, the 2,2′‐diindolylmethanes target certain G4 structures more efficiently than others and this G4 selectivity can be altered by chemical modifications of the compounds.