Solid-phase synthesis of symmetrical 3,6-bispeptide-acridone conjugates.
[reaction: see text] A novel high-yielding method for the solid-phase synthesis of 3,6-bispeptide-acridone conjugates is reported. It involves initial coupling of bifunctionalized acridone to a resin-bound peptide followed by an on-bead site-site reaction to couple the second peptide. This method leads to clean symmetrical bispeptide derivatives and appears to be general. This strategy will enable the generation of a library of 3,6-bispeptide-acridones to be screened for selective binding to telomeric G-quadruplex DNA.
Ladame
Sylvain
S
University Chemical Laboratory, University of Cambridge, Lensfield Road, Cambridge CB2 1EW, UK.
Harrison
R John
RJ
Neidle
Stephen
S
Balasubramanian
Shankar
S
D000166:Acridines / Q000138:chemical synthesis* / Q000737:chemistry; D054831:Acridones; D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry; D020650:Combinatorial Chemistry Techniques / Q000379:methods*; D004247:DNA / Q000037:antagonists & inhibitors; D004151:Dipeptides / Q000138:chemical synthesis* / Q000737:chemistry; D015195:Drug Design; D054856:G-Quadruplexes; D008024:Ligands; D018716:Molecular Mimicry; D019151:Peptide Library; D016615:Telomere / Q000737:chemistry
D000166:Acridines; D054831:Acridones; D000970:Antineoplastic Agents; D004151:Dipeptides; D008024:Ligands; D019151:Peptide Library; C041300:acridone; D004247:DNA