77716-15-5Relevant articles and documents
Highly efficient synthesis of DNA-binding polyamides using a convergent fragment-based approach
Fallows, Andrew J.,Singh, Ishwar,Dondi, Ruggero,Cullis, Paul M.,Burley, Glenn A.
supporting information, p. 4654 - 4657 (2015/01/08)
Two advances in the synthesis of hairpin pyrrole-imidazole polyamides (PAs) are described. First, the application of a convergent synthetic strategy is shown, involving the Boc-based solid phase synthesis of a C-terminal fragment and the solution phase synthesis of the N-terminal fragment. Second a new hybrid resin is developed that allows for the preparation of hairpin PAs lacking a C-terminal β-alanine tail. Both methods are compatible with a range of coupling reagents and provide a facile, modular route to prepare PA libraries in high yield and crude purity.
Proximicins A, B, and C - Antitumor furan analogues of netropsin from the marine actinomycete Verrucosispora induce upregulation of p53 and the cyclin kinase inhibitor p21
Schneider, Kathrin,Keller, Simone,Wolter, Falko E.,Roeglin, Lars,Beil, Winfried,Seitz, Oliver,Nicholson, Graeme,Bruntner, Christina,Riedlinger, Julia,Fiedler, Hans-Peter,Suessmuth, Roderich D.
supporting information; experimental part, p. 3258 - 3261 (2009/02/08)
Drugs from the sea: Three new netropsin-type antibiotics (1-3) with a hitherto unknown furan core structure have been isolated from marine actinomycete strains and their structures elucidated by means of mass spectrometry and 2D NMR spectroscopy. The compounds show antitumor activity and, in contrast to netropsin, they induce upregulation of p53 and the cyclin kinase inhibitor p21. (Chemical Equation Presented)
Design, synthesis, DNA binding, and biological activity of a series of DNA minor-groove-binding intercalating drugs
Bailly,Pommery,Houssin,Henichart
, p. 910 - 917 (2007/10/02)
A group of pseudopeptides, molecular combination of the natural antitumor agents distamycin or netropsin and the anilinoacridine chromophore (which is related to the synthetic antileukemic drug amsacrine) has been synthesized. Their DNA binding properties were determined and discussed in terms of their structural differences and in relation to their observed base-dependent binding. Binding data are consistent with a model in which the acridine nucleus occupies an intercalation site and the netropsin or distamycin residue resides in the DNA minor groove. Cytostatic and cytotoxic activities against a murine cell line are reported, as well as significant differences in the inhibition of DNA synthesis.
