Dash, Jyotirmayee; Nath Das, Rabindra; Hegde, Nagaratna; Pantos, G. Dan; Shirude, Pravin S.; Balasubramanian, Shankar published the artcile< Synthesis of Bis-indole Carboxamides as G-Quadruplex Stabilizing and Inducing Ligands>, Computed Properties of 120570-05-0, the main research area is bisindolecarboxamide preparation G quadruplex stabilizing inducing ligand structure activity.
The design and synthesis of a series of bis-indole carboxamides with varying amine containing side chains as G-quadruplex DNA stabilizing small mols. are reported. For example, reacting amines R4NH2 [R4 = Me2N(CH2)3, pyrrolidino, 1-methyl-2-pyrrolidinyl, etc.] with bisindole diacid I (R = OH), which was prepared in 3 steps from 1,3-diethynylbenzene and Me 4-amino-3-iodobenzoate, gave carboxamides I (R = NHR4) in good yield. Their interactions with quadruplexes have been evaluated by means of Foerster resonance energy transfer (FRET) melting anal., UV/Vis spectroscopy, CD spectroscopy and mol. modeling studies. FRET anal. indicates that these ligands exhibit significant selectivity for quadruplex over duplex DNA, and the position of the carboxamide side chains is of paramount importance in G-quadruplex stabilization. UV/Vis titration studies reveal that bis-indole ligands bind tightly to quadruplexes and show a three- to five-fold preference for c-kit2 over h-telo quadruplex DNA. CD studies revealed that bis-indole carboxamide with a central pyridine ring induces the formation of a single, antiparallel conformation of the h-telo quadruplex in the presence and absence of added salt. The chirality of h-telo quadruplex was transferred to the achiral ligand (induced CD) and the formation of a preferred atropisomer was observed
Chemistry – A European Journal published new progress about DNA Role: BSU (Biological Study, Unclassified), BIOL (Biological Study) (binding). 120570-05-0 belongs to class quinuclidine, and the molecular formula is C7H14N2, Computed Properties of 120570-05-0.
Referemce:
Quinuclidine – Wikipedia,
Quinuclidine | C7H13N | ChemSpider