51792-18-8Relevant academic research and scientific papers
Photophysics of aminoxanthone derivatives and their application as binding probes for DNA
Pace, Tamara C. S.,Monahan, Sarah L.,MacRae, Andrew I.,Kaila, Monica,Bohne, Cornelia
, p. 78 - 87 (2006)
Xanthones with amino substituents were synthesized to diminish the photoreactivity of the xanthone chromophore with DNA, with the objective of using these molecules to study their binding dynamics with DNA. The aminoxanthones showed a strong solvatochromic effect on their singlet and triplet excited-state photophysics, where polar solvents led to a decrease of the energies for the excited states. Quenching of the triplet excited states by nitrite anions was used to determine the binding dynamics, and a residence time in the microsecond time domain was estimated for the bound 2-aminoxanthone with DNA. The quenching experiments performed showed that this methodology will not be applicable to study the binding dynamics of a wide variety of guests with DNA.
Novel fluorescent probes for L-cysteine based on the xanthone skeleton
Grzelakowska, Aleksandra,Kolińska, Jolanta,Zak?os-Szyda, Ma?gorzata,Soko?owska, Jolanta
, (2020)
Two novel derivatives of xanthone (9H-xanthen-9-one, dibenzo-γ-pyrone) containing a maleimide moiety have been synthesized. Their properties were characterized by the combination of NMR, MS, electronic absorption and fluorescence spectroscopy. The reactiv
Innovative magnetic tri-layered nanocomposites based on polyxanthone triazole, polypyrrole and iron oxide: Synthesis, characterization and investigation of the biological activities
Hasantabar, Vahid,Lakouraj, Moslem Mansour,Nazarzadeh Zare, Ehsan,Mohseni, Mojtaba
, p. 70186 - 70196 (2015)
A magnetic multi-functional composite with a tri-layer core-shell-shell construction was successfully prepared by a combination process involving click reactions and emulsion polymerization. Firstly, magnetic polyxanthone triazole (PXT) was synthesized vi
A Green Nanopalladium-Supported Catalyst for the Microwave-Assisted Direct Synthesis of Xanthones
Diez, Alejandra S.,Gerbino, Darío C.,Mendioroz, Pamela,Steingruber, H. Sebastián
supporting information, p. 619 - 628 (2020/02/13)
We report an efficient, selective, rapid and eco-friendly protocol for the one-step synthesis of a small xanthone library via an intermolecular catalytic coupling from readily available salicylaldehydes and 1,2-dihaloarenes under ligand-free conditions. To achieve this advantageous direct annulation, we used a novel recoverable palladium nanocatalyst supported on a green biochar under microwave irradiation. Unlike other existing palladium-based approaches, our synthetic strategy showed a greater operational simplicity, drastic reduction in reaction times, and an excellent tolerance to diverse functional groups. The reaction proceeds in very good yields and with high regioselectivity. The novel heterogeneous catalyst can be recycled and reused up to four times without significant loss of activity.
Stereoselective Postassembly CH Oxidation of Self-Assembled Metal-Ligand Cage Complexes
Holloway, Lauren R.,Bogie, Paul M.,Lyon, Yana,Julian, Ryan R.,Hooley, Richard J.
supporting information, p. 11435 - 11442 (2017/09/25)
Self-assembled Fe-iminopyridine cage complexes containing doubly benzylic methylene units such as fluorene and xanthene can be selectively oxidized at the ligand backbone with tBuOOH, with no competitive oxidation observed at the metal centers. The self-assembled cage structure controls the reaction outcome, yielding oxidation products that are favored by the assembly, not by the reactants or functional groups. Whereas uncomplexed xanthene and fluorene control ligands are solely oxidized to the ketone equivalents with tBuOOH, the unfavorability of the self-assembled ketone cages forces the reaction to form the tbutyl peroxide and alcohol-containing oxidation products, respectively. In addition, the oxidation is diastereoselective, with only single isomers of the cage assemblies formed, despite the presence of as many as 10 stereocenters in the final product. The self-assembled structures exploit self-complementary hydrogen bonding and geometrical constraints to direct the postassembly reactions to outcomes not observed in free solution. This selectivity is reminiscent of the fine control of post-translational modification seen in biomacromolecules.
Synthesis and biological evaluation of disubstituted amidoxanthones as potential telomeric G-quadruplex DNA-binding and apoptosis-inducing agents
Shen, Rui,Chen, Yujiao,Li, Ziqian,Qi, Hui,Wang, Yitian
, p. 619 - 626 (2016/05/24)
A series of disubstituted xanthones was obtained by cationic modification of xanthone's C2 and C7 with amine groups of different pKa values. Modified structures by using moieties with high pKa values had good antitumor activity according to the MTT assay, AO/EB staining and flow cytometry assay, especially bis-dimethylamine derivative (5a). Further study indicated that compound 5a had good binding activity to telomeric G-quadruplex DNA, as detected by using spectroscopy methods, melting profiles, polymerase chain reaction stop assay and molecular modeling study. The results suggested that the antitumor activity of 5a might be associated with its stabilization of G-quadruplex DNA, which could be developed as new G-quadruplex DNA stabilizer and potent antitumor agents.
Rh-catalyzed direct synthesis of 2,2′-dihydroxybenzophenones and xanthones
Rao, Maddali L. N.,Ramakrishna, Boddu S.
, p. 75505 - 75511 (2016/08/24)
An efficient rhodium-catalyzed direct synthesis of 2,2′-dihydroxybenzophenones and xanthones was developed from functionalized salicylaldehydes. This approach provides an easy access to various functionalized 2,2′-dihydroxybenzophenone and xanthone core s
Synthesis and biological evaluation of biphenyl amides that modulate the US28 receptor
Kralj, Ana,Kurt, Elif,Tschammer, Nuska,Heinrich, Markus R.
, p. 151 - 168 (2014/01/17)
To prepare and biologically evaluate 38 new potential US28 allosteric modulators, we employed a straightforward synthetic route involving radical arylation. The study was based on a former lead structure but with the dihydroisoquinolinone moiety replaced by substituted biphenyls. The investigation of structure-activity relationships among the new biphenyl-derived ligands led to a preliminary pharmacophore model and the discovery of four promising candidates with full inverse agonist properties. Hit HCMV GPCRs ASAP! Employing a straightforward synthetic access involving radical arylation, 38 new potential US28 allosteric modulators were prepared and biologically evaluated. The investigation of structure-activity relationships among the new biphenyl-derived ligands led to a consistent model and the discovery of four promising candidates with full inverse agonist properties. Copyright
Synthesis and antimycobacterial activity of nitroxanthones. 1st Communication: Synthesis and differential scanning calorimetry analysis
Ibrom, Wolfgang G. A.,Frahm, August W.
, p. 662 - 667 (2007/10/03)
The syntheses of mono-, di-, tri- and tetranitroxanthones via intramolecular Friedel-Crafts acylation of nitrated 2-phenoxybenzoic acids as well as via selective stepwise nitration of xanthone and the nitroxanthones gained from the first route are describ
