36107-02-5Relevant articles and documents
Structural Diversity in a New Series of Halogenated Quinolyl Salicylaldimides-Based FeIII Complexes Showing Solid-State Halogen-Bonding/Halogen···Halogen Interactions
Ashoka Sahadevan, Suchithra,Cadoni, Enzo,Monni, Noemi,Sáenz De Pipaón, Cristina,Galan Mascaros, José-Ramon,Abhervé, Alexandre,Avarvari, Narcis,Marchiò, Luciano,Arca, Massimiliano,Mercuri, Maria Laura
, p. 4187 - 4199 (2018/06/11)
A new series of tridentate N-8-quinolyl-salicylaldimine ligands, Hqsal-5,7-X2 [X = Cl(1), Br(2), I(3)], halo-substituted at the 5,7 position of the aminoquinoline moiety and their corresponding complexes with FeIII were synthesized and formulated as [Fe(qsal-5,7-X2)(NCS)(MeO)]2·solv. (X = Cl (1a), Br (2a), I (3a, solv = 1/2MeOH), [Fe4(qsal-5,7-X2)4(NCS)2(MeO)2]·solv. (X = Br (2b), I (3b; solv = 4CH2Cl2)) by single-crystal X-ray diffraction analysis. 1a and 2a are isostructural dimers where each FeIII metal ion, showing a distorted octahedral environment, is bound by a N,N,O tridentate (qsal-5,7-X2)- (X = Cl and Br) ligand, a N-coordinated SCN- anion, and a bridging methanolate anion. 2b and 3b are centrosymmetric tetramers where each FeIII is bound by three nitrogen atoms and three oxygen atoms derived from a tridentate (qsal-5,7-X2)- (X = Br and I), a SCN-, a bridging methanolate anion, and a bridging μ2-oxy moiety. In 3b, the iodine atoms dominate the packing interactions through the establishment of a halogen-bonding network. The magnetic behavior of 1a-3a dimers and 2b-3b tetramers indicate the presence of strong antiferromagnetic interactions between FeIII centers (S = 5/2), mediated by the alkoxy bridges. Experimental data can be modeled with an isotropic Hamiltonian, H = -2J(S1 · S2) for dimers (J = -15 cm-1) and H = -2J(S2 · S3) - 2J′(S1 · S2 + S3 · S4), for tetramers (J = -24 cm-1, J′ = -11 cm-1). The magnetic behavior of 1a-3a dimers indicates the presence of strong antiferromagnetic interactions between FeIII centers (S = 5/2), mediated by the alkoxy bridges. 2b and 3b show the same magnetic behavior since they contains analogous bridges between paramagnetic centers, but for a linear tetramer. Density functional theory (DFT) calculations, based on hybrid functional mPW1PW paralleled by the Def2SVP all-electron split-valence basis sets, support the experimental results, showing that monomers could possibly show a spin crossover (SCO) behavior, even though the formation of complexes with an even number of metal ions results in the strong antiferromagnetic interactions. Accordingly, broken symmetry DFT calculations carried out on 1a clearly show that the antiferromagnetic coupling of the two HS FeIII centers results in the lowest energy electron configuration of the complex.
A SAR study: Evaluation of bromo derivatives of 8-substituted quinolines as novel anticancer agents
?kten, Salih,?akmak, Osman,Tekin, ?aban,K?prülü, Tu?ba Kul
, p. 1415 - 1424 (2017/12/28)
Background: Brominated 8-hydroxy, 8-methoxy, 8-amino quinolines 5, 6, 8, 9 and novel cyano 8-hydroxyquinolines 11, 12 were evaluated in vitro for their anticancer effects on various cell lines. 5, 7-Dibromo- 5, 7-bromo- 6, 7-cyano- 11 and 5, 7-dicyano-12 8-hydroxyquinolines were shown to have strong antiproliferative activity against various tumor cell lines, including C6 (rat brain tumor), HeLa (human cervix carcinoma), and HT29 (human colon carcinoma) with IC50 values ranged from 6.7 to 25.6 μg/mL. Methods: A structure activity relationship (SAR) was conducted that quinoline core containing hydroxly group at C-8 positon led to more anti cancer potentials. Results: The results of Lactate Dehydrogenase (LDH) cytotoxic, DNA laddering and inhibition assays indicated that 5, 6, 11 and 12 have high cytotoxic effects and appototic potentials. Conclusion: Furthermore, 5 and 12 have inhibitory effects on relaxation of supercoiled plazmid DNA by supressed the Topoisomerase I enzyme. As a result, 5, 6, 11 and 12 may have promising anticancer drug potential and 5 and 12 may be novel topoisomerase inhibitors.
Synthesis and in vitro evaluation of leishmanicidal and trypanocidal activities of N-quinolin-8-yl-arylsulfonamides
da Silva, Luiz Everson,Joussef, Ant?nio Carlos,Pacheco, Letícia Kramer,da Silva, Daniela Gaspar,Steindel, Mário,Rebelo, Ricardo Andrade
, p. 7553 - 7560 (2008/03/28)
In the present paper 12 N-quinolin-8-yl-arylsulfonamides synthesized by coupling 8-aminoquinolines with various arylsulfonylchlorides were assayed in vitro against Leishmania amazonensis, Leishmania chagasi and Trypanosoma cruzi strains. This series of ne
