80228-36-0Relevant academic research and scientific papers
Pyrazole appended quinoline-BODIPY based arene ruthenium complexes: their anticancer activity and potential applications in cellular imaging
Paitandi, Rajendra Prasad,Sharma, Vinay,Singh, Vishwa Deepak,Dwivedi, Bhupendra Kumar,Mobin, Shaikh M.,Pandey, Daya Shankar
, p. 17500 - 17514 (2019/01/03)
Synthesis of an entirely new series of arene ruthenium complexes [Ru(η6-C6H6)(L1)Cl]PF6, (1), [Ru(η6-C10H14)(L1)Cl]PF6 (2), [Ru(η6-C6H6)(L2)Cl]PF6 (3) and [Ru(η6-C10H14)(L2)Cl]PF6 (4) involving 5-[2-(1H-pyrazol-1-yl)quinoline]-BODIPY (L1) and 5-[6-methoxy-2-(1H-pyrazol-1-yl)quinoline]-BODIPY (L2) was described. The ligands and complexes were thoroughly characterized by various physicochemical techniques and the structures of L1, 1 and 4 were determined by X-ray single crystal analyses. Photo-/ and electrochemical property, DNA binding, cytotoxicity, cellular uptake and apoptotic studies on 1-4 were performed by various methods, while singlet oxygen-mediated cytotoxicity via photo-irradiation by visible light was supported by 1,3-diphenylisobenzofuran titration studies. Binding of the complexes in the minor groove of CT-DNA via van der Waals forces and electrostatic interactions was affirmed by molecular docking studies. In vitro antiproliferative activity and photocytotoxicity of 1-4 were examined against the human cervical cancer cell line (HeLa) which clearly showed that these are extremely photocytotoxic under visible light (400-700 nm, 10 J cm?2; IC50 49.15, 1; 25.18, 2; 15.85, 3; 12.87, 4), less toxic in the dark (IC50 > 100 μM) and preferentially accumulate in the lysosome of the HeLa cells. Further, these complexes behave as a potential theranostic agent and their ability to kill cancer cells under visible light lies in the order 4 > 3 > 2 > 1.
PYRIMIDINE DERIVATIVES AS PGE2 RECEPTOR MODULATORS
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, (2018/12/13)
The present invention relates to pyrimidine derivatives of formula (I) wherein (R1)n, R3, R4a, R4b, R5a, R5b and Ar1 are as described in the description and their use in the treatment of cancer by modulating an immune response comprising a reactivation of the immune system in the tumor. The invention further relates to novel benzofurane and benzothiophene derivatives of formula (II) and their use as pharmaceuticals, to their preparation, to pharmaceutically acceptable salts thereof, and to their use as pharmaceuticals, to pharmaceutical compositions containing one or more compounds of formula (I), and especially to their use as modulators of the prostaglandin 2 receptors EP2 and/or EP4.
Keto-Enol Tautomerism in the Thiophene Analogues of Naphthacen-5-one
Lindley, William A.,MacDowell, Denis W.H.
, p. 705 - 709 (2007/10/02)
A study of the synthesis and keto-enol tautomerism in a naphtho and several anthrathiophene systems was undertaken with the objective of determining the structural features which influence the position of equilibrium in these fused systems.Thus 4,11-dihydroanthrathiophen-4-one (3) and 4,11-dihydroanthrathiophen-11-one (4) were synthesized and studied spectroscopically.Difficulties in the attempted synthesis of 4,11-dihydroanthrathiophen-4-one (5) prompted the synthesis of 1,3-dimethyl-4,11-dihydroanthrathiophen-4-one (6).This modificationnecessitated the synthesis of 1,3-dimethyl-4,9-dihydronaphthothiophen-4-one (7) so that comparisons with the naphtothiophene system could be made.It was found that the c-fused ketones 6 and 7 gave no evidence of the presence of enolic material when their NMR spectra were studied in CDCl3 or Me2SO-d6.A solution of 3 in CDCl3 or CDCl3-CF3CO2H gave no NMR spectroscopic evidence of enolic material on standing.In Me2SO-d6 only enolic material appeared to be present.In the case of 4 a freshly prepared solution in CDCl3 showed only keto form, but when the solution was allowed to stand for 96 h, the NMR spectrum of the solution showed a 33percent enol content.In CDCl3-CF3CO2H at equilibrium a 39percent enol content was observed.It is concluded that in these systems c fusion of a thiophene ring predisposes the compound to exist exclusively in the keto forms (6k, 7k) since this avoids the intermediacy of the unstable anthra- and naphthothiophenes. b fusion of a thiophene ring permits varying amounts of enol in the cases of 3 and 4, depending on the solvent.
