An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available from the CCDC and typically includes 3D coordinates, cell parameters, space group, experimental conditions and quality measures.
Due to a poor clinical predictive power of 2D cell cultures, standard tool for in vitro assays in drug discovery process, there is increasing interest in developing 3D in vitro cell cultures, biologically relevant assay feasible for the development of robust preclinical anti-cancer drug screening platforms. Herein, we tested amidino-substituted benzimidazoles and benzimidazo[1,2-a]quinolines as a small platform for comparison of antitumor activity in 2D and 3D cell culture systems and correlation with structure-activity relationship. 3D cell culture method was applied on a human cancer breast (SK-BR-3, MDA-MB-231, T-47D) and pancreatic cancer cells (MIA PaCa-2, PANC-1). Results obtained in 2D and 3D models were highly comparable, but in some cases we have observed significant disagreement indicating that some prominent compounds can be discarded in early phase of researching because of compounds with false positive result. To confirm which of cell culture systems is more accurate, in vivo profiling is needed.
The syntheses of novel adamantane thialactones 5-12 are reported, and the results of the heavy- and transition-metal cation extraction experiments are described. The results are compared with those obtained with similar thiamacrocyclic ligands that have flexible chains of methylene groups incorporated into the macrocyclic framework as in 13-20. The results show that most of the hosts studied are very good in complexing the Ag(+) ion. The formation of complexes has also been demonstrated using NMR titration experiments for macrocycles 13 and 14 with AgTFA. Introduction of a single polycyclic molecule into the 15- to 18-membered rings increases the rigidity and preorganizes the ligand for complexation. However, two adamantane molecules embedded in the ring usually diminish the complexing ability of the ligand, primarily due to sterical effects of the bulky adamantane moiety that obstructs formation of an optimal geometry for binding the desired metal ion. The structures of macrocycles 5, 7, 9, 11, and 19 were determined by X-ray structure analysis, and their conformational properties are discussed. In the solid state, 7, 11, and 19 are organized into tubular fashion using C-H...O interactions. Also, two silver complexes with thialactone 13, Ag13 and Ag(13)(2), were prepared and characterized. The structure analysis of Ag13 and Ag(13)(2) reveals the formation of mononuclear and binuclear species with silver in ambivalent, tetrahedral coordination via sulfur and oxygen from trifluoroacetate anion.
An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available from the CCDC and typically includes 3D coordinates, cell parameters, space group, experimental conditions and quality measures.
An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available from the CCDC and typically includes 3D coordinates, cell parameters, space group, experimental conditions and quality measures.
An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available from the CCDC and typically includes 3D coordinates, cell parameters, space group, experimental conditions and quality measures.
Abstract Two one‐pot methods, sequential and tandem, for the preparation of N ′‐substituted 2‐imino‐1,3‐oxazolidines from the vicinal ( sec ‐ or tert )‐amino alcohol of desosamine via intermediary alkyl‐, aryl‐, heteroaryl‐, and heteroalkyl‐thiourea moieties are described. Particularly interesting is the novel one‐pot tandem reaction of the vicinal tert ‐amino alcohol that involves dealkylation, thiourea formation, and a final cyclization to yield 2‐imino‐1,3‐oxazolidine structures. The yields of both one‐pot methods are comparable to the yield of the sequential reaction. A small library of a new class of desosamine‐modified 14‐ and 15‐membered macrolides was prepared to demonstrate the variety of substituents that can be easily introduced and thus enable a huge variation of the physicochemical and hence biological properties of these new molecules.
An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available from the CCDC and typically includes 3D coordinates, cell parameters, space group, experimental conditions and quality measures.
A series of variously substituted furochromenes, hemiacetals 2, acetals 3, and rearranged compounds 4, were synthesized from variously substituted 4-hydroxycoumarins and evaluated in several in vitro assays, inhibition of mast cell degranulation induced by the activation of Fcε receptor type I or calcium ionophore and leukotriene B 4 (LTB 4 ) inhibition.The most active derivatives, 3p and 4p (8-iso-propyl substitution in coumarin ring) and 3r (5-methyl-8-chloro substitution), showed significant inhibition of mast cell degranulation (Fctriggered) and LTB 4 , and exhibited significant local anti-inflammatory activity in PMA induced ear edema in CD1 mice, with potency equal (compounds 3p and 4p) or better (compound 3r) in comparison with zileuton, a reference drug used.It might be a promising direction for developing novel drugs as potential agents for the treatment of allergies and other inflammatory diseases.(