9 research outputs found
1-[1,4-Bis(but-3-en-1-yloxy)]-2,3,4,5-(1,4-dimethoxy)pillar[5]arene–1,4-dibromobutane 1:1 inclusion complex
In the title compound, C51H58O10·C4H8Br2, both the host and guest are completed by crystallographic twofold symmetry (one carbon atom of the host lies on the rotation axis). The pentagonal-shaped macrocycle has a pair of buteneoxy substituents on one of its faces and one molecule of 1,4-dibromobutane is encapsulated within the cavity of the pillararene, forming a 1:1 inclusion complex. The terminal alkene parts, which project outwards from the pillararene ring, exhibit positional disorder over two sets of sites in a 0.52 (2): 0.48 (2) ratio. The host and guest interact via C—H...O, C—H...Br and C—H...π interactions and adjacent host molecules interact via C—H...O and C—H...π bonds
Crystal structure and supramolecular features of a bis-urea-functionalized pillar[5]arene
The crystal structure of a bis-urea derivative based on A1/A2-functionalized pillar[5]arene (DUP) that encapsulates dimethyl formamide (DMF) inside the macrocyclic cavity is reported. The crystal structure of DUP·DMF, C63H70N4O12·C3H7NO, reveals that out of two urea functionalized spacers, one arm is oriented above the macrocyclic cavity with strong hydrogen-bonding interactions between the urea H atoms and DMF guest, whereas, the other arm is positioned away from the macrocycle, leading to intermolecular hydrogen-bonding interactions between the urea H atoms of two adjacent pillar[5]arene macrocycles, resulting in the formation of a supramolecular dimer
Review Molecular Assemblies of Porphyrins and Macrocyclic Receptors: Recent Developments in Their Synthesis and Applications
molecule
Encapsulated dichloroethane-mediated interlocked supramolecular polymeric assembly of A1/A2-dihydroxy-octyloxy pillar[5]arene 1,2-dichloroethane monosolvate
Crystals of 1-(1,4-dihydroxy)-2,3,4,5-(1,4-dioctyloxy)-pillar[5]arene, C99H158O10·C2H4Cl2, were grown from a 1,2-dicholoroethane/n-hexane solvent system. In the crystal, the encapsulated 1,2-dichloroethane solvent is stabilized by C—H...π interactions and mediates the formation of an interlocked supramolecular polymer via C—H...Cl interactions
ISOLATION OF BIOACTIVE COMPOUNDS FROM CENTAUREA AEGYPTIACA
Objective: In a previous study, Centaurea aegyptiaca ethanol and ethyl acetate extracts showed potent cytotoxic effects against laryngeal (HEP2) and hepatic (HEPG2) carcinoma cell lines. Additionally, two novel compounds were isolated and identified. The aim of this study is to continue isolating and identifying another compound (s) that may, also, be responsible for this potent biological activity.Methods: C. aegyptiaca dried aerial parts were extracted with ethanol and ethyl acetate. Both extracts were chromatographed separately to afford seven guaianolides that were identified using different spectroscopic methods. Moreover, compounds 1-7 were evaluated for their cytotoxicity (IC50, µM) against HEP2 and HEPG2 cells in comparison to the normal fibroblasts (BHK) using sulforhodamine B assay. Doxorubicin was used as a positive control.Results: Seven sesquiterpene lactones, centaurepensin, also known as chlorohyssopifolin A (1), 8α-hydroxy-11α, 13-dihydrozaluzanin C (2), chlorohyssopifolin B (3), desacylcynaropicrin (4), chlorohyssopifolin C, acroptilin (5), subluteolide (6), and solstitiolide (7) were isolated from C. aegyptiaca extracts and identified. This is the first report on the occurrence of 2, 4, 5 and 6 in C. aegyptiaca. Compounds 1-4 and 6 exhibited selective cytotoxic effects against HEP2 and HEPG2 cells. However, compounds 1 and 7 showed the highest activities against HEP2 with IC50 values of 10.6±0.02 and 10.9±0.03 µM, respectively. Moreover, compound 3 was the most potent one against HEPG2 cells with IC50value of 13.8±0.05 µM.Conclusions: Chemical investigation of C. aegyptiaca ethanol and ethyl acetate extracts led to the isolation and identification of seven guaianolides. These compounds exhibited good cytotoxic activities against HEP2 and HEPG2 cell lines
Constitutional Isomers of Pentahydroxy-Functionalized Pillar[5]arenes: Synthesis, Characterization, and Crystal Structures
We herein report the preparation
of constitutional isomers of pentahydroxy-functionalized
pillar[5]Âarenes via the deprotection of their benzylated derivatives
by catalytic hydrogenation. The structures of the obtained isomers
were then established using single crystal X-ray diffraction. We also
found that the yield distribution of the different constitutional
isomers was dependent on the nature of the substitution, as revealed
by HPLC analysis of the crude mixture. Finally, further characterization
of the separated constitutional isomers indicated that they possess
different melting points, NMR spectra, crystal structures, and stacking
patterns in the solid state