Analogs for the specific iron-binding site in the transferrins: molecular structure of a ternary iron(III) model complex and spectroscopic, redox and reactivity properties of related compounds

1990 ◽  
Vol 29 (18) ◽  
pp. 3425-3433 ◽  
Author(s):  
Michael R. McDevitt ◽  
Anthony W. Addison ◽  
Ekkehard Sinn ◽  
Laurence K. Thompson
Keyword(s):  
Molecular Structure ◽  
Binding Site ◽  
Iron Binding ◽  
Model Complex ◽  
Related Compounds

Crystal and molecular structure of B,B-bis(p-tolyl)boroxazolidine and the orthorhombic form of B,B-diphenylboroxazolidine

1976 ◽  
Vol 54 (20) ◽  
pp. 3130-3141 ◽  
Author(s):  
Steven J. Rettig ◽  
James Trotter
Keyword(s):  
Molecular Structure ◽  
Statistical Analysis ◽  
Hydrogen Bonds ◽  
Crystal And Molecular Structure ◽  
Direct Methods ◽  
Length Variation ◽  
Full Matrix ◽  
Space Group ◽  
Phenyl Rings ◽  
Related Compounds

Crystals of B,B-bis(p-tolyl)boroxazolidine, 1c, are trigonal, a = 25.1028(9), c = 12.4184(7) Å, Z = 18, space group [Formula: see text]. And crystals of B,B-diphenylboroxazolidine, 1a, are orthorhombic, a = 17.6420(4), b = 14.2527(3), c = 10.205(1) Å, Z = 8, space group Pbca. Both structures were solved by direct methods and were refined by full-matrix least-squares procedures to final R values of 0.057 and 0.040 for 2230 and 1828 reflections with I ≥ 3σ(I) respectively. Both molecules have structures similar to related compounds and feature intermolecular N—H … O hydrogen bonds (N … O = 2.982(2) for 1c and 2.896(2) Å for 1a). Bond lengths are: for 1c; O—C, 1.413(3), O—B, 1.478(3), N—C, 1.488(3), N—B, 1.657(3), C(sp3)—C(sp3), 1.501(4), B—C, 1.616(3) and 1.623(3), mean C—C(ar), 1.395, N—H, 0.93(2) and 0.94(2), mean C(sp3)—H, 1.00, and mean C(ar)—H, 1.00 Å; for 1a; O—C, 1.409(2), O—B, 1.476(2), N—C, 1.489(2), N—B, 1.655(2), C(sp3)—C(sp3), 1.507(3), B—C, 1.613(2) and 1.620(2), mean C—C(ar), 1.391, N—H, 0.93(2) and 0.92(2), mean C(sp3)—H, 1.00, and mean C(ar)—H, 0.98 Å. A statistical analysis of the phenyl C—C distances in compounds 1a, 1b, and 1c has provided an example of statistically significant substituent-induced bond length variation in the phenyl rings.

scholarly journals Modeling the Antileukemia Activity of Ellipticine-Related Compounds: QSAR and Molecular Docking Study

Molecules ◽  
2019 ◽  
Vol 25 (1) ◽  
pp. 24 ◽  
Author(s):  
Edgar Márquez ◽  
José R. Mora ◽  
Virginia Flores-Morales ◽  
Daniel Insuasty ◽  
Luis Calle
Keyword(s):  
Molecular Structure ◽  
Binding Free Energy ◽  
Docking Study ◽  
Quantitative Structure Activity Relationship ◽  
Quantitative Structure ◽  
Molecular Docking Study ◽  
Modeling Simulation ◽  
Structure Activity ◽  
Related Compounds ◽  
Cancer Activity

The antileukemia cancer activity of organic compounds analogous to ellipticine representes a critical endpoint in the understanding of this dramatic disease. A molecular modeling simulation on a dataset of 23 compounds, all of which comply with Lipinski’s rules and have a structure analogous to ellipticine, was performed using the quantitative structure activity relationship (QSAR) technique, followed by a detailed docking study on three different proteins significantly involved in this disease (PDB IDs: SYK, PI3K and BTK). As a result, a model with only four descriptors (HOMO, softness, AC1RABAMBID, and TS1KFABMID) was found to be robust enough for prediction of the antileukemia activity of the compounds studied in this work, with an R2 of 0.899 and Q2 of 0.730. A favorable interaction between the compounds and their target proteins was found in all cases; in particular, compounds 9 and 22 showed high activity and binding free energy values of around −10 kcal/mol. Theses compounds were evaluated in detail based on their molecular structure, and some modifications are suggested herein to enhance their biological activity. In particular, compounds 22_1, 22_2, 9_1, and 9_2 are indicated as possible new, potent ellipticine derivatives to be synthesized and biologically tested.

Phencyclidine and related compounds evoke [3H]dopamine release from rat mesencephalic cell cultures by a mechanism independent of the phencyclidine receptor, sigma binding site, or dopamine uptake site

1990 ◽  
Vol 68 (9) ◽  
pp. 1200-1206 ◽  
Author(s):  
Howard Mount ◽  
Patricia Boksa ◽  
Isabelle Chaudieu ◽  
Rémi Quirion
Keyword(s):  
Binding Site ◽  
Cell Cultures ◽  
Dopamine Release ◽  
Channel Blocker ◽  
Dopamine Uptake ◽  
Gbr 12909 ◽  
Related Compounds ◽  
Sigma Ligand ◽  
Selective Dopamine ◽  
Mesencephalic Cells

At concentrations ≥100 μM, phencyclidine (PCP), N-(1-(2-thienyl)-cyclohexyl)piperidine (TCP), and MK-801 induced [3H]dopamine release from dissociated cell cultures of rat mesencephalon. This release was Ca2+ independent and tetrodotoxin insensitive. Tetrodotoxin (2 μM) itself had no effect on spontaneous release of [3H]dopamine. [3H]Dopamine release was induced by 1,3-di(2-tolyl)guanidine, a sigma ligand, and by 4-aminopyridine (1–3 mM), a K+ channel blocker. No stereoselectivity was observed for [3H]dopamine release evoked by the dioxadrol enantiomers, dexoxadrol, and levoxadrol, or by enantiomers of N-allylnormetazocine (SKF 10,047). The selective dopamine uptake inhibitor 1-(2-[bis(4-fluorophenyl)methoxy]ethyl)-4-(3-phenylpropyl)piperazine dihydrochloride (GBR 12909) did not affect spontaneous or TCP-evoked [3H]dopamine release. Together, these data suggest that the dopamine-releasing effects of PCP-like compounds on the mesencephalic cells were not mediated by actions at the PCP receptor or sigma binding site, Ca2+, or Na+ channels, or at the high affinity dopamine uptake site. It remains conceivable that blocking actions of PCP-like compounds at voltage-regulated K+ channels may at least partly explain the response. These results are discussed in comparison with findings in intact brain.Key words: dopamine, phencyclidine, cell culture, mesencephalon.

Tetranotriterpenoids and related compounds part 21.1 The crystal and molecular structure of a rearranged tetranortriterpenoid spiro-lactone from the bark of (meliaceae).

1979 ◽  
Vol 20 (11) ◽  
pp. 967-968 ◽  
Author(s):  
A. Forbes Cameron ◽  
Joseph D. Connolly ◽  
Abraham Maltz ◽  
David A.H. Taylor
Keyword(s):  
Molecular Structure ◽  
Crystal And Molecular Structure ◽  
Related Compounds

ChemInform Abstract: EVALUATION OF IRON(III) N,N′-ETHYLENEBIS((O-HYDROXYPHENYL)GLYCINATE) AS A MODEL FOR THE IRON BINDING SITE IN THE TRANSFERRINS. 2

1983 ◽  
Vol 14 (49) ◽  
Author(s):  
M. G. PATCH ◽  
K. P. SIMOLO ◽  
C. J. CARRANO
Keyword(s):  
Binding Site ◽  
Iron Binding

Evaluation of iron(III) N,N'-ethylenebis[(o-hydroxyphenyl)glycinate] as a model for the iron binding site in the transferrins. 2

1983 ◽  
Vol 22 (18) ◽  
pp. 2630-2634 ◽  
Author(s):  
Marianne G. Patch ◽  
Kenneth P. Simolo ◽  
Carl J. Carrano
Keyword(s):  
Binding Site ◽  
Iron Binding

Characterization of the iron binding site in human 5-lipoxygenase by EPR spectroscopy

1993 ◽  
Vol 51 (1-2) ◽  
pp. 177
Author(s):  
N.D. Chasteen ◽  
J.K. Grady ◽  
M.D. Percival ◽  
D. Riendeau
Keyword(s):  
Binding Site ◽  
Epr Spectroscopy ◽  
Iron Binding
Sign in / Sign up

Export Citation Format

Share Document