scholarly journals Fluorenone imidazolium salts as novel de Vries materials

RSC Advances ◽  
2020 ◽  
Vol 10 (40) ◽  
pp. 23999-24016
Author(s):  
Korinna Bader ◽  
Carsten Müller ◽  
Yann Molard ◽  
Angelika Baro ◽  
Philipp Ehni ◽  
...  

ILCs consisting of cationic head group–spacer–fluorenone central core–side chain show de Vries-like behaviour.

Molecules ◽  
2019 ◽  
Vol 24 (20) ◽  
pp. 3721
Author(s):  
Ignasi Verdaguer ◽  
Camila Zafra ◽  
Marcell Crispim ◽  
Rodrigo Sussmann ◽  
Emília Kimura ◽  
...  

Human parasitic protozoa cause a large number of diseases worldwide and, for some of these diseases, there are no effective treatments to date, and drug resistance has been observed. For these reasons, the discovery of new etiological treatments is necessary. In this sense, parasitic metabolic pathways that are absent in vertebrate hosts would be interesting research candidates for the identification of new drug targets. Most likely due to the protozoa variability, uncertain phylogenetic origin, endosymbiotic events, and evolutionary pressure for adaptation to adverse environments, a surprising variety of prenylquinones can be found within these organisms. These compounds are involved in essential metabolic reactions in organisms, for example, prevention of lipoperoxidation, participation in the mitochondrial respiratory chain or as enzymatic cofactors. This review will describe several prenylquinones that have been previously characterized in human pathogenic protozoa. Among all existing prenylquinones, this review is focused on ubiquinone, menaquinone, tocopherols, chlorobiumquinone, and thermoplasmaquinone. This review will also discuss the biosynthesis of prenylquinones, starting from the isoprenic side chains to the aromatic head group precursors. The isoprenic side chain biosynthesis maybe come from mevalonate or non-mevalonate pathways as well as leucine dependent pathways for isoprenoid biosynthesis. Finally, the isoprenic chains elongation and prenylquinone aromatic precursors origins from amino acid degradation or the shikimate pathway is reviewed. The phylogenetic distribution and what is known about the biological functions of these compounds among species will be described, as will the therapeutic strategies associated with prenylquinone metabolism in protozoan parasites.


1993 ◽  
Vol 48 (3-4) ◽  
pp. 174-178 ◽  
Author(s):  
Kazuhiko Satoh ◽  
Yasuhiro Kashino ◽  
Hiroyuki Koike

Abstract We have recently shown that binding affinities of benzoquinones can be estimated by two methods in photosystem (PS) II particles (K. Satoh et al., Biochim. Biophys. Acta 1102, 45-52 (1992)). Using these methods we calculated the binding affinity of thymoquinone (2-methyl-5-isopropyl-p-benzoquinone) to the QB site and studied how the quinone accepts electrons in oxygen-evolving PS II particles isolated from the thermophilic cyanobacteria, Synechococcus elongatus and S. vulcanus. The results are as follows: (1) The binding constant of thymoqui­ none to the QB site determined by several methods was around 0.33 mᴍ . (2) At low thymoquinone concentrations the quinone was supposed to accept electrons via QB-plastoquinone, whereas at high concentrations the quinone seemed to bind to the QB site and accept an electron directly from Q-A. Lower rates of photoreduction of the quinone at high concentrations were attributed to a slower turnover rate of the quinone at the QB site than that of endogenous plastoquinone. (3) A model for the function of plastoquinone at the QB site, which can explain all the results, was presented. According to this model, the plastoquinone molecule at the QB site is not replaced by another plastoquinone molecule. Instead, it transfers electrons to pool plastoquinone molecules by turning over its head group but remaining its long side chain bound to the PS II complexes.


1992 ◽  
Vol 7 (10) ◽  
pp. 2884-2893 ◽  
Author(s):  
I. Sushumna ◽  
R.K. Gupta ◽  
E. Ruckenstein

With the aim of identifying effective dispersants that would yield stable, high solids loading (≥60 vol.%) suspensions of oxides, carbides, or nitrides in nonaqueous carriers such as paraffinic oils, a number of dispersants were evaluated, using in most cases A16SG grade alumina from Alcoa as the filler. Among those evaluated were some common dispersants, such as menhaden fish oil and oleic acid, and commercial dispersants not commonly used in ceramic processing, such as polymeric fatty esters and petroleum sulfonates. More importantly, a few dispersants were synthesized and evaluated. The latter dispersants contained straight or cyclic (benzenic) side chains located far from the head group on 18 carbon main-chain fatty acid molecules. Among these, the dispersants with a 5–10 carbon side chain or with a benzenic side chain yielded very fluid suspensions (≥60 vol.%) compared to those with long polymeric or oligomeric side chains, or with no side chains, or the commercial dispersants; in some cases, for the same solid loading, the suspension viscosities were an order of magnitude lower with the synthesized side chain dispersants. These results indicate that molecules with an optimum side chain length located sufficiently far from the head group and an optimum backbone (main chain) constitute the most effective dispersants for concentrated suspensions. By combining the advantages provided by wider particle size distributions and by these effective dispersants, suspensions highly concentrated (up to 74 vol.%), and yet processable and “flowing” paste-like have been prepared.


2011 ◽  
Vol 360 (2) ◽  
pp. 565-573 ◽  
Author(s):  
Nipaphat Charoenthai ◽  
Thanutpon Pattanatornchai ◽  
Sumrit Wacharasindhu ◽  
Mongkol Sukwattanasinitt ◽  
Rakchart Traiphol

1994 ◽  
Vol 35 (4) ◽  
pp. 625-632
Author(s):  
C.C. Geilen ◽  
A. Haase ◽  
T. Wieder ◽  
D. Arndt ◽  
R. Zeisig ◽  
...  

1990 ◽  
Vol 45 (5) ◽  
pp. 379-387 ◽  
Author(s):  
John Bowyer ◽  
Mark Hilton ◽  
Julian Whitelegge ◽  
Philip Jewess ◽  
Patrick Camilleri ◽  
...  

Abstract A hypothetical molecular model of part of the D 1 protein of photosystem II, based on the analogous portion of the L subunit of the Rhodopseudomonas viridis reaction centre, has been used to study the binding of an extended hydrophobic phenylurea inhibitor (N,N-dimethyl-carbamoyl)4 -amino-4 ′-chloro-trans-stilbene) (I) to the QB site. The inhibitor was fitted by eye into a cleft in the site, and a limited part of the inhibitor/D 1 complex was energy minimized. The gross orientation of the inhibitor placed the dimethylurea moiety towards the predicted binding domain of the plastoquinone head group, and the stilbene moiety directed along the quinone isoprenoid side chain binding domain, suggesting a similar pathway of approach of the two molecules from the membrane into the binding site. Binding interactions of the inhibitor included hydrogen bonds to the side chain hydroxyl of ser 264 and the peptide carbonyl group of ala 251, with the side chain hydroxyl of ser 268 as an alternative ligand. Numerous hydrophobic contacts were also possible. Although phenylureas do not bind to reaction centres of Rp. viridis, many of the binding interactions to D1 could also be detected in Rp. viridis. However, the β-CH2 and δ-CO2-groups of glu 212 in Rp. viridis are located in the corresponding region of D1 occupied by the dimethylurea moiety of the inhibitor in our model of its binding to D 1. This may explain why diuron (DCMU) does not bind to Rp. viridis reaction centres.


2021 ◽  
Vol 20 (1) ◽  
Author(s):  
Zimeng Zhang ◽  
Linxia Liu ◽  
Chuan Liu ◽  
Yumei Sun ◽  
Dawei Zhang

AbstractVitamin K2 (menaquinone, MK) is an essential lipid-soluble vitamin with critical roles in blood coagulation and bone metabolism. Chemically, the term vitamin K2 encompasses a group of small molecules that contain a common naphthoquinone head group and a polyisoprenyl side chain of variable length. Among them, menaquinone-7 (MK-7) is the most potent form. Here, the biosynthetic pathways of vitamin K2 and different types of MK produced by microorganisms are briefly introduced. Further, we provide a new aspect of MK-7 production, which shares a common naphthoquinone ring and polyisoprene biosynthesis pathway, by analyzing strategies for expanding the product spectrum. We review the findings of metabolic engineering strategies targeting the shikimate pathway, polyisoprene pathway, and menaquinone pathway, as well as membrane engineering, which provide comprehensive insights for enhancing the yield of MK-7. Finally, the current limitations and perspectives of microbial menaquinone production are also discussed. This article provides in-depth information on metabolic engineering strategies for vitamin K2 production by expanding the product spectrum.


1987 ◽  
Vol 253 (5) ◽  
pp. C672-C678 ◽  
Author(s):  
E. R. Block ◽  
D. Edwards

To evaluate the effect of plasma membrane fluidity of lung endothelial cells on serotonin transport, porcine pulmonary artery endothelial cells were incubated for 3 h with either 0.1 mM cholesterol hemisuccinate, 0.1 mM cis-vaccenic acid, or vehicle (control), after which plasma membrane fluidity and serotonin transport were measured. Fluorescence spectroscopy was used to measure fluidity in the plasma membrane. Serotonin uptake was calculated from the disappearance of [14C]-serotonin from the culture medium. Cholesterol decreased fluidity in the subpolar head group and central and midacyl side-chain regions of the plasma membrane and decreased serotonin transport, whereas cis-vaccenic acid increased fluidity in the central and midacyl side-chain regions of the plasma membrane and also increased serotonin transport. Cis-vaccenic acid had no effect on fluidity in the subpolar head group region of the plasma membrane. These results provide evidence that the physical state of the central and midacyl chains within the pulmonary artery endothelial cell plasma membrane lipid bilayer modulates transmembrane transport of serotonin by these cells.


2019 ◽  
Vol 11 (23) ◽  
pp. 2989-3004 ◽  
Author(s):  
Xin Hao ◽  
Xiangyu Qin ◽  
Xin Zhang ◽  
Bing Ma ◽  
Gang Qi ◽  
...  

Aim: Targeting aldose reductase and oxidative stress with quinoxalin-2(1 H)-one derivatives having a 1-hydroxypyrazole head as the bioisosteric replacement of carboxylic acid. Methodology & results: Aldose reductase inhibition, selectivity and antioxidant potency of all the synthesized compounds were evaluated, and binding modes were studied by molecular docking. Most of the derivatives showed potent and selective aldose reductase inhibition, and among them 13d was the most active (IC50 = 0.107 μM), suggesting success of the bioisosteric strategy. Phenolic 3,4-dihydroxyl compound 13f showed strong antioxidant ability even comparable to that of the well-known antioxidant Trolox. Conclusion: The present study identified the excellent bioisostere of the 1-hydroxypyrazole head group along with phenolic hydroxyl and vinyl spacer in C3 side chain on constructing quinoxalinone-based multifunctional aldose reductase inhibitors.


2005 ◽  
Vol 32 (10) ◽  
pp. 1307-1316 ◽  
Author(s):  
L. Naji ◽  
R. Stannarius ◽  
S. Grande ◽  
M. Rössle ◽  
R. Zentel

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