scholarly journals Physico-Chemical Properties of Cationic Derivatives of the Anti-Inflammatory Drug, , β-Glycyrrhizinic Acid

1999 ◽  
Vol 48 (11) ◽  
pp. 1281-1287,1322
Author(s):  
Toshinobu TOYOSHIMA ◽  
Seizo TAMAGAKI
Molecules ◽  
2019 ◽  
Vol 24 (22) ◽  
pp. 4097 ◽  
Author(s):  
Rebecca Borella ◽  
Luca Forti ◽  
Lara Gibellini ◽  
Anna De Gaetano ◽  
Sara De Biasi ◽  
...  

Triterpenoids are natural compounds synthesized by plants through cyclization of squalene, known for their weak anti-inflammatory activity. 2-cyano-3,12-dioxooleana-1,9(11)-dien-28-oic acid (CDDO), and its C28 modified derivative, methyl-ester (CDDO-Me, also known as bardoxolone methyl), are two synthetic derivatives of oleanolic acid, synthesized more than 20 years ago, in an attempt to enhance the anti-inflammatory behavior of the natural compound. These molecules have been extensively investigated for their strong ability to exert antiproliferative, antiangiogenic, and antimetastatic activities, and to induce apoptosis and differentiation in cancer cells. Here, we discuss the chemical properties of natural triterpenoids, the pathways of synthesis and the biological effects of CDDO and its derivative CDDO-Me. At nanomolar doses, CDDO and CDDO-Me have been shown to protect cells and tissues from oxidative stress by increasing the transcriptional activity of the nuclear factor (erythroid-derived 2)-like 2 (Nrf2). At doses higher than 100 nM, CDDO and CDDO-Me are able to modulate the differentiation of a variety of cell types, both tumor cell lines or primary culture cell, while at micromolar doses these compounds exert an anticancer effect in multiple manners; by inducing extrinsic or intrinsic apoptotic pathways, or autophagic cell death, by inhibiting telomerase activity, by disrupting mitochondrial functions through Lon protease inhibition, and by blocking the deubiquitylating enzyme USP7. CDDO-Me demonstrated its efficacy as anticancer drugs in different mouse models, and versus several types of cancer. Several clinical trials have been started in humans for evaluating CDDO-Me efficacy as anticancer and anti-inflammatory drug; despite promising results, significant increase in heart failure events represented an obstacle for the clinical use of CDDO-Me.


2020 ◽  
Vol 49 (20) ◽  
pp. 6566-6571 ◽  
Author(s):  
Daniela Lalli ◽  
Stefano Marchesi ◽  
Fabio Carniato ◽  
Chiara Bisio ◽  
Lorenzo Tei ◽  
...  

A combination of solid-state NMR and 1H-NMR relaxometric investigations has been employed to characterize the structure and physico-chemical properties of a novel synthetic saponite intercalated with Gd(iii) and Y(iii) chelates.


2019 ◽  
pp. 28-44
Author(s):  
V. V. Parchenko

Modern medicine and pharmacy has at its disposal highly efficient synthetic drugs. Large extent of these drugs accounted for derivatives of 1,2,4-triazole. The purpose of the work was an attempt to summarize the literature in recent years related to the methods of synthesis and study of physico-chemical properties 3-thio- and 3-thio-4-amino derivatives of 1,2,4-triazole. Studies national scientists in recent years indicates prospects of the search in this direction, since this class of organic compounds is interest not only to scientists pharmaceutical, medical and veterinary field, but also among researchers of engineering, metallurgical and agricultural areas. 1,2,4-triazole derivatives are also widely used in practice for optical materials, photosensitizers are used as coloring agents, antioxidants, additives for fuels and oils, some of which are widely used as corrosion inhibitors for controlling various pests in agriculture. In addition, 1,2,4-triazole derivatives belong to the class low toxic or essentially non-toxic substances. The presence of a growing number of publications about methods of synthesis, reactions, physico-chemical and biological properties of 1,2,4-triazole, inspires scientists around the world search for perspective molecules of substituted 1,2,4-triazole. It should be noted that in spite of a sufficient amount of information about the derivatives of 1,2,4-triazole, some issues related to the generalization of data in the literature synthesis presented insufficient.


2008 ◽  
Vol 59 (2) ◽  
pp. 216-219 ◽  
Author(s):  
Mihaela Dimitriu ◽  
Liliana-Mihaela Ivan ◽  
Dana-Ortansa Dorohoi

A series of structural and physico � chemical properties of some monosubstituted halogene � derivatives of benzene were analyzed by using HyperChem software package. The bond lengths, the angle between the covalent bonds, atomic charges, the symmetry class, the energies of the ground and excited states, the dipole moments, the polarizabilities, the wavelengths of the electronic transitions and the corresponding oscillator strengths have been obtained and correlated with experimental data published for the studied compounds. The computed molecular polarizability a is directly correlated with the measured halogene atomic electronegativity. A polynomial dependence of order two was evidenced between the valence vibration wavenumber of C-X bond, experimentally determined and the computed polarizability.


1993 ◽  
Vol 42 (2) ◽  
pp. 288-294 ◽  
Author(s):  
V. V. Davydov ◽  
V. L. Sokol ◽  
E. V. Balebanova ◽  
Yu. V. Shklyaev ◽  
S. V. Sergeev ◽  
...  

Author(s):  
Andrew Skorobogaty ◽  
Thomas D. Smith ◽  
Geoffrey Dougherty ◽  
John R. Pilbrow

2011 ◽  
Vol 66 (9) ◽  
pp. 953-960 ◽  
Author(s):  
Najim A. Al-Masoudi ◽  
Nadhir N. A. Jafar ◽  
Layla J. Abbas ◽  
Sadiq J. Baqir ◽  
Christophe Pannecouque

There is an urgent need for the design and development of new and safer drugs for the treatment of HIV infection, active against the currently resistant viral strains. New derivatives of the non-steroidal anti-inflammatory drug indomethacin bearing benzimidazoles, benzothiazole, purine and pyridine residues 8 - 13 were synthesized with the aim of developing new non-nucleoside reverse transcriptase inhibitors (NNRTIs).Alternatively, new imine analogs 16 - 20 were synthesized from condensation of indomethacinyl hydrazide 15, prepared from the ester 14, with various ketone precursors. Treatment of 15 with phenyl isothiocyanate or triethyl orthoformate afforded the phenylcarbonothioyl and the oxadiazole derivatives 21 and 22, respectively. The new compounds were assayed against HIV-1 and HIV-2 in MT-4 cells. Compounds 9 and 10 were the most active in inhibiting HIV-2 and HIV-1, respectively, with EC50 ≥ 17.60 μgmL−1 and > 1.15 μgmL−1 (therapeutic indexes (SI) of ≥ 3 and < 1, respectively), and are leading candidates for further development.


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