scholarly journals Phosphonopeptides containing free phosphonic groups: recent advances

RSC Advances ◽  
2020 ◽  
Vol 10 (43) ◽  
pp. 25898-25910 ◽  
Author(s):  
Paweł Kafarski
Keyword(s):  
Phosphonic Acid ◽  
Peptide Mimetics ◽  
Acid Moiety ◽  
Recent Advances ◽  
Physiologic Activity

Chemistry and physiologic activity of peptide mimetics containing phosphonic acid moiety in their structures was reviewed.

scholarly journals Determination of absolute configuration of the phosphonic acid moiety of fosfazinomycins

2013 ◽  
Vol 11 (42) ◽  
pp. 7420 ◽  
Author(s):  
Katharina Schiessl ◽  
Alexander Roller ◽  
Friedrich Hammerschmidt
Keyword(s):  
Absolute Configuration ◽  
Phosphonic Acid ◽  
Acid Moiety ◽  
Determination Of Absolute Configuration

Synthesis of self-doped polyaniline bearing phosphonic acid moiety via Pd-catalyzed phosphonation of poly(2-bromoaniline)

2018 ◽  
Vol 59 (18) ◽  
pp. 1715-1718 ◽  
Author(s):  
Toru Amaya ◽  
Tomohiro Hatai ◽  
Izumi Kurata ◽  
Toshikazu Hirao
Keyword(s):  
Phosphonic Acid ◽  
Acid Moiety ◽  
Doped Polyaniline

Bis(methylphosphonic Acid) Derivatives of 1,4,8,11-Tetraazacyclotetradecane (Cyclam). Synthesis, Crystal and Molecular Structures, and Solution Properties

2000 ◽  
Vol 65 (8) ◽  
pp. 1289-1316 ◽  
Author(s):  
Jan Kotek ◽  
Pavel Vojtíšek ◽  
Ivana Císařová ◽  
Petr Hermann ◽  
Petr Jurečka ◽  
...  
Keyword(s):  
Hydrogen Bonds ◽  
Phosphonic Acid ◽  
Activation Parameters ◽  
Molecular Structures ◽  
Methylphosphonic Acid ◽  
Diethyl Phosphite ◽  
Temperature Dependent ◽  
Acid Moiety ◽  
Intramolecular Hydrogen ◽  
Derivatives Of

Cyclam derivatives with methylphosphonic acid arms in position 1,8 and substituent R = H, Me, CH2Ph in positions 4 and 11 are synthesised by Mannich reaction of an appropriate cyclam derivative, formaldehyde and phosphonic acid/diethyl phosphite followed by removal of protecting benzyl groups from nitrogen atoms. Mono(methylphosphonic acid) derivative of cyclam can be obtained by a similar route. Crystal structures of four phosphonic acid derivatives show the same ring conformation and orientation pendants due to strong intramolecular hydrogen bonds between phosphonate oxygen atoms and protonated nitrogen atoms adjacent over ethylene chains. The hydrogen bonds are stable even in aqueous solution. Activation parameters for destabilisation of the conformation are estimated from temperature-dependent NMR measurement. The protonation constants determined confirm the expected high basicity of the compounds and its dependence on the nitrogen atom substituents. The enhanced basicity of the nitrogen atoms non-bonded to methylenephosphonic acid moiety, is explained by the presence of the strong hydrogen bonds.

Synthesis and photoelectrochemical properties of ruthenium bisterpyridine sensitizers functionalized with a thienyl phosphonic acid moiety

2007 ◽  
Vol 192 (1) ◽  
pp. 56-65 ◽  
Author(s):  
Coralie Houarner-Rassin ◽  
Frédérique Chaignon ◽  
Chunxing She ◽  
Dave Stockwell ◽  
Errol Blart ◽  
...  
Keyword(s):  
Phosphonic Acid ◽  
Photoelectrochemical Properties ◽  
Acid Moiety

Adsorption, Mobility, and Microbial Degradation of Glyphosate in the Soil

Weed Science ◽  
1975 ◽  
Vol 23 (3) ◽  
pp. 229-234 ◽  
Author(s):  
Paul Sprankle ◽  
W. F. Meggitt ◽  
Donald Penner
Keyword(s):  
Organic Matter ◽  
Microbial Degradation ◽  
Phosphonic Acid ◽  
Soil Type ◽  
Ethyl Cellulose ◽  
Bentonite Clay ◽  
Acid Moiety ◽  
Pka Values ◽  
Potentiometric Titrations ◽  
Adsorption Sites

Glyphosate [N-(phosphonomethyl)glycine] was readily bound to kaolinite, illite, and bentonite clay and to charcoal and muck but not to ethyl cellulose. Fe+++ and Al+++-saturated clays and organic matter adsorbed more glyphosate than Na+ or Ca+-saturated clays and organic matter. Glyphosate appears to be bound to the soil through the phosphonic acid moiety as phosphate in the soil competed with 14C-glyphosate for adsorption sites. Glyphosate mobility in the soil was very limited and was affected by pH, phosphate level, and soil type. The 14C-glyphosate was biodegraded in soil to 14CO2 possibly by co-metabolism. Potentiometric titrations of the compound gave pKa values of 2, 2.6, 5.6, and 10.6.

scholarly journals Novel nucleotide analogues bearing (1 H -1,2,3-triazol-4-yl)phosphonic acid moiety as inhibitors of Plasmodium and human 6-oxopurine phosphoribosyltransferases

Tetrahedron ◽  
2017 ◽  
Vol 73 (6) ◽  
pp. 692-702 ◽  
Author(s):  
Miloš Lukáč ◽  
Dana Hocková ◽  
Dianne T. Keough ◽  
Luke W. Guddat ◽  
Zlatko Janeba
Keyword(s):  
Phosphonic Acid ◽  
Acid Moiety ◽  
Nucleotide Analogues

scholarly journals Anticancer activity of new molecular hybrids combining 1,4-naphthalenedione motif with phosphonic acid moiety in hepatocellular carcinoma HepG2 cells.

1970 ◽  
Vol 64 (1) ◽  
Author(s):  
Angelika Długosz ◽  
Katarzyna Gach ◽  
Jacek Szymański ◽  
Jakub Modranka ◽  
Tomasz Janecki ◽  
...  
Keyword(s):  
Anticancer Activity ◽  
Phosphonic Acid ◽  
Anticancer Agents ◽  
Hepg2 Cells ◽  
Acid Moiety ◽  
Drug Candidates ◽  
Hybrid Molecules ◽  
Ic50 Values ◽  
Apoptosis Inducer ◽  
Molecular Hybrids

Structural motifs found in naturally occurring compounds are frequently used by researchers to develop novel synthetic drug candidates. Some of these new agents are hybrid molecules which are designed through a concept of combining more than one functional element. In this report, anticancer activity of new synthetic molecular hybrids, substituted 3-diethoxyphosphorylnaphtho[2,3-b]furan-4,9-diones and 3-diethoxyphosphorylbenzo[f]indole-4,9-diones, which integrate natural 1,4-naphtalenedione scaffold, present in several anticancer agents, with pharmacophoric phosphonate moiety, were tested against hepatocellular cell line HepG2. Cytotoxicity was examined using MTT assay. Two most potent compounds, furandione 8a and benzoindoldione 12a, which reduced the number of viable HepG2 cells with the IC50 values of 4.13 µM and 5.9 µM, respectively, were selected for further research. These compounds decreased the mRNA expression levels of several genes: Bcl-2, angiogenic vascular endothelial growth factor (VEGF), c-Fos, caspase-8 and increased the expression of Bax, caspase-3 and -9, c-Jun, p21, p53, as determined by quantitative real-time PCR. The ability of these compounds to induce apoptosis and DNA damage was studied by flow cytometry. The obtained data showed that the new compounds inhibited cell viability by increasing apoptosis and decreasing angiogenesis. Compound 8a was a much stronger apoptosis inducer as compared with 12a and strongly activated the intrinsic pathway of apoptosis, associated with the loss of mitochondrial membrane potential and changes in Bax/Bcl-2 ratio. These findings show that the synthetic hybrids combining 1,4-naphthalenedione system and phosphonic acid moiety display potential to be further explored in the development of new anticancer agents.

A simple synthesis of phosphonate - containing lipids. Introduction of the phosphonic acid moiety into hydrolytically-labile compounds

1975 ◽  
Vol 16 (12) ◽  
pp. 977-980 ◽  
Author(s):  
Arthur F. Rosenthol ◽  
Luis A. Vargas ◽  
Yisrael A. Isaacson ◽  
Robert Bittman
Keyword(s):  
Phosphonic Acid ◽  
Simple Synthesis ◽  
Acid Moiety
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