63075-66-1Relevant academic research and scientific papers
Metal ion-binding properties of 9-(4-phosphonobutyl)adenine (dPMEA), a sister compound of the antiviral nucleotide analogue 9-[2-(phosphonomethoxy)ethyl]adenine (PMEA), and quantification of the equilibria involving four Cu(PMEA) isomers
Gomez-Coca, Raquel B.,Kapinos, Larisa E.,Holy, Antonin,Vilaplana, Rosario A.,Gonzalez-Vilchez, Francisco,Sigel, Helmut
, p. 2077 - 2084 (2000)
The acidity constants of the threefold protonated acyclic 9-(4-phosphonobutyl)adenine, H3(dPMEA)+, as well as the stability constants of the M(H;dPMEA)+ and M(dPMEA) complexes with the metal ions M2+ = Mg2+, Ca2+, Sr2+, Ba2+, Mn2+, Co2+, Ni2+, Cu2+, Zn2+ or Cd2+, have been determined by potentiometric pH titrations, in aqueous solution at I= 0.1 M (NaNO3) and 25 °C. Application of previously determined straight-line plots of log KM(R-PO3)M versus PKH(R-PO3)H for simple phosph(on)ate ligands, R-PO32-, where R represents a residue without an affinity for metal ions, proves that the primary binding site of dPMEA2- is the phosphonate group with all the metal ions studied; in fact, in most instances the stability is solely determined by the basicity of the phosphonate residue. Only for the Ni(dPMEA), Cu(dPMEA) and Cd(dPMEA) systems a stability increase due to macrochelate formation with the adenine residue occurs; the formation degrees are 21 ± 15%, 31 ± 14% and 29 ± 18%, respectively. In these three instances the additional interaction of the phosphonate-coordinated M2+ occurs most probably with N7; hence, dPMEA2- is more similar in its metal ion-binding properties to the parent nucleotide adenosine 5′-monophosphate (AMP2-) than to the antivirally active and structurally more related dianion of 9-[2-(phosphonomethoxy)ethyl]-adenine (PMEA2-). This result agrees with the observation that replacement of the ether O atom in PMEA by a CH2 unit leads to a compound, i.e. dPMEA, devoid of any biological activity. In addition, use is made of the stability enhancement obtained for the Cu(dPMEA) system due to macrochelate formation to analyze the equilibria regarding the four isomeric complex species possibly formed in the Cu(PMEA) system. It is shown that a macrochelated isomer involving N7 of the adenine residue occurs with Cu(PMEA) only in trace amounts; the important isomers in this system involve the ether oxygen (formation degree ca. 34%) and also N3 of the adenine moiety (ca. 41%). The Royal Society of Chemistry 2000.
The hydrophilizing agent for producing a self-emulsifiable polyisocyanate composition, a self-emulsifiable polyisocyanate compositions and coating composition (by machine translation)
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Paragraph 0095, (2020/12/30)
[A] a self-emulsifiable polyisocyanate composition has excellent adhesion to the substrate of a metal such as aluminum. (A) a compound represented by the formula [a] 1 anionic and, (b) organic polyisocyanate, and (c) a self-emulsifiable polyisocyanate com
Synthesis and biological activity investigation of azole and quinone hybridized phosphonates
Subedi, Yagya Prasad,Alfindee, Madher N.,Shrestha, Jaya P.,Becker, Greg,Grilley, Michelle,Takemoto, Jon Y.,Chang, Cheng-Wei Tom
supporting information, p. 3034 - 3037 (2018/08/09)
Phosphonates, azoles and quinones are pharmacophores found in bioactive compounds. A series of phosphonates conjugated to azoles and quinones with variable carbon chain lengths were synthesized in 3–4 steps with good yield. Antifungal assay of these compounds showed that ethyl protected phosphates have excellent inhibitory activity against phytopathogenic fungus Fusarium graminearum, and the free-base phosphates have good activity against human pathogenic fungi Aspergillus flavus and Candida albicans. Structure- activity relationship (SAR) studies showed activity increases with longer carbon chain length between phosphonate and anthraquinone analogs consisting of azole and quinone moieties. These newly synthesized compounds also have mild antibacterial activities to Gram positive bacteria, including methicillin-resistant Staphylococcus aureus (MRSA). Cytotoxicity analysis of these compounds against HeLa cells reveals that the phosphoric acid analogs are less toxic compared to ethyl protected phosphonates. Three leads compounds have been identified with prominent antifungal activity and low cytotoxicity.
Synthesis of advanced fluorescent probes — water-soluble symmetrical tricarbocyanines with phosphonate groups
Podrugina,Temnov,Doroshenko,Kuzmin,Nekipelova,Proskurnina,Zefirov
, p. 2722 - 2728 (2017/05/19)
A method for the synthesis of a series of water-soluble heptamethine indocyanine dyes containing a phosphonate group in the substituent bonded to the quaternary nitrogen atom of the indolenine moiety has been developed.
The effect of chain length and unsaturation on Mtb Dxr inhibition and antitubercular killing activity of FR900098 analogs
Jackson, Emily R.,San Jose, Géraldine,Brothers, Robert C.,Edelstein, Emma K.,Sheldon, Zachary,Haymond, Amanda,Johny, Chinchu,Boshoff, Helena I.,Couch, Robin D.,Dowd, Cynthia S.
, p. 649 - 653 (2014/01/23)
Inhibition of the nonmevalonate pathway (NMP) of isoprene biosynthesis has been examined as a source of new antibiotics with novel mechanisms of action. Dxr is the best studied of the NMP enzymes and several reports have described potent Dxr inhibitors. M
Synthesis and characterization of aminophosphonates zirconium as new mesoporous materials
Zhou, Liang
experimental part, p. 1320 - 1326 (2012/05/21)
A serial of aminophosphonates zirconium with the different arm lengths of -(CH2)n- organic chains (n=2-6) was synthesized for the first time. These compounds are characterized by FT-IR, SEM, TEM, TG and nitrogen adsorption-desorption. And based on the experimental data, these materials not only have layer structure mesoporous and good thermal stability such as zirconium phosphate, but also can be adjusted the layer distance, pore size and pore volume. So aminophosphonates zirconium posses special excellent properties and will have potential prospect applications.
ω-haloalkylphosphoryl compounds: Synthesis and properties
Ragulin
, p. 1928 - 1937 (2013/06/05)
A general method of the synthesis of ω-haloalkylphosphoryl compounds was developed, a series of compounds of phosphonic and phosphine oxide type were synthesized. The ability of some ω-haloalkylphosphonates to undergo intramolecular cyclization into the corresponding 1,2-oxaphospholane and 1,2-oxaphosphorine was investigated depending on the solvent polarity, the presence of halogen ions in the solution, and temperature. Tetrahydrofuran was chosen as one of the most suitable solvents for the alkylation of CH acids with ω-haloalkylphosphoryl compounds.
Synthesis of ω-phthalimidoalkylphosphonates
Zhou, Liang
experimental part, p. 4821 - 4822 (2012/08/14)
A series of carbon chain growing ω-phthalimidoalkylphosphonates was prepared from simple and easy available raw materials by twostep reaction. The yields can reach 58 %-64 %. Their structures are confirmed by 1H NMR correctly.
Studies on the synthesis of a chiral salen Mn (III) complex immobilised onto zirconium aminophosphonates and catalytic asymmetric epoxidation of α-methylstyrene
Zhou, Liang
, p. 512 - 515 (2012/10/29)
A chiral salen Mn (III) complex has been immobilised onto zirconium aminophosphonates by axial coordination with different linkage arm lengths (CH2)n (n = 2-6), to give a series of heterogeneous catalysts. The catalysts exhibited good to excellent catalytic efficiency in the asymmetric epoxidation of α-methylstyrene. One heterogeneous catalyst, with n = 6, gave higher catalytic properties than the original chiral salen Mn (III) complex in the NaClO/PPNO system. It can be easily recovered and reused several times without significant loss of activity.
COMPOUNDS AND COMPOSITIONS AS TLR ACTIVITY MODULATORS
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Page/Page column 73, (2011/04/14)
The invention provides a novel class of compounds, immunogenic compositions and pharmaceutical compositions comprising such compounds and methods of using such compounds to treat or prevent diseases or disorders associated with Toll-Like Receptors 7. In one aspect, the compounds are useful as adjuvants for enhancing the effectiveness of a vaccine.
