Inhibition of Yersinia protein tyrosine phosphatase by phosphonate derivatives of calixarenes

Vovk, А. I.; Kononets, L. A.; Tanchuk, Vsevolod Yu.; Cherenok, S. O.; Drapailo, A. B.; Kаlchеnkо, Vitaly I.; Kukhar, V. P.

doi:10.1016/j.bmcl.2009.11.126

Cited by 46 publications

(24 citation statements)

References 38 publications

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“…As a result of the macrocyclic effect of the calixarene platform, the biological activity such phosphonic acids is much higher comparatively with model acyclic compounds [11,12,13,14].…”

Section: Introductionmentioning

confidence: 99%

“…Formerly it was shown that calix [4]arenes functionalized by residues of phosphonic, aminophosphonic or methylenediphosphonic acids are effective inhibitors of alkaline phosphatases [11,12,13], calcium channel modulators [14,15], antithrombotics [16]. They inhibit the ability of P-glycoprotein to remove anticancer drug Doxorubicin from the cells [17].…”

Section: Introductionmentioning

confidence: 99%

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Complexation of Calix[4]arene bis-Hydroxymethylenediphosphonic Acid with Amino acids. Binding Constants Determination by RP HPLC Method

2015

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Host-Guest complexation of calixarene-bis-hydroxymethylenediphosphonic acid with 17 amino acids in water solution had been studied by the RP HPLC and molecular modelling methods. It had been shown the binding constants of the complexes are depended on the nature of the amino acid residue, log P and pKa of the acids. The complexation is mainly determined by the electrostatic interactions between the positively charged nitrogen atom of the amino acid and the negatively charged oxygen atom of phosphonic acid residue of the calixarene, the Host-Guest p-p, СН-p and solvophobic interactions.

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“…As a result of the macrocyclic effect of the calixarene platform, the biological activity such phosphonic acids is much higher comparatively with model acyclic compounds [11,12,13,14].…”

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Complexation of Calix[4]arene bis-Hydroxymethylenediphosphonic Acid with Amino acids. Binding Constants Determination by RP HPLC Method

2015

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“…Preliminary, inhibition of Yersinia protein tyrosine phosphatase by calix [4]arene and thiacalix [4]arene tetrakis(methylphosphonic) acids has been investigated. [14] The kinetic studies revealed that 23 and 24 are potent competitive inhibitors of Yersinia PTP with inhibition constants 0.92 and 0.22 µM. It was found the phosphonate groups as well as macrocyclic structure is essential for the activities of these compounds.…”

Section: Inhibitors Of Protein Tyrosine Phosphatases (Ptps)mentioning

confidence: 99%

Calixarene Derivatives for (Nano)Biotechnologies

Rodik¹,

Poberezhnyk²,

Kаlchеnkо³

2017

MHC

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“…Many calixarenes functionalized at the wide rim are known, [81][82][83][84][85][86] It should be noted that functionalization of the wide rim is more difficult than of the narrow rim. Functionalization of the wide rim requires protection of the narrow rim hydroxyl groups and also removal of the t-butyl groups from the wide rim.…”

Section: Functionalization Of the Wide Rim Of Calixarenesmentioning

confidence: 99%