Preparation of peptidic α-hydroxy phosphonates a new class of transition state analog renin inhibitors

Patel, Dinesh V.; Rielly-Gauvin, Katherine; Ryono, Denis E.

doi:10.1016/s0040-4039(00)97903-6

Cited by 242 publications

(65 citation statements)

References 9 publications

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“…They can be used as antihypertensive [34] and antiviral agents [35], antibiotics [36] and pesticides [37]. Series of the compounds featuring aryl or heteroaryl 1-hydroxyphosphonate derivatives were investigated as inhibitors of CD45 [38].…”

Section: калікс[4]арен α-гідроксифосфонові кислоти як потенційні інгіmentioning

confidence: 99%

Calix[4]arene α-hydroxymethylphosphonic acids as potential inhibitors of protein tyrosine phosphatases

Trush

Tanchuk

Cherenok

et al. 2014

J. org. pharm. chem.

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Calix[4]arene are known to be a promising scaffold for designing inhibitors of protein tyrosine phosphatases. In this work calix[4]arene mono-and bis-α-hydroxymethylphosphonic acids have been tested in vitro for the inhibitory activity against some therapeutically important protein tyrosine phosphatases. The results obtained have shown that these macrocyclic compounds can inhibit CD45, PTP1B, and SHP2 with IC 50

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Section: калікс[4]арен α-гідроксифосфонові кислоти як потенційні інгіmentioning

confidence: 99%

Calix[4]arene α-hydroxymethylphosphonic acids as potential inhibitors of protein tyrosine phosphatases

Trush

Tanchuk

Cherenok

et al. 2014

J. org. pharm. chem.

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“…They can be used as inhibitors of synthase [1], HIV protease [2], PTPases [3,4], rennin [5], enzymes [6], antibiotics [7], herbicides [8], etc.…”

Section: Introductionmentioning

confidence: 99%

Kabachnik-Fields and Prins- Ritter Synthesis: Application of Ce(III) Supported on a Weakly Acidic Cation-exchanger Resin in Comparative Study

2015

J Chem Appl

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We described results of comparative studies of the application of Ce(III) cation supported on macroporous weakly acidic polyacrylate resin as catalyst in two model three-component domino syntheses, i.e. Kabachnik-Fields domino synthesis of α-aminophosphonates, and Prins-Ritter domino synthesis of 4-amidotetrahydropyrane derivatives, respectively. It was discovered that cation Ce(III) supported on a weak acid macroporous cation-exchanger shown in the studied reactions at least the same or better catalytic activity as salt CeCl3.7H2O, eventually doped by NaI. Further, we found that reactivity of the low reactive 4-methoxybenzaldehyde as carbonyl compounds in the presence of Ce(III) catalyst increases, while the reactivity of the highly reactive 4-nitrobenzaldehyde in this case strongly decreases due to its low coordination with the catalyst. Finally, the presented synthetic protocols using cerium(III) supported on low-cost industrial resin further increases green impact of studied domino syntheses of α-aminophosphonates, and 4-amidotetrahydropyrane derivatives.

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“…Applications include inhibition of synthase 4 , HIV protease 5 , renin 6 and PTPases 7,8 . Some of the derivatives of α-amino phosphonates are potential antibiotics 9 or herbicides 10 , some are chief substrates in the synthesis of phosphoropeptides 11 .…”

Section: Introductionmentioning

confidence: 99%

One Pot Synthesis, Characterisation and Antimicrobial Activity of α- Amino Phosphonates

2013

Chem Sci Trans

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Abstract:The synthesis of some new α-amino phosphonates (4a-j) was accomplished by one pot reaction of equimolar quantities of 2-amino-4-chloro-5-nitro phenol (1), aromatic aldehydes (2a-j) and diethyl / dimethylphosphite (3) in dry tetrahydrofuran at reflux condition via Kabachnik -fields reaction in high yields. All the synthesized compounds were characterised by IR, 1 H, 13 C, 31 P NMR and examined for their antimicrobial activity and found to possess good activity.

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Preparation of peptidic α-hydroxy phosphonates a new class of transition state analog renin inhibitors

Cited by 242 publications

References 9 publications

Calix[4]arene α-hydroxymethylphosphonic acids as potential inhibitors of protein tyrosine phosphatases

Calix[4]arene α-hydroxymethylphosphonic acids as potential inhibitors of protein tyrosine phosphatases

Kabachnik-Fields and Prins- Ritter Synthesis: Application of Ce(III) Supported on a Weakly Acidic Cation-exchanger Resin in Comparative Study

One Pot Synthesis, Characterisation and Antimicrobial Activity of α- Amino Phosphonates

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