C2-symmetric phosphinic acid inhibitors of HIV protease

Peyman, Anusch; Budt, Karl-Heinz; Spanig, J.; Stowasser, Bernd; Ruppert, Dieter

doi:10.1016/s0040-4039(00)61309-6

Cited by 109 publications

(26 citation statements)

References 19 publications

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“…Their diverse applications include as inhibitors of synthase [1], HIV protease [2], rennin [3], PTPases [4][5][6], antibiotics [5], enzymes [6], UDP-galactopyranose mutase [6a], and herbicides [7] and as surrogates of α-amino acids [8]. α-Aminophosphonates have attracted attention as substrates in the synthesis of phosphonopeptides (peptido mimetics) [9].…”

Section: Introductionmentioning

confidence: 99%

CeCl₃·7H₂O‐catalyzed one‐pot Kabachnik–Fields reaction: A green protocol for three‐component synthesis of α‐aminophosphonates

Jafari

Nazarpour

Abdollahi‐Alibeik

2010

Heteroatom Chemistry

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Section: Introductionmentioning

confidence: 99%

CeCl₃·7H₂O‐catalyzed one‐pot Kabachnik–Fields reaction: A green protocol for three‐component synthesis of α‐aminophosphonates

Jafari

Nazarpour

Abdollahi‐Alibeik

2010

Heteroatom Chemistry

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“…Recently, α-amino phosphonic acids and α-amino phosphonates have a vital importance of research chemists [1] [2] [3], which is due to these family of compounds display, enzymatic inhibitors for HIV protease antagonists [4] and collagenase inhibitors [5]. Also, they use as anticancer [6], antibacterial [7], antiviral [8] and antioxidant [9] agents.…”

Section: Introductionmentioning

confidence: 99%

Synthetic Approach for Novel Fluorine Substituted <i>α</i>-Aminophosphonic Acids Containing 1,2,4-Triazin-5-One Moiety as Antioxidant Agents

Makki¹,

Abdel‐Rahman²,

Alharbi³

2018

IJOC

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Novel fluorine substituted α-amino phosphonic acids containing 1,2,4-triazin-5-one (6a-f) have been obtained from fluoroacylation of 6-(2ʹ-amino-5ʹ-nitrophenyl)-3-thioxo-1,2,4-triazin-5(4H)-one (1) followed by ammonilysis to give the corresponding 3-amino-derivative 3. Condensation of compound 3 with nitro/halogenated aromatic aldehydes yielded the Schiff bases 4. The simple addition of diethyl phosphonate to compound 4 produced the α-amino phosphonates 5. Acidic hydrolysis of compound 5 produced the fluorine substituted α-amino acids derivatives 6. Structures of the new compounds have been established with the help of elemental analysis and spectral measurements. Also, the products evaluated as antioxidants, where the fluorinated α-amino phosphonic acids 6 are more active than the other synthesized systems.

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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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C2-symmetric phosphinic acid inhibitors of HIV protease

Cited by 109 publications

References 19 publications

CeCl₃·7H₂O‐catalyzed one‐pot Kabachnik–Fields reaction: A green protocol for three‐component synthesis of α‐aminophosphonates

CeCl₃·7H₂O‐catalyzed one‐pot Kabachnik–Fields reaction: A green protocol for three‐component synthesis of α‐aminophosphonates

Synthetic Approach for Novel Fluorine Substituted <i>α</i>-Aminophosphonic Acids Containing 1,2,4-Triazin-5-One Moiety as Antioxidant Agents

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

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C2-symmetric phosphinic acid inhibitors of HIV protease

Cited by 109 publications

References 19 publications

CeCl3·7H2O‐catalyzed one‐pot Kabachnik–Fields reaction: A green protocol for three‐component synthesis of α‐aminophosphonates

CeCl3·7H2O‐catalyzed one‐pot Kabachnik–Fields reaction: A green protocol for three‐component synthesis of α‐aminophosphonates

Synthetic Approach for Novel Fluorine Substituted &lt;i&gt;α&lt;/i&gt;-Aminophosphonic Acids Containing 1,2,4-Triazin-5-One Moiety as Antioxidant Agents

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

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CeCl₃·7H₂O‐catalyzed one‐pot Kabachnik–Fields reaction: A green protocol for three‐component synthesis of α‐aminophosphonates

CeCl₃·7H₂O‐catalyzed one‐pot Kabachnik–Fields reaction: A green protocol for three‐component synthesis of α‐aminophosphonates

Synthetic Approach for Novel Fluorine Substituted <i>α</i>-Aminophosphonic Acids Containing 1,2,4-Triazin-5-One Moiety as Antioxidant Agents