Antiviral activity of N-phosphorylated amides, thioamides, and their salts

Zabirov, N. G.; Поздеев, О. К.; Shamsevaleev, F. M.; Черкасов, Р. А.; Gil'manova, G. Kh.

doi:10.1007/bf00758297

Cited by 13 publications

(6 citation statements)

References 2 publications

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“…They are suitable substrates for complexation and alkylation reactions [94]. Substances having antiviral activity were found among them [95]. The investigation of the crown-containing complexes 70, 71, 73 a n d 74 using a thermo-optical method has revealed that they form liquid crystals of smectic type [39].…”

Section: Coordination Compounds Of Naap With Main Group Elementsmentioning

confidence: 99%

N-Acylamidophosphinates: Structure, Properties and Complexation Towards Main Group Metal Cations

Sokolov¹,

Brusko²,

Zabirov³

et al. 2006

COC

105

138

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N-Acylamidophosphinates RC(X)NHP(Y)R' 2 (NAAP) and their thioanalogues (X,Y= O, S; R = Alk, Ar, CCl 3 , Het, NR 2 2 , NR 2 R 3 ; R ' = Ar, OAlk, OAr, SAlk, NAlk 2 , NHAr) contain X, Y donor atoms and amide nitrogen, which are capable of taking in complexation with metal cations. An application of NAAP complexes in supramolecular chemistry has been investigated in the last decades. Developed synthetic methods allow us to obtain N-acylamidophosphinate ligands contained multiple chelating groups or a combination of several essentially various coordinating fragments in the molecule: chelating moiety C(X)NHP(Y) and a macrocycle. The latter ligands are capable of connecting ions simultaneously by the chelating sites, and by the "guest-host" mechanism using the macrocycle. The bibliography includes 104 references.Investigation of complexing properties of conjugated organophosphorous anions is an important issue of modern coordination and organoelement chemistry [1,2]. The application of NMR, IR and UV spectroscopic methods to study the structure and dynamic processes in solutions of such compounds allows to investigate the nature of the chemical bonds in the conjugated organophosphorous anions and opens the way for the creation of new types of selective complexing agents.N-Acylamidophosphates, N-acylamidophosphinates and their thioanalogues with common formula RC(X)NHP(Y)R`2 (NAAP) contain X, Y donor atoms and an amido nitrogen atom which can be involved in complexation (Scheme 1). In terms of reactivity NAAP are quite different from each other depending on the nature and combination of atoms X and Y in the molecule, as well as the nature of substituents of (thio)carbonyl and (thio)phosphoryl moieties. Scheme 1.

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Section: Coordination Compounds Of Naap With Main Group Elementsmentioning

confidence: 99%

N-Acylamidophosphinates: Structure, Properties and Complexation Towards Main Group Metal Cations

Sokolov¹,

Brusko²,

Zabirov³

et al. 2006

COC

105

138

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“…Amidophosphates of the type RC(X)NHP(Y)R′ 2 (X, Y = O or S; R = Alk, Ar, ArNH, AlkNH, Alk 2 N; R′ = OAlk, OAr, Ar) are attractive because of their ability to form stable chelates with d‐ and f‐metal cations. These complexes possess antivirus1 and anticancer activity,2 and show nonlinear optical properties 3. They can be used as components of ion‐selective electrodes,4–7 or as extragents and masking reagents in analytical chemistry 8,9…”

Section: Introductionmentioning

confidence: 99%

Coordination Mode of the Zinc(II) and Cadmium(II) Cations with N‐(Diisopropoxyphosphoryl)thiobenzamide

et al. 2006

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Reaction of the potassium salt of N‐(diisopropoxyphosphoryl)thiobenzamide (iPrO)2P(O)NHC(S)C6H5 (HL) with ZnII and CdII cations in aqueous EtOH leads to three different complexes: [Zn(L‐O,S)2] (1), [Cd2(L‐O,S)4] (2) and [Cd(HL‐O)2(L‐O,S)2] (3). The structures of these compounds were investigated by single‐crystal X‐ray diffraction analysis, EI‐MS and ES‐MS, IR, 1H, 13C and 31P NMR spectroscopy and microanalysis. The zinc(II) atom in complex 1 is in a distorted tetrahedral ZnO2S2 environment formed by the C=S sulfur atoms and the P=O oxygen atoms of two deprotonated ligands. The cadmium(II) complex 2 is centrosymmetric and consists of dimeric species. Two [Cd(L‐O,S)2] moieties are connected by two bridging [S–Cd–S] units through the sulfur atoms of the ligand C=S groups. Complex 2 has a distorted trigonal‐bipyramidal Cd(Oax)2(Seq)3 core. Complex 3 has a tetragonal‐bipyramidal environment, Cd(Oax)2(Oeq)2(Seq)2, and two neutral ligand molecules are coordinated in the axial positions through the oxygen atoms of the P=O groups. The base of the bipyramid is formed by two anionic ligands in a typical 1,5‐O,S coordination mode. The ligands are in a trans configuration. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)

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“…These compounds and their complexes exhibit antiviral activity [7]. They can be used as stationary phases for GLC [8], as well as components of ion-selective electrodes [9][10][11][12], extractants [13], and masking reagents in analytical chemistry [2].…”

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confidence: 99%

Specific Features of the Structure of Chelate Complexes of N-Thiocarbamoylamidophosphates with Zn(II) and Cd(II) Cations

et al. 2005

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The reaction of potassium salts of N-thiocarbamoylamidophosphates RC(S)NHP(O)(OPr-i) 2 X [X = PhNH, Et 2 N, C 5 H10N, OC 4 H 8 N, C 6 H 11 NH] with Zn(II) cation gives complexes of the composition Zn(L3O,S) 2 . The Cd(II) complexes could not be isolated under analogous conditions because of their hydrolytic lability. The reaction of thioureas (X = PhNH, p-MeOPhNH) with Cd(II) acetate in DMF provides stable solvato complexes of the composition Cd(DMF) 2 L 2 . The structure of the resulting compounds was studied by means of IR, 1 H, and 31 P NMR spectroscopy and EI and ESI mass spectrometry.

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Antiviral activity of N-phosphorylated amides, thioamides, and their salts

Cited by 13 publications

References 2 publications

N-Acylamidophosphinates: Structure, Properties and Complexation Towards Main Group Metal Cations

N-Acylamidophosphinates: Structure, Properties and Complexation Towards Main Group Metal Cations

Coordination Mode of the Zinc(II) and Cadmium(II) Cations with N‐(Diisopropoxyphosphoryl)thiobenzamide

Specific Features of the Structure of Chelate Complexes of N-Thiocarbamoylamidophosphates with Zn(II) and Cd(II) Cations

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