Green synthesis,antibacterial, antiviral and molecular docking studies of α-aminophosphonates

Abstract

An efficient method for the synthesis of α-aminophosphonate derivatives has been developed with different functional groups under catalyst and solvent free conditions at room temperature in both conventional and ultrasonication methods. Ultrasonication method offers excellent yields within shorter reaction times. All the title compounds 4a–l were tested for their antibacterial, antiviral activity using Gram-positive bacteria (Staphylococcus aureus, and Bacillus subtilis), Gram-negative bacteria (Klebsiella pneumoniae and Escherichia coli) and NDV infected embryonated eggs (in ovo) and NDV infected BHK-21 cell lines (in vitro) respectively. Besides, molecular docking studies were also carried out to the title compounds against Hemagglutinin-neuramidase enzyme to determine the therapeutic binding efficacy of the ligands synthesized. The results indicated that, among the title compounds, compounds such as 4f, 4l, 4k, 4b, 4i and 4h have shown high content of antibacterial and antiviral activity than the rest of the compounds and the level activity was high when compared to the standard, ribavirin. Based on the results, it is concluded that, the reported α-aminophosphonates will open new vistas and stands as a new generation of antiviral and antibacterial drug candidates in future.     

Formal synthesis of fumonisin B1, a potent sphingolipid biosynthesis inhibitor

The formal total synthesis of the important toxin fumonisin B₁ is achieved from simple raw materials in a convergent manner. The key functionalities are derived from MacMillan α-hydroxylation, sharpless asymmetric dihydroxylation and ring-closing metathesis.     

Kinetics of dissociation of tris-2,2′-bipyridyl-iron(II) cation in aqueous acetic acid solutions

The kinetics of dissociation of tris-2,2′-bipyridyl-iron(II) complex ion have been examined in aqueous acetic acid solutions. The reaction is first order in the complex ion; the dependence of rate on H⁺ is somewhat like that observed in aqueous solutions approaching a limiting value at higher H⁺ concentrations. The influence of solvent composition on the reaction rate under acid-dependent and acid-independent conditions shows an initial retardation by acetic acid. The argument of ion-pair formation based on decrease of dielectric constant proposed to explain the kinetics in other aqueous solvent media was found useless to explain the behavior in acetic acid solutions. Other solvent parameters also did not provide satisfactory correlation with the kinetic results, thus, indicating the operation of more complex microscopic solute-solvent and solvent-solvent interactions. While solvent effects play some part in the rate process, the rate of reaction would tend to zero in the absence of H₂O and H⁺. This interesting observation proved useful in proposing a reaction mechanism that is consistent with the rate behavior over the entire range of solvent composition. The activity of water in the reaction medium is controlled by the content of acetic acid which can effect the structure of water through operation of hydrophobic forces and formation of hydrates. While acetic acid cannot possibly fulfill the role of water in occupying the vacated coordination position, the anomalous rise in rate even under some water deficient conditions seems to be related to the coordinating ability of HSO₄^? derived from H₂SO₄ present in the solution.     

Segments and Hilbert schemes of points

Using results obtained from a study of homogeneous ideals sharing the same initial ideal with respect to some term order, we prove the singularity of the point corresponding to a segment ideal with respect to a degreverse term order (as, for example, the degrevlex order) in the Hilbert scheme of points in Pⁿ. In this context, we look into the properties of several types of “segment” ideals that we define and compare. This study also leads us to focus on the connections between the shape of generators of Borel ideals and the related Hilbert polynomial, thus providing an algorithm for computing all saturated Borel ideals with a given Hilbert polynomial.     

Determination of the angular and energy dependence of hard constituent scattering from π0 pair events at the CERN intersecting storage rings

We present data on proton-proton collisions, obtained at the CERN Intersecting Storage Rings, in which two roughly back-to-back π⁰'s of high transverse momentum (p_T) were produced. The angular distribution of the dipion axis relative to the collision axis is found to be independent of both the effective mass m of the dipion system and the centre-of-mass energy √s of the proton-proton collision. The cross-sections $\text{d}\text{σ}\text{d}\text{m}$ at the values of √s satisfy a scaling law of the form $\text{d}\text{σ}\text{d}\text{m}\text{=}\text{G(x)}\text{m}{}^{\mathrm{n}}\text{,}\text{where}\text{x = m(π}{}^0\text{, π}{}^0\text{)//trs}\text{and}\text{n = 6.5 ± 0.5}$. We show from our data that the leading π⁰ carries most of the momentum of the scattered parton. Given this fact, the axis of the dipion system follows closely the direction of the scattered constituents, and we exploit this to determine the angular dependence of the hard-scattering subprocess. We also compare our data with the lowest order QCD predictions using structure functions as determined in deep-inelastic scattering and fragmentation functions from electron-positron annihilation.     

A measurement of single electrons,electron pairs,and associated phenomena,in proton-proton collisions at the CERN ISR

Measurements of single-electron production in proton-proton collisions at the CERN ISR are presented for five centre-of-mass energies √s = 23.5, 30.6, 44.8, 52.7, and 62.4 GeV. The invariant cross sections for single electrons with transverse momenta of 0.60 to 4.7 GeV/c are given. Measurements of electron-positron pairs and measurements of charged hadrons produced in association with the single electrons, are also reported.     

Ko and λ production at the CERN ISR

Transverse momentum distributions of $\text{λ}{}^{\mathrm{o}}\text{,}\text{λ}{}^{\mathrm{o}}$, and K^o, produced in pp collisions at x = 0, have obtained at the CERN ISR. The K^o yield is in agreement with published K⁺, K^? results, obtained at this centre-of-mass energy (√s≈44 GeV). The results on $\text{λ}{}^{\mathrm{o}}\text{and}\text{λ}{}^{\mathrm{o}}$ production obtained in this experiment are compared with results obtained at lower centre-of-mass energies.     

Annulation-Induced Hidden Reactivity of the 1,2,4-Triazole Backbone

Triazoles are an important class of compounds with widespread applications. Functionalization of the triazole backbone is thus of significant interest. In comparison to 1,2,3-triazoles, C−H activation-functionalization of the congeners 1,2,4-triazoles is surprisingly underdeveloped. Indeed, no such C−H activation-functionalization has been reported for 4-substituted 1,2,4-triazole cores. Furthermore, although denitrogenative ring-opening of 1,2,3-triazoles is well-explored, 1,2,4-triazole/triazolium substrates have not been known to exhibit N−N bond-cleaving ring-opening reactivity so far. In this work, we unveiled an unusual hidden reactivity of the 1,2,4-triazole backbone involving the elusive N−N bond-cleaving ring-opening reaction. This new reactivity was induced by a Satoh-Miura-type C−H activation-annulation at the 1,2,4-triazole motif appended with a pyridine directing group. This unique reaction allowed ready access to a novel class of unsymmetrically substituted 2,2′-dipyridylamines, with one pyridine ring fully-substituted with alkyl groups. The unsymmetrical 2,2′-dipyridylamines were utilized to access unsymmetrical boron-aza-dipyridylmethene fluorescent dyes. Empowered with desirable optical/physical properties such as large Stokes shifts and suitable hydrophobicity arising from optimal alkyl chain length at the fully-substituted pyridine-ring, these dyes were used for intracellular lipid droplet-selective imaging studies, which provided useful information toward designing suitable lipid droplet-selective imaging probes for biomedical applications.