Synthesis and immunomodulatory properties of selected oxazolone derivatives

Mesaik, M. Ahmed; Rahat, Shagufta; Khan, Khalid Mohammed; Ziaullah,; Choudhary, M. Iqbal; Murad, Shahnaz; Ismail, Zakiah; Atta-ur-Rahman, _; Ahmad, Aqeel

doi:10.1016/j.bmc.2004.02.034

Cited by 100 publications

(56 citation statements)

References 39 publications

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“…Using a 1 kW amplifier, the 14 N pulses had an amplitude of n RF N = 57 kHz at 9.4 T and 46 kHz at 18.8 T. At 18.8 T, the angle was set by optimizing the envelope of N CD 2 COOH) was prepared from acetic anhydride and glycine. [64] Conclusions Single-or double-quantum transitions of 14 N nuclei in solid samples can be detected indirectly by transferring coherence back and forth between 14 N and suitable spy nuclei S such as 13 C or 1 H. We refer to the experiments described herein, as 14 N excitation via residual dipolar splittings (NERDS). The present method may be regarded as an adaptation of Luciano Müller's HMQC method [19] to solid-state NMR.…”

Section: Methodsmentioning

confidence: 98%

Indirect Detection of Nitrogen‐14 in Solid‐State NMR Spectroscopy

et al. 2007

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NMR spectra of (14)N (spin I=1) are obtained by indirect detection in powders spinning at the magic angle. The method relies on the transfer of coherence from a neighboring "spy" nucleus with S=1/2, such as (13)C or (1)H, to single- or double-quantum transitions of (14)N nuclei. The transfer of coherence can occur through a combination of scalar and residual dipolar splittings (RDS); the latter are also known as second-order quadrupole-dipole cross terms. The two-dimensional NMR spectra reveal powder patterns determined by second- and third-order quadrupolar couplings. These spectra depend on the quadrupolar coupling constant C(Q) (typically a few megahertz), on the asymmetry parameter eta(Q) of the (14)N nucleus, and on the orientation of the internuclear vector r(IS) between the I ((14)N) and S (spy) nuclei with respect to the quadrupolar tensor. These parameters, which can be subject to motional averaging, can reveal valuable information about the structure and dynamics of nitrogen-containing solids. Application of this technique to various amino acids, either enriched in (13)C or with natural carbon isotope abundance, with spectra recorded at various magnetic fields, illustrates the scope of the method.

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Section: Methodsmentioning

confidence: 98%

Indirect Detection of Nitrogen‐14 in Solid‐State NMR Spectroscopy

et al. 2007

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“…[1][2][3][4][5] Due to the five -membered heterocyclic core, oxazol-5-ones are biologically active molecules and widely used in biomedicinal applications. [6][7][8][9] Oxazol-5-ones have found important roles as drugs, enzyme inhibitors and fluorescent sensors. [7][8][9][10] Oxazol-5-ones are also used in dye industry owing to the fact that oxazol-5-ones are easily obtainable in crystalline states and they possess promising photochemical/photophysical properties due to their chromophore group.…”

Section: Introductionmentioning

confidence: 99%

“…[6][7][8][9] Oxazol-5-ones have found important roles as drugs, enzyme inhibitors and fluorescent sensors. [7][8][9][10] Oxazol-5-ones are also used in dye industry owing to the fact that oxazol-5-ones are easily obtainable in crystalline states and they possess promising photochemical/photophysical properties due to their chromophore group. 10,11 Herein, we report on the synthesis, spectral characterization and theoretical studies of two oxazol-5-one derivatives.…”

Section: Introductionmentioning

confidence: 99%

Spectroscopic, Structural and Density Functional Theory (DFT) Studies of Two Oxazol-5-one Derivatives

Nazlı

Celepci²,

Yakalı³

et al. 2018

ACSi

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In this study, two oxazol-5-one derivatives, C 20 H 20 N 2 O 2 (1) and C 21 H 22 N 2 O 2 (2), were synthesized by getting condensed p-N,N-diethylaminobenzaldehyde with two presented hippuric acid derivatives and in further studies they were analysed spectrochemically. Molecular and crystal structures of the compounds were determined by single-crystal X-ray diffraction and the results revealed that the molecular packing of the crystal structures were stabilized by weak intraand intermolecular interactions also with C-O•••π, C-H•••π and π•••π stacking interactions. Computational studies were also performed using DFT method at B3LYP/6-311G(d,p) level of theory. Vibrational modes and chemical shifts were calculated and compared with the experimental data. In addition, frontier molecular orbitals and molecular electrostatic potential surfaces were simulated. The calculated results show that the optimized geometries can well reproduce the crystal structure. Purpose of this study was to survey the effects of the reactants, which were condensed with each other to produce oxazol-5-one, upon the characteristic properties and crystal forms of the final oxazol-5-one.

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“…Jadomycin B for example, is an antifungal antibiotic produced by the bacterium Streptomyces venezuelae ISP 5230 (Rix et al, 2004). Natural and synthetic oxazolones are used as synthons for the construction of various alkaloid skeletons, immunomodulators and biosensors (Ozturk et al, 2008;Khan et al, 2006;Bourotte et al, 2004;Fearnley and Market, 2002) or photosensitive composition devices for proteins (Tikdari et al, 2008;Pasha et al, 2007;Mesaik et al, 2004). They also exhibit promising photophysical and photochemical activities (Palcut, 2009;Bourotte et al, 2004;Jung et al, 1996), which makes them find usage in semiconductor devices such as electrophotographic photoreceptors and in non-linear optical materials (Murthy et al, 2010;Ozturk et al, 2006).…”

Section: Introductionmentioning

confidence: 99%

“…Oxazolones are important class of heterocyclic compounds which possess an interestingly broad spectrum of biological activities such as antimicrobial (Desai et al, 2009;Siddiqui et al, 2001;Brownlee and Woodbine, 1948), antiinflammatory (Abdel-Aty, 2009, Argade et al, 2008, anticancer (Gaenzler andCorbo, 2007, Sanchez et al, 2006), anti-HIV (Siddiqui et al, 2010;Witvrouw et al, 1999;Pinto et al, 1996), antiangiogenic (Sierra et al, 2002), anticonvulsant (Madkour, 2002), antitumor, antagonist, sedative (Tikdari et al, 2008;Khan et al, 2006;Mesaik et al, 2004) and cardiotonic activity (Schnettler et al, 1987). These activities are attributed to their various substitution patterns at C-2 and C-4 positions (Abdel-Aty, 2009).…”

Section: Introductionmentioning

confidence: 99%

Synthesis, antimicrobial activities and computational studies of some oxazolone derivatives

Olomola¹,

Akinboye²,

Olasunkanmi³

et al. 2018

Ife Journal of Science

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Synthesis of the oxazolone derivatives was achieved by the condensation of aromatic aldehydes with N-acetyl glycine in the presence of acetic anhydride and anhydrous sodium acetate. A total of six oxazolones were 1 13 synthesized and characterized using H-NMR, C-NMR and FT-IR spectroscopic techniques. The synthesized compounds were screened for their in vitro antibacterial and antifungal activities using streptomycin and ampicillin as control. The result showed that some of the compounds demonstrate good antibacterial activities against specific bacterial strains and moderate activities against other bacterial strains. The compounds did not show any sensitivity against the tested fungal strains. The quantitative structure-antibacterial activity relationship was studied using some quantum chemical parameters with the aid of Spartan 10 (V1.0.1) and XLSTAT (add-in) software. A good correlation was observed between the antibacterial activity of the compounds and the calculated quantum chemical descriptors.

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Synthesis and immunomodulatory properties of selected oxazolone derivatives

Cited by 100 publications

References 39 publications

Indirect Detection of Nitrogen‐14 in Solid‐State NMR Spectroscopy

Indirect Detection of Nitrogen‐14 in Solid‐State NMR Spectroscopy

Spectroscopic, Structural and Density Functional Theory (DFT) Studies of Two Oxazol-5-one Derivatives

Synthesis, antimicrobial activities and computational studies of some oxazolone derivatives

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