13C N.M.R. and Single-Crystal X-Ray Structural Investigation of the Fluoroquinolone Antimicrobial Drug Norfloxacin 2DCl.D2O

Wallis, S.; Gahan, LR; Charles, B. G.; Hambley, T. W.

doi:10.1071/ch9940799

Cited by 25 publications

(14 citation statements)

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“…The band observed at 1604 cm −1 for free Gly is assigned to the carboxylic group [ 21 , 22 , 23 ]. In the spectra of the complexes, the difference between asymmetric and symmetric vibration motion of the carboxylic group Δν is found higher than 200 cm −1 which indicates that the carboxylate group is chelated in a uni-negative manner to the metal ions [ 24 , 25 , 26 , 27 , 28 , 29 , 30 ]. Low intensity bands observed in the range 697–525 cm −1 may attribute to ν(M-O) and ν(M-N) stretching vibrations [ 11 , 31 , 32 ].…”

Section: Resultsmentioning

confidence: 99%

Meloxicam and Study of Their Antimicrobial Effects against Phyto- and Human Pathogens

et al. 2021

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Recently, the design of new biological metal-ligand complexes has gained a special interest all over the world. In this research, new series of mixed ligand complexes from meloxicam (H2mel) and glycine (Gly) were synthesized. Structures of the compounds were investigated employing elemental analyses, infrared, electronic absorption, 1H NMR, thermal analyses, effective magnetic moment and conductivity. The estimated molar conductivity of the compounds in 1 × 10−3 M DMF solution indicates the non-electrolyte existence of the examined complexes. Additionally, the effective magnetic moment values refer to the complexes found as octahedral molecular geometry. The data of the infrared spectra showed the chelation of H2mel and Gly with metal ions from amide oxygen and nitrogen of the thyizol groups of H2mel and through nitrogen of the amide group and oxygen of the carboxylic group for Gly. Thermal analyses indicated that the new complexes have good thermal stability and initially lose hydration water molecules followed by coordinated water molecules, Gly and H2mel. The kinetic parameters were calculated graphically using Coats–Redfern and Horowitz–Metzeger methods at n = 1 and n ≠ 1. The density functional theory (DFT) calculations were performed at B3LYP levels. The optimized geometry of the ligand and its complexes were obtained based on the optimized structures. The data indicated that the complexes are soft with η value in the range 0.114 to 0.086, while η = 0.140 for free H2mel. The new prepared complexes were investigated as antibacterial and antifungal agents against some phyto- and human pathogens and the minimum inhibitory concentration (MIC) data showed that complex (A) has the lowest MIC for Listeria and E. coli (10.8 µg/mL).

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Section: Resultsmentioning

confidence: 99%

Meloxicam and Study of Their Antimicrobial Effects against Phyto- and Human Pathogens

et al. 2021

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“…The crystal structures of the quinolones related to (I) which have been reported include: an adduct of magnesium sulfate with cipro¯oxacin (Turel et al, 1996), nor¯oxacin 2DClÁD 2 O (Wallis et al, 1994), and an iron(III) complex of cipro¯oxacin (Wallis et al, 1995).…”

Section: Commentmentioning

confidence: 99%

Pefloxacinium methanesulfonate 0.10-hydrate

Parvez¹,

Arayne²,

Sultana³

et al. 2000

Acta Crystallogr C

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The crystal structure of 4-(3-carboxy-1-ethyl-6-¯uoro-1,4dihydro-4-oxo-7-quinolyl)-1-methylpiperazinium methanesulfonate 0.10-hydrate, C 17 H 21 FN 3 O 3 + ÁCH 3 O 3 S À Á0.10H 2 O, contains pe¯oxacinium cations, methanesulfonate anions and a partially occupied water of solvation. The quinoline ring system in the cation is essentially planar. The anions lie parallel to each other about inversion centers. The structure is stabilized by strong hydrogen bonds involving the terminal piperazinyl-N atom of the cation and an O atom of the anion [NÁ Á ÁO 2.739 (2) A Ê ], and a strong intramolecular hydrogen bond between carbonyl and carboxyl groups [OÁ Á ÁO 2.523 (2) A Ê ].

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“…The new bands appear in the region 1595-1575 cm -1 can be assigned to the asymmetric stretching vibration (ν as ) of the ligated carboxylato group and the symmetric vibration occurs in the region 1340-1377 cm -1 . The values of Δν for our complexes are higher than 200 cm -1 indicating a monodentate coordination mode of the carboxylato group [9][10][11][12]. The coordination of the oxygen and nitrogen atoms of the ligands was supported by the appearance of new bands were observed at 656, 528, 477 cm -1 for Ni(II), 721, 662 cm -1 for Cu(II), 657, 573, 529 cm -1 for Zn(II), 660, 618, 570, 510 cm-1 for Zr(IV) and 659, 634, 604, 570, 507, 474 for La(III) can be assigned to v(M-O) and v(M-N) respectively, confirming the coordination of both oxygen and nitrogen atoms to metal center [13].…”

Section: Ft-ir Absorption Spectramentioning

confidence: 72%

Preparation, spectroscopic characterization, thermal stability and XRD of some new metalchelates with aceclofenac in presence of 1,10-phenanthroline

2018

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I N THIS study, mixed ligand complexes derived from aceclofenac (Acecl) as primary ligand and 1,10-phenanthroline (Phen) as secondary ligand have been prepared and characterized by conventional techniques including elemental analyses, infrared, electronic spectra, 1 H NMR and XRD. The infrared spectral data showed that the chelation behavior of the ligands towards Ni(II), Cu(II), Zn(II), Zr(IV) and La(III) transition metal ions through oxygen of ketone, carboxylic group of aceclofenac and nitrogen atoms of 1,10-phenanthroline. Thermal analyses showed that the chelates lose water molecules of hydration initially and subsequently expel anionic part and organic ligands in continuous steps leaving metal or metal oxide as a final product. XRD analysis of the compounds showed that, Acecl, Phen and their metal complexes display crystalline peaks.

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13C N.M.R. and Single-Crystal X-Ray Structural Investigation of the Fluoroquinolone Antimicrobial Drug Norfloxacin 2DCl.D2O

Cited by 25 publications

References 0 publications

Meloxicam and Study of Their Antimicrobial Effects against Phyto- and Human Pathogens

Meloxicam and Study of Their Antimicrobial Effects against Phyto- and Human Pathogens

Pefloxacinium methanesulfonate 0.10-hydrate

Preparation, spectroscopic characterization, thermal stability and XRD of some new metalchelates with aceclofenac in presence of 1,10-phenanthroline

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