scholarly journals SYNTHESIS CHARACTERIZATION AND ANTIMICROBIAL ACTIVITIES STUDIES OF N-{2-(4-CHLOROPHENYL) ACETYL} AMINO ALCOHOLS DERIVED FROM α-AMINO ACIDS

Author(s):  
G. Venkateshappa ◽  
G. Shivaraju ◽  
P. Raghavendra Kumar

Amino acids play important roles in organisms to sustain in living state and perform as body constituents, enzymes and antibodies. At insalubrious situations, use of amino acids derivatives as drugs in the maintenance of normal health is better choice than common unnatural synthetic drugs. This is due to the fact that the amino acids derivatives may be more bio-compatible, biodegradable and eliminate easily than others.  In this sense we have made an effort and report herein the synthesis of N-{2-(4-chlorophenyl) acetyl} amino alcohols synthesised by reduction of N-{2-(4-chlorophenyl)acetyl} derivatives of (S)-amino acids such as (S)-phenylalanine, (S)-alanine, (S)-methionine, (S)-leucine, (S)-tryptophan and (S)-proline. These newly synthesized amino acids derivatives were analysed by proton, carbon-13 NMR and FT-IR spectroscopy. The composition of solid derivatives was determined by elemental analysis. Further, antimicrobial activities of these derivatives were assessed on usual bacteria K. aerogenes, E. coli, S. aureus and P. desmolyticum and fungi A. flavus and C. albicans. The compounds were witnessed moderate activity than authorised antibacterial and fungal agents Ciprofloxacin and Fluconazole respectively. The antimicrobial studies also revealed that, these derivatives could be better antifungal agents than antibacterial agents. Finally we compared the experimental results of antimicrobial activities with docking studies.  

Author(s):  
Chinyere Benardette Chinaka Ikpa ◽  
Uchechukwu C. Okoro ◽  
Collins I. Ubochi ◽  
Kieran O. Nwanorh

The 2-phenylsulphonamide derivatives of amino acids were synthesis by simple substitution of benzenesulphonylchloride (6) with amino acids (1-5) containing pharmacological active functionalities. Structures of the synthesised compounds (7a-7e) were characterised using FT-IR, NMR(1H,13C) and elemental analysis. The anti bacterial activities of the synthesised compounds were evaluated against gram positive bacteria: Staph and Streptococcus, gram negative bacteria: E-coli, Klebsiella, Proteus, and pseudomonas using 200 µl of 10 mg/ml and minimum inhibitory concentration (MIC) were also determined. The compounds exhibited effective anti bacterial properties though some are not more active than the standard drug ciprofloxacin.


2009 ◽  
Vol 23 (1) ◽  
pp. 45-50 ◽  
Author(s):  
Ghulam Rabbani ◽  
Anvarhusein A. Isab ◽  
Abdul Rahman Al-Arfaj ◽  
Saeed Ahmad ◽  
Muhammad Saleem ◽  
...  

Mercury(II) complexes of thiolates having the general formula [Hg(RS)Cl2]−and [Hg(RS)2] have been prepared and characterized by IR and NMR (1H and13C) spectroscopy (RSH = 2-aminoethanethiol hydrochloride (Aet), cysteine (Cys), thiosalicylic acid (Ts) and 2-mercaptonicotinic acid (Mnt)). The spectral data suggests that the coordination of thiolates to mercury(II) occurs through the sulfur as indicated by the absence of S–H vibrations in IR and significant downfield shifts in the C–S resonance in13C NMR. However, in Mnt complexes, coordination through both sulfur and nitrogen is indicated. Antimicrobial activities of the complexes were evaluated by minimum inhibitory concentration and the results showed that the complexes exhibited a wide range of activities against gram-negative bacteria (E. coli, P. aeruginosa), while moderate activity was observed against a mold,P. citrinum.


2019 ◽  
Vol 32 (2) ◽  
pp. 381-384
Author(s):  
G. Venkateshappa ◽  
P. Raghavendra Kumar ◽  
Krishna2

This paper reports the synthesis, characterization and antibacterial activity of N-2-(4-chlorophenyl)acetyl derivatives of various (S)-amino acids such as (S)-alanine, (S)-phenylalanine, (S)-leucine, (S)-methionine, (S)-proline and (S)-tryptophane. These compounds have been successfully synthesized and their structures were confirmed by 1H NMR and 13C NMR and FT-IR spectroscopy. The antimicrobial activity of these six (S)-amino acids derivatives have been evaluated by the agar well diffusion method against pathogens both Gram-positive (S. aureus) and Gram-negative (K. aerogenes, E. coli and P. desmolyticumas) bacteria and fungi (A. flavus and C. albicans). All these compounds have shown mild to moderate antimicrobial activity.


1996 ◽  
Vol 61 (2) ◽  
pp. 288-297 ◽  
Author(s):  
Vladimír Pouzar ◽  
Ivan Černý

New approach to the preparation of steroids with connecting bridge, based on an O-carboxymethyloxime (CMO) structure, and with terminal hydroxy group, is presented. 17-CMO derivatives of 3β-acetoxy- and 3β-methoxymethoxyandrost-5-en-17-one were condensed with α,ω-amino alcohols to give derivatives with a chain of seven to nine atoms. After THP-protection, these compounds were converted to 3-keto-4-ene derivatives. An alternative synthesis consisted in transformation of 17-CMO derivatives with bonded amino acids by reduction of the terminal carboxyl. The resulting compounds were designed as building blocks for the preparation of bis-haptens for sandwich immunoassays.


2020 ◽  
Vol 32 (6) ◽  
pp. 1482-1490
Author(s):  
Manju Mathew ◽  
Raja Chinnamanayakar ◽  
Ezhilarasi Muthuvel Ramanathan

A series of 1-(5-(5-(4-chlorophenyl)furan-2-yl)-4,5-dihyropyrazol-1-yl ethanone (5a-h) was synthesized through E-(3-(5-(4-chloro-phenyl)furan-2-yl)-1-phenylprop-2-en-1-one (3a-h) with hydrazine monohydrate and sodium acetate. Totally, eight compounds were synthesized and their structures were elucidated by infrared, 1H & 13C NMR, elemental analysis, antimicrobial studies, in silico molecular docking studies and also in silico ADME prediction. Antimicrobial studies of the synthesized compounds showed good to moderate activity against the all the stains compared with standard drugs. in silico Molecular docking study was carried out using bacterial protein and BC protein. Synthesized compounds (5a-h) showed good docking score compared with ciprofloxacin. Antimicrobial study was carried out for 4-chlorophenyl furfuran pyrazole derivatives (5a-h). The results of assessment of toxicities, drug likeness and drug score profiles of compounds (5a-j) are promising


2018 ◽  
Vol 2018 ◽  
pp. 1-15 ◽  
Author(s):  
K. Savithri ◽  
B. C. Vasantha Kumar ◽  
H. K. Vivek ◽  
H. D. Revanasiddappa

A bidentate (N- and O-) imine-based ligand (L1) and its metal complexes of types [CuII(L1)2] (C1), [CuII(L1)(Phen)] (C2), [CoIII(L1)2] (C3), and [CoIII(L1)(Phen)] (C4) (L1 = 2-((E)-(6-fluorobenzo[d]thiazol-2-ylimino)methyl)-4-chlorophenol and phen = 1,10-phenanthroline) were synthesized as potential chemotherapeutic drug candidates. The prepared complexes were structurally characterized by spectral techniques (NMR, FT-IR, LC-MS, EPR, and electronic absorption), thermogravimetric analysis (TGA/DTA), magnetic moment, and CHNO elemental analysis. Spectroscopic studies suggested the distorted octahedral structure for all complexes. In vitro bioassay studies include binding and nuclease activities of the ligand and its complexes with target calf thymus- (CT-) DNA were carried out by employing UV-Vis, fluorescence spectroscopy, viscosity, and gel electrophoresis techniques. The extent of binding propensity was determined quantitatively by Kb and Ksv values which revealed a higher binding affinity for C2 and C4 as compared to C1 and C3. In addition, the scavenging superoxide anion free radical (O∙-2) activity of metal complexes was determined by nitroblue tetrazolium (NBT) light reduction assay. Molecular docking studies with DNA and SOD enzyme were also carried out on these compounds. The antimicrobial study has shown that all the compounds are potential antibacterial agents against Gram-negative bacterial strains and better antifungal agents with respect to standard drugs used.


Polymers ◽  
2019 ◽  
Vol 11 (9) ◽  
pp. 1505 ◽  
Author(s):  
Shuyang Li ◽  
Xingtao Chen ◽  
Xiaomei Wang ◽  
Yi Xiong ◽  
Yonggang Yan ◽  
...  

Zinc can enhance osteoblastic bone formation and stimulate osteogenic differentiation, suppress the differentiation of osteoclast precursor cells into osteoclasts, and inhibit pathogenic bacterial growth in a dose-dependent manner. In this study, simonkolleite, as a novel zinc resource, was coated on poly (amino acids) (PAA) via suspending PAA powder in different concentrations of zinc chloride (ZnCl2) solution, and the simonkolleite-coated PAA (Zn–PAA) was characterized by SEM, XRD, FT-IR and XPS. Zinc ions were continuously released from the coating, and the release behavior was dependent on both the concentration of the ZnCl2 immersing solution and the type of soak solutions (SBF, PBS and DMEM). The Zn–PAA was cultured with mouse bone marrow stem cells (BMSCs) through TranswellTM plates, and the results indicated that the relative cell viability, alkaline phosphatase (ALP) activity and mineralization of BMSCs were significantly higher with Zn–PAA as compared to PAA. Moreover, the Zn–PAA was cultured with RAW264.7 cells, and the results suggested an inhibiting effect of Zn–PAA on the cell differentiation into osteoclasts. In addition, Zn–PAA exhibited an antibacterial activity against both S. aureus and E. coli. These findings suggest that simonkolleite coating with certain contents could promote osteogenesis, suppress osteoclast formation and inhibit bacteria, indicating a novel way of enhancing the functionality of synthetic bone graft material and identifying the underline principles for designing zinc-containing bone grafts.


2020 ◽  
Vol 21 (2) ◽  
pp. 106-113
Author(s):  
D.K. Adeyemi ◽  
A.O. Adeluola ◽  
M.J. Akinbile ◽  
O.O. Johnson ◽  
G.A. Ayoola

Background: Nanotechnology offers an advantage as a green route for synthesis of metal nanoparticles (NPs) with plant extracts as capping agent. Spondias mombin is a fruit-bearing tree and its leaf extracts have been reported to possess anxiolytic, hypoglycaemic, antiepileptic, antipsychotic, sedative, antioxidant, and antimicrobial properties. The objective of the study is to determine the antibacterial potential of a simple non-toxic product of green synthesis of metallic (Ag, Zn and Cu) nanoparticles using the leaf of Spondias mombin aqueous extracts (SMAE) as a reducing and capping agents of the metal ions.Methodology: Nanoparticles were characterized by UV visible spectrophotometeric analysis, Fourier Transform Infra-Red (FT-IR) spectrophotometer and scanning electron microscope (SEM). Antimicrobial activities of synthesized NPs against Escherichia coli, Staphylococcus aureus and Pseudomonas aeruginosa were determined by agar well diffusion technique.Results: The synthesized NPs varied in colour from dark brown to green and appears dominantly spherical, occasionally rod or triangular shaped with size ranging from 65-90 nm. UV spectroscopy absorption spectra of Ag, Zn and Cu NPs had absorbance peak at 267, 262 and 765 nm respectively. FT-IR spectrometry of Zn NP, Cu NP, and SMAE gave wave number ranging from 895.71-3320.67, 747.02-3225.45 and 658.25-3674.49 respectively. FT-IR analysis showed that SMAE acted as reducing and stabilizing agent while the NPs exhibited lower energy absorption band when compared to the plant extract. The NPs demonstrated higher antimicrobial activities against S. aureus than Ps. aeruginosa and E. coli. The antimicrobial activity was higher with copper NP than Ag and Zn NPs, and also higher than SMAE.Conclusion: The result from this study presents an indication for an alternative means for development of novel antimicrobial agents for clinical and biotechnological applications.Keywords: synthesis, nanoparticles, FT-IR, UV-visible spectrophotometry, antibacterial activitiesFrench Title: Synthèse verte de nanoparticules d'Ag, de Zn et de Cu à partir d'extrait aqueux de feuilles de Spondias mombin et évaluation de leur activité antibactérienneContexte: La nanotechnologie offre un avantage en tant que voie verte pour la synthèse de nanoparticules métalliques (NP) avec des extraits de plantes comme agent de coiffage. Spondias mombin est un arbre fruitier et ses extraits de feuilles possèdent des propriétés anxiolytiques,  hypoglycémiques, antiépileptiques, antipsychotiques, sédatives,  antioxydantes et antimicrobiennes. L’objectif de l’étude est de déterminer le potentiel antibactérien d’un simple produit non toxique de synthèse verte de nanoparticules métalliques (Ag, Zn et Cu) à l’aide de la feuille d’extraits aqueux de Spondias mombin (SMAE) en tant qu’agent réducteur et coiffant de la ions métalliques.Méthodologie: Les nanoparticules ont été caractérisées par analyse  spectrophotométrique UV visible, spectrophotomètre à transformée de Fourier infrarouge (FT-IR) et microscope électronique à balayage (MEB). Lesactivités antimicrobiennes de NP synthétisées contre Escherichia coli, Staphylococcus aureus et Pseudomonas aeruginosa ont été déterminées par une technique de diffusion sur puits d’agar.Résultats: Les NP synthétisés ont une couleur allant du brun foncé au vert et apparaissent principalement sphériques, parfois en bâtonnets ou en triangles, avec des tailles allant de 65 à 90 nm. Les spectres  d'absorption par spectroscopie UV des NP Ag, Zn et Cu présentaient des pics  d'absorbance à 267, 262 et 765 nm respectivement. La spectrométrie FT-IR de Zn NP, Cu NP et SMAE a donné un nombre d'onde allant de 895,71 à 3320,67, 747,02 à 3225,45 et 658,25 à 3674,49 respectivement. L'analyse FT-IR a montré que le SMAE agissait en tant qu'agent réducteur et  stabilisant, alors que les NP présentaient une bande d'absorption d'énergie inférieure à celle de l'extrait de plante. Les NP ont démontré des activités antimicrobiennes plus élevées contre S. aureus que Ps. aeruginosa et E. coli. L'activité antimicrobienne était plus élevée avec les NP en cuivre que dans les NP Ag et Zn, et également supérieure à celle du SMAE.Conclusion: le résultat de cette étude présente une indication d'un autre moyen de développement de nouveaux agents antimicrobiens pour des applications cliniques et biotechnologiques.Mots-clés: synthèse, nanoparticules, FT-IR, spectrophotométrie UV-visible, activités antibactériennes 


2009 ◽  
Vol 6 (4) ◽  
pp. 1205-1210 ◽  
Author(s):  
J. J. Vora ◽  
S. B. Vasava ◽  
K. C. Parmar ◽  
S. K. Chauhan ◽  
S. S. Sharma

Schiff base derivatives ofN-{(1E)-[3-(mono or di-substituted aryl)-1-phenyl-1H-pyrazol-4-yl]methylene{-4-methylpyridin-2-amine were synthesized by the acid catalyzed condensation of 3-(mono- or di- substituted aryl)-1-phenyl-1H-pyrazole-4-carbaldehyde derivatives with 4-methylpyridin-2-amine. Schiff base derivatives were characterized by FT-IR,1H-NMR, Mass spectral analysis and elemental analysis. All the synthesized compounds have been screened for their antimicrobial activities by using broth dilution method.


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