scholarly journals Synthesis, Characterization and In Vitro Antibacterial Derivatives of Doxycycline

2020 ◽  
Vol 7 (4) ◽  
pp. 215-226
Author(s):  
Muhammad Rizwan Khan ◽  
Mohsin Abbas Khan ◽  
Khalil Ahmad ◽  
Asad Hamad ◽  
Muhammad Sajid-ur-Rehman ◽  
...  
Keyword(s):  
Schiff Bases ◽  
1H Nmr ◽  
13C Nmr ◽  
Broad Spectrum ◽  
Micrococcus Luteus ◽  
Condensation Reaction ◽  
Bacterial Strains ◽  
Zone Of Inhibition ◽  
Gram Negative

Objective: Nowadays antibacterial drugs resistance is major problem in the world. To overcome this problem, some novel derivates of doxycycline were synthesized by single step condensation reaction with ten different types of aromatic and aliphatic aldehydes and ketones in ethanol as solvent and acetic acid as catalyst. In these reactions, deprotonation of primary amine occurs that results in formation of imine.  Methods: All the derivatives physically characterized and confirmed by analytical techniques i.e. FTIR and 1H NMR and 13C NMR. The derived compounds have exhibited significantly more active against both gram positive as well as gram negative bacterial strains as compared to parent drug. Results: Derived Schiff bases RDC2, RDC4 and RDC10 showed zone of inhibition against Bacillus subtilis as compared to doxycycline and derived Schiff bases RDC1, RDC2, RDC5, RDC6, RDC7 and RDC8 showed more zone of inhibition against Micrococcus luteus as compared to doxycycline. Yield (75%), m.p. 180-185°C, Mol. Wt. 1063, Elemental Analysis: (Calculated) for C58H54N4O16: iC, 65.53; H, 5.12; N, 5.27; (Found): C, 65.49; H, 5.18; N, 5.37; FTIR (ν, cm‐1): 3066 (=C-H), 1665(C=N), 1585, 1490(C=C, phenyl), 3650(OH), 1692 (C=O); 1H NMR (DMSO−d6, δ, ppm), 6.02-6.03 d, 6.91-6.92 d, (=CH-); 6.88-6.89 t (=CH), 2.89-2.90 d, (-CH); 1.07-1.08 q, (-CH3), 3.38-3.39 d; 3.17-3.18 d, (CH), 1.47-1.48 t (CH), 1.48 s, (CH3), 6.96-6.97d, 7.577-7.588 d, (-CH=) 15.21 s (OH); 4.62 s (OH); 1.46-1.47 s (OH); 13C NMR (DMSO−d6, δ, ppm). Conclusion: Doxycycline is among broad-spectrum tetracycline. The Schiff bases derived from doxycycline show significantly highly active against gram negative bacteria as compared to doxycycline. In future further study on these derived compounds will help in market new derivative of doxycycline, which will have more broad-spectrum activity than doxycycline.

scholarly journals H2O2:HCl Catalyzed Synthesis of 5-(3-Substituted-Thiophene) Pyrimidine Derivatives and Evaluation for Their Pharmacological Effects

2021 ◽  
Author(s):  
Sukanya S H ◽  
Talavara Venkatesh ◽  
Adithya Rao S J ◽  
Shivakumara N
Keyword(s):  
In Silico ◽  
Condensation Reaction ◽  
Cancer Cell Line ◽  
Assay Method ◽  
Pharmacological Effects ◽  
Bacterial Strains ◽  
Zone Of Inhibition ◽  
Pyrimidine Derivatives ◽  
Ct Dna

Abstract A series of 5-(3-substituted-thiophene) pyrimidine derivatives (3a-d) were synthesized via Knoevenagel condensation reaction in aqueous ethanol using H2O2:HCl as a green halogenating catalyst and evaluated for their pharmacological effects. The structures of the targets were confirmed by analytical and spectroscopic methods. From antibacterial activity result reveals that, all the four compounds showed appreciable activity with varied zone of inhibition, in that the compounds 3b & 3d exhibited most effective zone of inhibition against bacterial strains E. coli & S. aureus respectively. In-vitro cytotoxicity was carried by MTT assay method against MCF-7 (Breast cancer) cell line and results of all the four compounds showed excellent selectivity, in that compound 3a exhibited excellent cytotoxicity with minimum cell viability range of 23.68 to 44.16 %. The interaction of compounds with CT-DNA was determined by using UV-absorption spectroscopy and results were confirmed that, all the synthesized compounds interacted strongly with CT-DNA through electrostatic or groove binding. In-silico ADME-toxicology results indicated that, all the targets are non-toxic, good oral bioavailability and druglikeness score indicated that they are suitable as drug-leads. From In-silico molecular docking results showed compound 3b was bound with GlcN-6-P and P38 MAPk with least binding energy of -7.9 and -6.4 kcal/mol respectively.

Synthesis and Characterization of Novel 1,3,5-Thiadiazine Derivatives Integrated with Quinoline Moiety as Potent Antimicrobial Agents

2020 ◽  
Vol 5 (2) ◽  
pp. 149-155
Author(s):  
M. Idrees ◽  
Naqui J. Siddiqui ◽  
Yogita G. Bodkhe ◽  
Satish Kola
Keyword(s):  
13C Nmr ◽  
Mass Spectra ◽  
Antimicrobial Agents ◽  
Synthesis And Characterization ◽  
Pathogenic Microorganism ◽  
Bacterial Strains ◽  
Gram Negative ◽  
E Coli

An expeditious synthesis of series of novel 1,3,5-thiadiazine (5a-f) and (6a-f) derivatives have been described. These compounds were synthesized by reaction of 1-(N-((6-methyl-2-(p-tolyloxy)quinoline- 3-yl)methylene)carbamimidoyl)-3-arylthiourea (3a-b) derivatives with N-aryl isocyanodichloride (4a-c) in chloroform followed by basification with dilute NH4OH to give the target compounds 5a-f; which were acetylated further to afford six novel 1,3,5-thiadiazin-3-(6H)-yl)ethanone (6a-f) derivatives. Synthesis of intermediate compounds 3a-b was obtained by reacting 6-methyl-2-(p-tolyloxy)quinoline-3- carbaldehyde (2a) and 1-carbamimidoyl-3-aryllthiourea (1a-b) in chloroform. Structures of compounds 5a-f and 6a-f were established by FTIR, 1H & 13C NMR, mass spectra and further supported by elemental analysis. All synthesized compounds were investigated for their in vitro antimicrobial screening against a panel of pathogenic microorganism comprising S. aureus as Gram positive while E. coli, P. vulgaris, S. typhi as Gram-negative bacterial strains.

scholarly journals Synthesis, characterization and antibacterial screening of some Schiff bases derived from pyrazole and 4-amino antipyrine

2016 ◽  
Vol 45 (2) ◽  
pp. 201 ◽  
Author(s):  
Shipra Baluja ◽  
Sumitra Chanda
Keyword(s):  
Schiff Bases ◽  
Micrococcus Luteus ◽  
Dimethyl Formamide ◽  
Klebsiella Aerogenes ◽  
Gram Negative Bacteria ◽  
Bacterial Strains ◽  
Gram Positive ◽  
Gram Negative ◽  
Gram Positive Bacteria ◽  
Antibacterial Screening

Some Schiff bases of pyrazole and 4-amino antipyrine have been synthesized. The antibacterial screening of these synthesized compounds was done in dimethyl formamide against four Gram positive bacteria viz.Bacillus cereus, Staphylococcus aureus, Staphylococcus epidermidids and Micrococcus luteus, and three Gram negative bacteria viz. Proteus mirabilis, Escherichia coli and Klebsiella aerogenes. It is observed that in comparison to Schiff bases of 4-amino antipyrine, pyrazole Schiff bases are better for inhibition for these selected Gram positive and Gram negative bacterial strains.

scholarly journals In vitro antibacterial activity of essential oils from Lamiaceae species

2016 ◽  
Vol 5 (4) ◽  
pp. 141-144
Author(s):  
Vinod Kumar ◽  
◽  
C. S. Mathela ◽  
Amit Panwar ◽  
◽  
...  
Keyword(s):  
Antimicrobial Activity ◽  
Antibacterial Activity ◽  
Essential Oils ◽  
Broad Spectrum ◽  
Antibacterial Effect ◽  
Gram Negative Bacteria ◽  
Bacterial Strains ◽  
Gram Negative ◽  
In Vitro Antibacterial Activity

Essential oils from Calamintha umbrosa and Nepeta species viz. N. leucophylla; N. hindostana; N. ciliaris and N. clarkei (family Lamiaceae), was tested against six bacterial strains. To evaluate the correlation between the antimicrobial activity and the essential oils, PCA and HCA analysis was done. PCA and HCA analysis of the antibacterial activity revealed that essential oils of Nepeta species had a strong and broad spectrum antibacterial effect against bacterial strains of P. aeruginosa and S. scandidus. The N. leucophylla oil showed higher activity against Gram-negative bacteria P. aeruginosa (10.5 mm, MIC 10 µL/mL) and K. pneumonia (9.1 mm, MIC 45 µL/mL) among all Nepeta oils which may be due to presence of active antimicrobial iridoids compounds.

scholarly journals Synthesis of Novel 3-Acetyl N-methyl-2- Quinolone Derivatives with Expected Antimicrobial Activity

2018 ◽  
Vol 28 (2) ◽  
pp. 73
Author(s):  
Ghazwan Ali Salman
Keyword(s):  
Antimicrobial Activity ◽  
Hydrazine Hydrate ◽  
Schiff Bases ◽  
1H Nmr ◽  
13C Nmr ◽  
Gram Negative Bacteria ◽  
Gram Negative ◽  
Aryl Aldehydes ◽  
Ft Ir ◽  
Quinolone Derivatives

A series of new 3-Acetyl N-Methyl-2-quinolones oxadiazoles derivatives were synthesized by reaction of 3-acetyl-4-hydroxy-1-methylquinolin-2(1H)-one 3 with ethylbromoacetate to produce compounds 4. The hydrazinolysis of compound 4 with hydrazine hydrate afforded hydrazide compounds 5. New Schiff bases 6 were obtained by condensation of compound 5 with different aryl aldehydes. The last step involves refluxing compound 6 with acetic anhydrides to give the corresponding 3-acetyl-N-methylquinolin-2-one oxadiazoles 7. All the synthesized compounds were characterized on the basis of FT-IR, 1H-NMR and 13C-NMR. The synthesized compounds have been evaluated for antimicrobial activity against Gram-positive and Gram-negative bacteria. Among sixteen synthesized novel compounds, in which five compounds (7a, 7b, 7c, 7e, 7g) ex-hibited promising Antimicrobial activity as compared to Trimethoprim (100μg/ml).

SYNTHESIS, CHARACTERIZATION AND BIOLOGICAL EVALUATION OF 3-FORMYL INDOLE BASED SCHIFF BASES

2018 ◽  
Vol 7 (6) ◽  
Author(s):  
Singh Gurvinder ◽  
Singh Prabhsimran ◽  
Dhawan R. K.
Keyword(s):  
Antimicrobial Activity ◽  
Spectral Analysis ◽  
Schiff Bases ◽  
Antimicrobial Agents ◽  
Biological Evaluation ◽  
Fungal Strain ◽  
Bacterial Strains ◽  
Standard Drug ◽  
Gram Negative ◽  
E Coli

In order to develop new antimicrobial agents, a series of 3-formyl indole based Schiff bases were synthesized by reacting 3-formyl indole(indole-3-carboxaldehyde) with substituted aniline taking ethanol as solvent. The reaction was carried in the presence of small amount of p-toluene sulphonic acid as catalyst.All the synthesized compounds were characterized by IR, 1H-NMR spectral analysis. All the synthesized compounds were evaluated for antimicrobial activity against two gram positive bacterial strains (B. subtilisand S. aureus) and two gram negative bacterial strains (P. aeruginosaand E. coli) and one fungal strain (C. albicans). All the synthesized compounds were found to have moderate to good antimicrobial activity. The  standard drug amoxicillin, fluconazole were used for antimicrobial activity. Among the synthesized compounds, the maximum antimicrobial activity was shown by compounds GS04, GS07, GS08 and GS10.

Preliminary in Vitro Investigations on The Inhibitory Activity of The Original Dietary Supplement Oxidal® on Pathogenic Bacterial Strains

2020 ◽  
Vol 11 ◽  
pp. 37-43
Author(s):  
Prof. Teodora P. Popova ◽  
Toshka Petrova ◽  
Ignat Ignatov ◽  
Stoil Karadzhov
Keyword(s):  
Dietary Supplement ◽  
Broad Spectrum ◽  
Pathogenic Bacteria ◽  
Antimicrobial Agents ◽  
Clinical Effectiveness ◽  
Inhibitory Effect ◽  
Diffusion Method ◽  
Bacterial Strains ◽  
Microbial Strains

The antimicrobial action of the dietary supplement Oxidal® was tested using the classic Bauer and Kirby agar-gel diffusion method. Clinical and reference strains of Staphylococcus aureus and Escherichia coli were used in the studies. The tested dietary supplement showed a well-pronounced inhibitory effect against the microbial strains commensurable with that of the broad-spectrum chemotherapeutic agent Enrofloxacin and showed even higher activity than the broad spectrum antibiotic Thiamphenicol. The proven inhibitory effect of the tested dietary supplement against the examined pathogenic bacteria is in accordance with the established clinical effectiveness standards for antimicrobial agents.

Repurposing of auranofin against bacterial infections: An In silico and In vitro study

2020 ◽  
Vol 16 ◽  
Author(s):  
Nidhi Sharma ◽  
Arti Singh ◽  
Ruchika Sharma ◽  
Anoop Kumar
Keyword(s):  
Broad Spectrum ◽  
In Silico ◽  
Antibacterial Agent ◽  
Bacterial Infections ◽  
In Vitro Assays ◽  
Infection Model ◽  
Synergistic Activity ◽  
Bacterial Strains ◽  
Molecular Docking Study

Aim: The aim of the study was to find out the role of auranofin as a promising broad spectrum antibacterial agent. Methods: In-vitro assays (Percentage growth retardation, Bacterial growth kinetics, Biofilm formation assay) and In-silico study (Molegro virtual docker (MVD) version 6.0 and Molecular operating environment (MOE) version 2008.10 software). Results: The in vitro assays have shown that auranofin has good antibacterial activity against Gram positive and Gram negative bacterial strains. Further, auranofin has shown synergistic activity in combination with ampicillin against S. aureus and B. subtilis whereas in combination with neomycin has just shown additive effect against E. coli, P. aeruginosa and B. pumilus. In vivo results have revealed that auranofin alone and in combination with standard drugs significantly decreased the bioburden in zebrafish infection model as compared to control. The molecular docking study have shown good interaction of auranofin with penicillin binding protein (2Y2M), topoisomerase (3TTZ), UDP-3-O-[3- hydroxymyristoyl] N-acetylglucosaminedeacetylase (3UHM), cell adhesion protein (4QRK), β-lactamase (5CTN) and arylsulphatase (1HDH) enzyme as that of reference ligand which indicate multimodal mechanism of action of auranofin. Finally, MTT assay has shown non-cytotoxic effect of auranofin. Conclusion: In conclusion, auranofin in combination with existing antibiotics could be developed as a broad spectrum antibacterial agent; however, further studies are required to confirm its safety and efficacy. This study provides possibility of use of auranofin apart from its established therapeutic indication in combination with existing antibiotics to tackle the problem of resistance.

scholarly journals Green Synthetic Protocol for (E)-1-Aryl-3-(2-morpholinoquinolin- 3-yl)prop-2-en-1-ones and Their Antimicrobial Activity

2019 ◽  
Vol 31 (9) ◽  
pp. 1895-1898
Author(s):  
Relangi Siva Subrahmanyam ◽  
Venkateswara Rao Anna
Keyword(s):  
Antimicrobial Activity ◽  
Spectral Data ◽  
1H Nmr ◽  
13C Nmr ◽  
Mass Spectral Data ◽  
In Vitro Antimicrobial Activity ◽  
Mass Spectral ◽  
Fungal Organisms

We report here an easy, efficient and green synthetic protocol for the (E)-1-aryl-3-(2-morpholinoquinolin-3-yl)prop-2-en-1-ones by the Claisen-Schmidt condensation of 2-morpholinoquinoline-3-carbaldehyde and different substituted acetophenones by using 1-butyl-3-methylimidazolium tetrafluoroborate (Bmim)BF4. The compounds were characterized by using 1H NMR, 13C NMR and mass spectral data and screened there in vitro antimicrobial activity against different bacterial and fungal organisms.

scholarly journals Smells Like Teen Spirit—A Model to Generate Laundry-Associated Malodour In Vitro

2021 ◽  
Vol 9 (5) ◽  
pp. 974
Author(s):  
Marc-Kevin Zinn ◽  
Marco Singer ◽  
Dirk Bockmühl
Keyword(s):  
Volatile Compounds ◽  
Micrococcus Luteus ◽  
Dimethyl Disulfide ◽  
Bacterial Strains ◽  
Dimethyl Trisulfide ◽  
Model Based ◽  
Washing Machines ◽  
Staphylococcus Hominis

Although malodour formation on textiles and in washing machines has been reported to be a very relevant problem in domestic laundry, the processes leading to bad odours have not been studied intensively. In particular, the smell often described as “wet-and-dirty-dustcloth-like malodour” had not been reproduced previously. We developed a lab model based on a bacterial mixture of Micrococcus luteus, Staphylococcus hominis, and Corynebacterium jeikeium, which can produce this odour type and which might allow the detailed investigation of this problem and the development of counteractions. The model uses bacterial strains that have been isolated from malodourous textiles. We could also show that the three volatile compounds dimethyl disulfide, dimethyl trisulfide, and indole contribute considerably to the “wet-fabric-like” malodour. These substances were not only found to be formed in the malodour model but have already been identified in the literature as relevant malodourous substances.

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