Microwave Assisted Synthesis, Characterization and Antimicrobial Screening of Thiazolidin-4-one Substituted Pyrazole Derivatives

2019 ◽  
Vol 6 (1) ◽  
pp. 44-53 ◽  
Author(s):  
Meenu Beniwal ◽  
Neelam Jain
Keyword(s):  
Antibacterial Activity ◽  
Melting Point ◽  
Microwave Irradiation ◽  
Significant Activity ◽  
Pyrazole Derivatives ◽  
Microwave Irradiation Method ◽  
Antimicrobial Screening ◽  
Mass Spectral ◽  
Rf Values

Background: This paper describes the synthesis of novel thiazolidin-4-one substituted pyrazole derivatives from the condensation reaction of hydrazide with acetophenone derivatives. Herein we describe the synthesis of fourteen compounds by microwave irradiation method. The synthesized compounds are in excellent yield by utilizing microwave irradiation heating. Objective: Compounds using different aromatic or heteroaromatic compounds should be synthesized and screened for their antibacterial activity to explore the possibility of pyrazole substituted thiazolidin- 4-ones as a novel series of antimicrobials. Method: Synthesis of thiazolidin-4-one substituted pyrazole derivatives was carried out under microwave radiation. Result: These compounds were identified on the basis of melting point range, Rf values, IR, 1HNMR and mass spectral analysis. These compounds were evaluated for their in vitro antimicrobial activity and their Minimum Inhibitory Concentration (MIC) was determined. Among them Comp. 4b and Comp. 4k possess appreciable antimicrobial and antifungal activities. Conclusion: A novel series of Thiazolidin-4-one substituted pyrazole were synthesized under microwave irradiation method and identified on the basis of melting point range, Rf values, IR, 1HNMR, mass spectral data and elemental analysis. The compounds were subjected to in vitro antimicrobial screening and their Minimum Inhibitory Concentrations (MIC) were determined. Among all the tested compounds, two compounds 4b and 4k exhibited moderate to significant activity against all the tested strains of bacteria and fungus were found to have appreciable antimicrobial activities. The results of antibacterial activity showed that compounds containing electron withdrawing groups were found to be more active than the compounds containing electron releasing groups.

scholarly journals Microwave-Assisted Synthesis of 2-(5-(5-(4-Substituted phenyl)-2-(5-methoxy- 2H-chromen-3-yl)-1H-imidazol-1-yl)alkyl)-1H-benzo[de]isoquinoline- 1,3(2H)-dione Derivatives and their Antimicrobial Activity

2020 ◽  
Vol 32 (4) ◽  
pp. 839-844
Author(s):  
D. Ashok ◽  
K. Ramakrishna ◽  
Nalaparaju. Nagaraju ◽  
Ravinder Dharavath ◽  
M. Ram Reddy ◽  
...  
Keyword(s):  
Antimicrobial Activity ◽  
Microwave Irradiation ◽  
Conventional Heating ◽  
Microwave Assisted Synthesis ◽  
Klebsiella Pneumonia ◽  
Green Solvents ◽  
Microwave Irradiation Method ◽  
Reaction Conditions ◽  
Mass Spectral

A method for the synthesis of several imidazoles containing isoquinoline scaffolds under conventional and microwave irradiation methods. In the microwave irradiation method gives higher yields with in shorter reaction time as compared to conventional heating method, using green solvents and eco-friendly reaction conditions. All the synthesized derivatives were characterized by IR, NMR and Mass spectral analysis. Furthermore, the title compounds were screened for their in vitro antimicrobial activity against bacteria such as Bacillus subtilis, Staphylococcus aureus, Escherichia coli and Klebsiella pneumonia as well as fungi such as Aspergillus niger, Aspergillus flavus and Fusarium oxysporum. The compounds 8a, 8d, 8e and 8h exhibited better antimicrobial activity against all organisms.

scholarly journals Anti-Inflammatory Effects of 3-Formyl, 7-Flavonols Derivatives by Microwave Enhanced Chemistry Assisted - Vilsmeier Haack Synthesis

2019 ◽  
Vol 12 (04) ◽  
pp. 1779-1791
Author(s):  
M. Karpakavalli ◽  
A.Y. Sangilimuthu ◽  
A.Usha Raja Nanthini ◽  
G.Nagaraja Perumal ◽  
S. Mohan ◽  
...  
Keyword(s):  
Protein Denaturation ◽  
Population Increase ◽  
Spectral Studies ◽  
Dimethyl Formamide ◽  
Mass Spectral ◽  
Paw Oedema ◽  
Rf Values ◽  
Anti Inflammatory

In the modern medicines the novel and active molecules are essential to act against various diseases and increase the needs day by day due to population increase. In view of that, we attempt to make a variety of synthetic molecules against inflammation by a new and popular greener microwave assisted and faster method such as Microwave Enhanced Chemistry assisted Vilsmeier Haack Synthesis (MEC-VHS). In this paper, we report the synthesis of nitro- dinitro- and acetyl- derivatives of 3- formyl, 7-flavonols using MEC-VHS techniques against inflammation as anti-inflammatory agent. These derivatives were synthesized via pinkish formylation complex of dimethyl formamide and phosphorous oxychloride by microwave irradiation resulted as suspension by base. The re-crystallized products were characterized through Co-TLC, λmax, IR, HPTLC, 1HNMR, CHN analysis and mass spectral studies. The HPTLC finger print profiles obtained were of with a prominent single peak and with a matching Rf values compared to that obtained by an ordinary Co-TLC technique. All the synthesized compounds were screened for their anti-inflammatory activity by in vitro protein denaturation method and in vivo carrageenan induced paw oedema method and it was found that all the compounds excepting the un-substituted 3-formyl, 7-flavonols gave an equi- or more potent activity as compared to that of the standard.

scholarly journals A new group of compounds derived from 4-, 5-, 6- and 7-aminoindoles with antimicrobial activity

2018 ◽  
Vol 4 (3) ◽  
pp. 27-36 ◽  
Author(s):  
Irina Stepanenko ◽  
Semen Yamashkin ◽  
Yuliya Kostina ◽  
Alyona Batarsheva ◽  
Mikhail Mironov
Keyword(s):  
Antimicrobial Activity ◽  
Antibacterial Activity ◽  
Antibiotic Resistance ◽  
Biologically Active ◽  
Diffusion Method ◽  
Significant Activity ◽  
Clinical Strains ◽  
Causative Agents ◽  
New Compounds

Introduction. The problem of antibiotic resistance of microorganisms is becoming more urgent in the twenty-first century. Microorganisms possess an evolutionary adaptive capacity. Non-adherence to the basic principles of rational antibiotic therapy leads to menacing consequences. More and more pathogenic microbes are becoming resistant to two or more antibiotics. The search for new compounds with antimicrobial activity is one of the principles for overcoming the antibiotic resistance of microorganisms. Materials and methods. Eighteen test-strains of microorganisms and more than 2000 clinical strains of microorganisms, representating the families Micrococcaceae, Streptococcaceae, Enterobacteriaceae, Moraxellaceae, Pseudomonadaceae, Sphingomonadaceae, Xanthomonadaceae were studied for sensitivity to the compounds derived from 4-, 5-, 6- and 7-aminoindoles. A method of serial dilutions to determine the minimal inhibitory concentration (MIC) of the compounds under study was used in the study, as well as a disc diffusion method. Results and discussion. Sensitivity of the test-strains and of clinical strains of microorganisms to the resulting compounds was studied. The compounds based on substituted 4-, 5-, 6-, 7-aminoindoles showed different activity against the test strains and experimental strains of microorganisms in vitro. It was found that the marked antibacterial activity was exhibited by the compounds containing a trifluoromethyl group. The most significant activity was noted in amides and pyrroloquinolones based on 4-aminoindole, 6-aminoindole and 7-aminoindole.The most effective compounds with laboratory codes 5D, 7D, 39D, S3, HD, 4D showed a pronounced antibacterial activity. Conclusion. Antimicrobial activity of the substituted amides and pyrroloquinolines on the basis of 4-, 5-, 6-, 7-aminoindoles was etermined in our study, as well as the spectra of their action against Gram-positive and Gram-negative microorganisms, which are causative agents of non-specific and certain specific human infectious diseases. Moreover, we evaluated the synthetic potentials of the substituted 4-, 5-, 6-, 7-aminoindoles as the starting compounds for synthesizing a series of indolylamides and pyrroloquinolines. Also, the prospects for targeted synthesis of biologically active compounds based on indole-type aromatic amines were determined.

3,4-Dihydropyrimidin-2(1H)-One Analogues: Microwave irradiated Synthesis with Antimicrobial and Antituberculosis Study

2019 ◽  
Vol 6 (1) ◽  
pp. 61-70
Author(s):  
Navin Patel ◽  
Sabir Pathan ◽  
Hetal I. Soni
Keyword(s):  
Microwave Irradiation ◽  
Biginelli Reaction ◽  
Antitubercular Activity ◽  
Antimicrobial Activities ◽  
Chemical Diversity ◽  
Spectral Studies ◽  
Dilution Method ◽  
Bacterial Strains ◽  
Microwave Irradiation Method

Background: For rapid and sustainable synthesis, microwave irradiation method is serviceable. This present study deals with the preparation of oxadiazole and pyridine bearing 1,2,3,4- tetrahydro pyrimidine derivatives by microwave irradiation. Objective: The present study aims to carry out rapid synthesis of chloro-acetamides of oxadiazoles of Biginelli product and amino cyano derivative of pyridine by microwave-assisted heating. Our efforts are focused on the introduction of chemical diversity in the molecular framework in order to synthesize pharmacologically interesting compounds. Methods:: Microwave irradiation was used for the synthesis of 2-((3-cyano-4-(3,4-dichloro phenyl)- 6-(4-hydroxy-3-methoxyphenyl) pyridin-2-yl) amino)-N-(5-(substituted) -(6-methyl-2-oxo -1,2,3,4- tetrahydro pyrimidin-5-yl)-1,3,4-oxadiazol-2-yl)acetamide by using Biginelli reaction. New structural analogues were confirmed by spectral studies followed by their screening for in vitro antibacterial activity against Staphylococcus aureus, Staphylococcus Pyogenus, Escherichia coli and Pseudomonas aeruginosa bacterial strains and for antifungal activity against Candida albicans, Aspergillus niger and Aspergillus clavatus by micro-broth dilution method. In vitro antimycobacterial activity determined out against (Mycobacterium tuberculosis) H37Rv strain using Lowenstein-Jensen medium. Results: As compared to the conventional method, microwave irradiation method is advantageous for the synthesis of 1,2,3,4-tetrahydropyrimidin derivatives. Potent antimicrobial activities and antitubercular activity were found for some of the compounds. Conclusion: Microwave irradiation method provided an effective way to discover a novel class of antimicrobial and antituberculosis agents. 1,2,3,4-tetrahydropyrimidin derivatives showed improved antimicrobial and good antituberculosis activity.

scholarly journals Synthesis, Spectroscopic Characterization and Antibactrial Activities of Co(II) Complex of Ofloxacin Drug Mixed with Ascorbic Acid as secondary ligand

2021 ◽  
Vol 3 (3) ◽  
Author(s):  
Ugochukwu Onyenze ◽  
I.E. Otuokere
Keyword(s):  
Ascorbic Acid ◽  
Antibacterial Activity ◽  
Melting Point ◽  
Spectroscopic Characterization ◽  
Diffusion Method ◽  
Hydroxyl Groups ◽  
Molecular Formula ◽  
Filter Paper Disc ◽  
Secondary Ligand

Ofloxacin is a quinolone antibiotic that is considered an efficient antibacterial drug with a broad spectrum of activity against anaerobic and aerobic bacteria and has strong antibacterial activity in vitro against many bacteria species by inhibiting their DNA-gyrase. In this study, the synthesis, physicochemical and spectroscopic characterization of Cobalt (II) metal complex with ofloxacin as primary ligand and ascorbic acid as the secondary ligand have been carried out. The complex was prepared by reflux method for four hours in methanol. The complex, with the molecular formula [Co(Ofl)(Asc)], was characterized by its color, solubility, melting point, FTIR, UV/Visible, 1H NMR, and 13C NMR spectroscopy. The color and the melting point suggest that complexation occurred. The Fourier Transform Infrared data for both the primary ligand (Ofl) and the secondary ligand (Asc) acted as tridentate ligands. Ofl coordinated to the Co(II) metal ion via the two carbonyl oxygen atoms and the oxygen atom of the hydroxyl group, whereas Asc coordinated to the metal through the carbonyl and enolic C-2 and C-3 hydroxyl groups. The electronic data suggests octahedral geometry for the complex. The ligands and the novel Co (II) complex were tested for in vitro antibacterial activity against gram-negative and gram-positive bacterial species using the filter paper disc agar diffusion method. Significant antibacterial activities were observed for the complex compared to the ligands. This research will aid in the development of more potent drugs that are resistant to organisms.

scholarly journals Antibacterial Activity, Antioxidant Potential and Stigmasterol Isolation from Laggera aurita Linn (Asteraceae)

2021 ◽  
pp. 24-39
Author(s):  
C. Yohanna ◽  
A. Kwaji ◽  
R. Atiko
Keyword(s):  
Antibacterial Activity ◽  
Ethyl Acetate ◽  
Antioxidant Properties ◽  
Bioactive Compound ◽  
Ethyl Acetate Fraction ◽  
Antioxidant Potential ◽  
Crystalline Solid ◽  
Significant Activity ◽  
In Vitro Investigation

The study was aimed at the in-vitro investigation of the antibacterial activity, antioxidant potential and bioactive compound isolation from ethyl acetate crude fraction of Laggera aurita (L. aurita) Linn. The crude fraction was tested against five gram negative bacteria (Escherichia coli, Pseudomonas aeruginosa, Klebsiella pneumoniae, Salmonella typhi, Proteus mirabilis) and three gram positive bacteria (Staphylococcus aureus, Enterococcus faecalis and Bacillus subtilis) using macro dilution technique. The antioxidant potentials were evaluated using two different but complementary methods namely ferrous ion chelating activity (FICA) and ferric reducing antioxidant potential (FRAP). Phytocompound isolation was carried out on low pressure open column chromatography. The crude fraction displayed moderate to significant activity against all tested bacteria exhibiting both bacteriostatic and bactericidal effects. The crude fraction showed Minimum Inhibitory Concentration (MIC) and Minimum Bactericidal Concentration (MBC) in the range of 62.50-250 µg/mL and 125-1000 µg/mL respectively. The crude fraction was bactericidal to all tested pathogens except E. coli. The fifty percent effective concentration (EC50) of EDTA standard and the ethyl acetate fraction were obtained as 10.87 μg/mL and 25.77 μg/mL respectively. Similarly the FRAP determinations for ascorbic acid and ethyl acetate fraction yielded 153.63 and 134.40 Fe2+ Equivalent per g of fraction indicating 80.06% and 70.61% FRAP units respectively. The isolated phytocompound coded LAE was obtained as a white crystalline solid with melting point of 136‐138°C and Rf of 0.56 in hexane: ethylacetate (6:4). The isolated compound was identified by spectroscopic data analysis from FT-IR, GC-MS, 1D and 2D NMR and in comparison with literature. The compound was identified as stigmasterol. The observed significant antibacterial and antioxidant properties demonstrated by L. aurita in this study validate its widespread use in traditional medicine. Therefore the study had shown that L. aurita contains bioactive principles and may serve as a source for potential antibacterial and oxidative stress therapeutic agents.

An efficient protocol for the synthesis of new camphor pyrimidine and camphor thiazole derivatives using conventional and microwave irradiation techniques and in vitro evaluation as potential antimicrobial agents

2022 ◽  
Vol 19 ◽  
Author(s):  
Entesar A. Hassan ◽  
Salem E. Zayed ◽  
Al-Hassan S. Mahdy ◽  
Ahmed M. Abo-Bakr
Keyword(s):  
Microwave Irradiation ◽  
Mass Spectra ◽  
Antimicrobial Agents ◽  
Microwave Irradiation Method ◽  
Pyrimidine Derivatives ◽  
Thiazole Derivatives ◽  
Ft Ir ◽  
New Compounds ◽  
Potential Use

Background: A series of new pyrimidines and thiazoles containing camphor moiety were synthesized under both conventional and microwave irradiation techniques. Methods: The condensation of camphor either with aminoguanidine or thiosemicarbazide gives the camphor hydrazine carboximidiamide 2 and the camphor thiosemicarbazone 3, respectively. Refluxing of 3 with chloroacetonitrile afforded the camphor thiazol-4-imine 4. Compounds 2 and 4 were used as precursors for the synthesis of target products. Results: The reaction of 2 with different species such as arylidene malononitrile, acetylacetone, and ethyl acetoacetate gave the corresponding camphor pyrimidine derivatives 5a,b-7 while refluxing of compound 4 with different reagents e.g. aldehydes, isatin, ninhydrin, acetic anhydride, benzene sulphonyl chloride, and p-nitro-benzoyl chloride afforded the camphor thiazole derivatives 8a-d-13, respectively. Conclusion: A comparison between the conventional way and the eco-friendly microwave irradiation method occurred in the synthesis of the same compounds, which the latter was more efficient. The elemental analysis, FT-IR, 1H NMR, 13C NMR, and Mass spectra confirm the structures of the obtained new compounds. The potential use of some selected derivatives as antimicrobial agents was investigated and gave promising results

scholarly journals Eleucine indicaPossesses Antioxidant, Antibacterial and Cytotoxic Properties

2011 ◽  
Vol 2011 ◽  
pp. 1-6 ◽  
Author(s):  
Adel S. Al-Zubairi ◽  
Ahmad Bustamam Abdul ◽  
Siddig Ibrahim Abdelwahab ◽  
Chew Yuan Peng ◽  
Syam Mohan ◽  
...  
Keyword(s):  
Antibacterial Activity ◽  
Human Cancer ◽  
Antioxidant Properties ◽  
Antibacterial Properties ◽  
Diffusion Method ◽  
Total Phenolic ◽  
Significant Activity ◽  
Human Cancer Cell Lines

The use of evidence-based complementary and alternative medicine is increasing rapidly.Eleucine indica(EI) is traditionally used in ailments associated with liver and kidneys. The therapeutic benefit of the medicinal plants is often attributed to their antioxidant properties. Therefore, the aim of this study was to screen the hexane, dicholoromethane, ethyl acetate (EA) and methanol extracts (MeTH) of EI for their antioxidant, antibacterial and anti-cancer effects using total phenolic contents (TPCs) and DPPH, disc diffusion method and MTT cytotoxicity assays, respectively. The MeTH was showed to have the highest TPC and scavenging activity (77.7%) on DPPH assay, followed by EA (64.5%), hexane (47.19%) and DCM (40.83%) extracts, whereas the MeTH showed no inhibitory effect on all tested bacteria strains. However, the EA extract exhibited a broad spectrum antibacterial activity against all tested bacteria exceptBacillus subtilis, in which this bacterium was found to be resistant to all EI extracts. Meanwhile, hexane extract was demonstrated to have a remarkable antibacterial activity against methicillin resistantStaphylococcus aureus(MRSA) andPseudomonas aeruginosa, while the dicholoromethane extract did not exhibit significant activity againstP. aeruginosa. None of the extracts showed significant cytotoxic activity towards MCF-7, HT-29 and CEM-SS human cancer cell lines after 72 h incubation time (IC50> 30 μg/ml). These results demonstrate that the extract prepared from the EI possesses antioxidant activityin vitroin addition to antibacterial properties. Further investigations are needed to verify the antioxidant effectsin vitroandin vivo.

scholarly journals Synthesis of Novel Schiff Bases by Microwave Irradiation and Their in vitro Antibacterial Activity

2013 ◽  
Vol 25 (15) ◽  
pp. 8643-8646 ◽  
Author(s):  
Salman A. Khan ◽  
Abdullah M. Asiri ◽  
Aftab Aslam Parwaz Khan ◽  
Khalid Ali Khan ◽  
Mohie A.M. Zayed
Keyword(s):  
Antibacterial Activity ◽  
Microwave Irradiation ◽  
Schiff Bases ◽  
In Vitro Antibacterial Activity
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