Synthesis and Antimicrobial Studies of Some 4-(Substituted)-Ethanoylamino-3-Mercapto-5- (4-Substituted) Phenyl-1,2,4-Triazoles

Triazoles and triazoles with different substituent groups are found to possess diverse application in the field of medicine and industry. A series of 4-(substituted) ethanoylamino-3-mercapto-5-(4-substituted) phenyl-1,2,4- triazoles were synthesized as novel antimicrobial agents starting from different 4-substituted benzoic acids. The chemical structures of these newly synthesized compounds were elucidated by IR, 1H NMR, 13C NMR, FAB+-mass spectral data and elemental analyses. The antimicrobial activity of title compounds were examined against two gram positive bacteria (Staphylococcus aureus, Bacillus subtilis), two gram negative bacteria (Escherichia coli, Pseudomonas aeruginosa) and three fungi (Candida albicans, Aspergillus niger and Fusarium oxysporum) using disc diffusion method. Some of the compounds bearing methoxy group exhibited moderate to good antibacterial and antifungal activities. DOI: http://dx.doi.org/10.3329/dujps.v11i1.12481 Dhaka Univ. J. Pharm. Sci. 11(1): 7-18, 2012 (June)

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Synthesis and Biological Evaluation of Some Novel Mannich Bases of Isoxazoline Derivatives as Possible Antimicrobial Agents

Asian Journal of Chemistry ◽

10.14233/ajchem.2019.22247 ◽

2019 ◽

Vol 31 (12) ◽

pp. 2821-2826 ◽

Cited By ~ 1

Author(s):

Seema A. Gosavi ◽

Dattatray H. Nandal ◽

Sarita S. Pawar

Keyword(s):

Antimicrobial Agents ◽

Isonicotinic Acid ◽

Acid Hydrazide ◽

Hydroxylamine Hydrochloride ◽

Antimycobacterial Activity ◽

Mannich Bases ◽

Biological Evaluation ◽

Diffusion Method ◽

Gram Positive Bacteria ◽

Antimicrobial Studies

Novel isoxazoline derivatives were synthesized by condensation of substituted acetophenones with aldehyde in presence of alcoholic NaOH to get intermediate chalcones, which were further treated with hydroxylamine hydrochloride in presence of sodium hydroxide to get isoxazoline derivatives. The latter were refluxed separately with isonicotinic acid hydrazide and sulphanilamide in presence of formaldehyde for 6-10 h to afford corresponding Mannich bases. The structures of synthesized compounds were established on the basis of melting point, TLC, IR, 1H NMR and HRMS. Antimycobacterial activity of compounds (3a-j) were assessed against M. tuberculosis (vaccine strain, H37 Rv strain) ATCC27294 using microplate Alamar Blue assay (MABA). Further the derivatives were evaluated for the antibacterial activity against Gram positive bacteria S. aureus (ATCC 9144), S. epidemidis (ATCC12228) and Gram negative bacteria E. coli (ATCC 25922), Klebsiella (ATCC 4352), while antifungal activity against A. flavus (ATCC 9643) and A. niger (ATCC 16404) by using agar well diffusion method using ciprofloxacin and fluconazole as standards, respectively. The results of antimicrobial studies showed that some of the derivatives posses mild to moderate biological activity as compared to standard.

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Synthesis, Characterization and Molecular Docking of 1,2,4-Triazole Derivatives as Potential Antimicrobial Agents

Asian Journal of Chemistry ◽

10.14233/ajchem.2020.22594 ◽

2020 ◽

Vol 32 (6) ◽

pp. 1437-1442

Author(s):

Panneerselvam Kalaivani ◽

Jayaraman Arikrishnan ◽

Mannuthusamy Gopalakrishnan

Keyword(s):

Antimicrobial Agents ◽

Docking Study ◽

Binding Mode ◽

Zone Of Inhibition ◽

Mass Spectral ◽

Antibacterial And Antifungal Activities ◽

Inhibition Concentration ◽

Ft Ir ◽

Antibacterial And Antifungal

In this study, a new series of (E)-N-(4-(3-(3,5-dialkylphenyl)acryloyl)phenyl)-2-(1H-1,2,4-triazol-1- yl)acetamide (32-41) was synthesized, characterized by FT-IR, 1H NMR, 13C NMR and Mass spectral analysis and evaluated for their in vitro antibacterial and antifungal activities. The docking study of the newly synthesized compounds was performed and results showed good binding mode in the active site of 1T9U protein. The zone of inhibition concentration was tested for the synthesized compounds against five bacterial and three fungal strains. Compounds 34 and 37 have good antibacterial activity. Compounds 3, 4 and 6 shows moderate inhibition against the antifungal activity.

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Antibacterial and Antifungal Activity of Three Monosaccharide Monomyristate Derivatives

Molecules ◽

10.3390/molecules24203692 ◽

2019 ◽

Vol 24 (20) ◽

pp. 3692 ◽

Cited By ~ 4

Author(s):

Jumina ◽

Mutmainah ◽

Purwono ◽

Kurniawan ◽

Syah

Keyword(s):

Antibacterial Activity ◽

Antifungal Activity ◽

Myristic Acid ◽

Antimicrobial Agents ◽

Mass Spectral ◽

Food Industries ◽

Gram Positive Bacteria ◽

Microbial Infections ◽

Antibacterial And Antifungal ◽

Weak Antibacterial Activity

Microbial infections remains a serious challenge in food industries due to their resistance to some of the well-known antibacterial and antifungal agents. In this work, a novel monomyristoyl ester (fructosyl monomyristate) and two other derivatives (i.e., glucosyl and galactosyl monomyristates) were successfully synthesized from myristic acid and monosaccharides in two-step reactions. First, the myristic acid was converted to myristoyl chloride, and then the myristoyl chloride was reacted with fructose, glucose and galactose separately to produce the corresponding monosaccharide monomyristate derivatives. The structures of the synthesized products were confirmed by Fourier transform infrared (FTIR), proton and carbon nuclear magnetic resonance (1H- and 13C-NMR), and mass spectral (MS) data. The monomyristates esters were obtained in reaction yields of 45.80%–79.49%. The esters were then evaluated for their antimicrobial activity using the disc diffusion test. It was found that the esters exhibited a medium antibacterial activity against gram-positive bacteria; however, they showed a weak antibacterial activity against gram-negative bacteria. Amongst the esters, galactosyl myristate yielded the highest antibacterial activity against Salmonella typhimurium, Staphylococcus aureus and Bacillus subtilis, while glucosyl monomyristate exhibited the highest antibacterial activity only against Escherichia coli. Additionally, all products showed remarkable antifungal activity against Candida albicans. These findings demonstrate that monosaccharide monomyristate derivatives are promising for use as biocompatible antimicrobial agents in the future.

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Chemical composition, antibacterial and antifungal activity of the essential oils of Cotinus coggygria from Serbia

Journal of the Serbian Chemical Society ◽

10.2298/jsc0711045n ◽

2007 ◽

Vol 72 (11) ◽

pp. 1045-1051 ◽

Cited By ~ 21

Author(s):

Miroslav Novakovic ◽

Ivan Vuckovic ◽

Pedja Janackovic ◽

Marina Sokovic ◽

Anka Filipovic ◽

...

Keyword(s):

Essential Oils ◽

Diffusion Method ◽

Disc Diffusion Method ◽

Gram Positive Bacteria ◽

Antibacterial And Antifungal Activities ◽

Microdilution Method ◽

Antifungal Potential ◽

Antibacterial And Antifungal ◽

Cotinus Coggygria ◽

Commercial Fungicide

Essential oils from leaves with young branches of Cotinus coggygria Scop. from two localities in Serbia (Deliblatska pescara and Zemun), obtained by hydrodistillation, were analyzed by GC-MS. Thirty-one component were identified from both oils and among them monoterpenic hydrocarbons were the dominant class (87.4 and 93.1 %). The dominant constituent in both essential oils was limonene (47.0 and 39.2 %). Both oils were also tested for antibacterial and antifungal activities. In comparison to streptomycin, both oils showed slightly higher activity (against most Gram-positive bacteria) in the disc diffusion method and slightly lower activity when the microdilution method was employed. They also exhibited antifungal potential higher than that of the commercial fungicide bifonazole.

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Antimicrobial Activity of Indigofera suffruticosa

Evidence-based Complementary and Alternative Medicine ◽

10.1093/ecam/nel010 ◽

2006 ◽

Vol 3 (2) ◽

pp. 261-265 ◽

Cited By ~ 28

Author(s):

Sônia Pereira Leite ◽

Jeymesson Raphael Cardoso Vieira ◽

Paloma Lys de Medeiros ◽

Roberta Maria Pereira Leite ◽

Vera Lúcia de Menezes Lima ◽

...

Keyword(s):

Pathogenic Bacteria ◽

Skin Diseases ◽

Antibacterial Activities ◽

Diffusion Method ◽

Microsporum Canis ◽

Aqueous Extracts ◽

Gram Positive Bacteria ◽

Antibacterial And Antifungal Activities ◽

Solid Diffusion ◽

Antibacterial And Antifungal

Various organic and aqueous extracts of leaves ofIndigofera suffruticosaMill (Fabaceae) obtained by infusion and maceration were screened for their antibacterial and antifungal activities. The extracts were tested against 5 different species of human pathogenic bacteria and 17 fungal strains by the agar-solid diffusion method. Most of the extracts were devoid of antifungal and antibacterial activities, except the aqueous extract of leaves ofI. suffruticosaobtained by infusion, which showed strong inhibitory activity against the Gram-positive bacteriaStaphylococcus aureuswith a minimal inhibitory concentration (MIC) of 5000 µg ml−1. The MIC values to dermatophyte strains were 2500 µg ml−1 againstTrichophyton rubrum(LM-09, LM-13) andMicrosporum canis. This study suggests that aqueous extracts of leaves ofI. suffruticosaobtained by infusion can be used in the treatment of skin diseases caused by dermatophytes.

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Evaluation of antibacterial, teratogenicity and antibiofilm effect of sulfated chitosans extracted from marine waste against microorganism

Journal of Bioactive and Compatible Polymers ◽

10.1177/08839115211014225 ◽

2021 ◽

pp. 088391152110142

Author(s):

Velu Gomathy ◽

Venkatesan Manigandan ◽

Narasimman Vignesh ◽

Aavula Thabitha ◽

Ramachandran Saravanan

Keyword(s):

Biofilm Formation ◽

Pathogenic Bacteria ◽

Antimicrobial Agents ◽

Inhibitory Effect ◽

Diffusion Method ◽

Marine Litter ◽

Ionization Time ◽

Gram Positive Bacteria ◽

Mineral Components ◽

Ft Ir

Biofilms play a key role in infectious diseases, as they may form on the surface and persist after treatment with various antimicrobial agents. The Staphylococcus aureus, Klebsiella pneumoniae, S. typhimurium, P. aeruginosa, and Escherichia coli most frequently associated with medical devices. Chitosan sulphate from marine litter (SCH-MW) was extracted and the mineral components were determined using atomic absorption spectroscopy (AAS). The degree of deacetylation (DA) of SCH was predicted 50% and 33.3% in crab and shrimp waste respectively. The elucidation of the structure of the SCH-MW was portrayed using FT-IR and 1H-NMR spectroscopy. The molecular mass of SCH-MW was determined with Matrix-Assisted Laser Desorption/Ionization-Time of Flight (MALDI-TOF). The teratogenicity of SCH-MW was characterized by the zebrafish embryo (ZFE) model. Antimicrobial activity of SCH-MW was tested with the agar well diffusion method; the inhibitory effect of SCH-MW on biofilm formation was assessed in 96 flat well polystyrene plates. The result revealed that a low concentration of crab-sulfated chitosan inhibited bacterial growth and significantly reduced the anti-biofilm activity of gram-negative and gram-positive bacteria relatively to shrimp. It is potentially against the biofilm formation of pathogenic bacteria.

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Synthesis of a Series of Novel 2-Amino-5-Substituted 1,3,4-oxadiazole and 1,3,4-thiadiazole Derivatives as Potential Anticancer, Antifungal and Antibacterial Agents

Medicinal Chemistry ◽

10.2174/1573406417666210803170637 ◽

2021 ◽

Vol 17 ◽

Author(s):

Em Canh Pham ◽

Tuyen Ngoc Truong ◽

Nguyen Hanh Dong ◽

Duy Duc Vo ◽

Tuoi Thi Hong Do

Keyword(s):

Cell Line ◽

Biological Activities ◽

Chemical Properties ◽

Diffusion Method ◽

Anticancer Activities ◽

Molecular Docking Study ◽

Antifungal Activities ◽

Antibacterial And Antifungal Activities ◽

Thiadiazole Derivatives ◽

Antibacterial And Antifungal

Background: Many compounds containing a five-membered heterocyclic ring display exceptional chemical properties and versatile biological activities. Objective: The objective of the present study was the desire to prepare the 5-substituted 2-amino-1,3,4-oxadiazole and 2-amino-1,3,4-thiadiazole derivatives and evaluate their potential anticancer, antibacterial and antifungal activities. Methods: Twenty-seven derivatives were synthesized by iodine-mediated cyclization of semicarbazones or thiosemicarbazones obtained from condensation of semicarbazide or thiosemicarbazide and aldehydes. The structures were confirmed by 1H-NMR, 13C-NMR and MS spectra. The antibacterial and antifungal activities were evaluated by diffusion method and the anticancer activities were evaluated by MTT assay. Results: Twenty-seven derivatives have been synthesized in moderate to good yields. A number of derivatives exhibited potential antibacterial, antifungal and anticancer activities. Conclusion: Compounds (1b, 1e and 1g) showed antibacterial activity against Streptococcus faecalis, MSSA and MRSA with MIC ranging between 4 to 64 µg/mL. Compound (2g) showed antifungal activity against Candida albicans (8 µg/mL) and Aspergillus niger (64 µg/mL). Compound (1o) exhibited high cytotoxic activity against HepG2 cell line (IC50 value 8.6 µM), which is comparable to the activity of paclitaxel, and is non-toxic on LLC-PK1 normal cell line. The structure activity relationship and molecular docking study of the synthesized compounds are also reported.

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Phytochemical investigation and in vitro antimicrobial activity of Richardia scabra

Bangladesh Journal of Pharmacology ◽

10.3329/bjp.v11i2.24666 ◽

2016 ◽

Vol 11 (2) ◽

pp. 248 ◽

Cited By ~ 1

Author(s):

Kathirvel Poonkodi ◽

Subban Ravi

Keyword(s):

Antimicrobial Activity ◽

Diffusion Method ◽

Bacterial Strains ◽

Weed Species ◽

Antibacterial And Antifungal Activities ◽

Agar Plug ◽

Phytochemical Investigation ◽

Antibacterial And Antifungal ◽

Simple Sugar

The present study was aimed to evaluate the phytochemical screening and antimicrobial activity of the petroleum ether and methanol extracts from the mature leaves of Richardia scabra from India. Disc diffusion method was used to determine the zone inhibition of the tested samples for antibacterial and agar plug method was used to determine the antifungal activity, while the microtube-dilution technique was used to determine the minimum inhibitory concentration. Both extracts showed significant antibacterial and antifungal activities when tested against 10 bacterial and four fungal strains. The minimum inhibitory concentrations of the methanol extract of R. scabra ranged between 12.5–100 μg/mL for bacterial strains. Alkaloids, steroids, flavonoids, fatty acids, terpenoids and simple sugar were detected as phytoconstituents of extracts. To the best of our knowledge, this is the first report against antimicrobial activity of common weed species R. scabra found in India.

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Development of new 5-chromenyl-2,4-thiazolidinediones as antimicrobial agents

Medicine and Pharmacy Reports ◽

10.15386/cjmed-509 ◽

2015 ◽

Vol 89 (1) ◽

pp. 122-127 ◽

Cited By ~ 5

Author(s):

Cristina Mariana Nastasă ◽

Mihaela Duma ◽

Adrian Pîrnău ◽

Laurian Vlase ◽

Brîndușa Tiperciuc ◽

...

Keyword(s):

Antimicrobial Agents ◽

Treatment Strategies ◽

Inhibition Zone ◽

Diffusion Method ◽

Future Research ◽

Physico Chemical ◽

New Chemical Entities ◽

New Treatment ◽

Antibacterial And Antifungal ◽

New Compounds

Background and aims. In the context of the increasing phenomenon of microbial resistance to usual drugs, the development of new treatment strategies and new therapeutic protocols is a constant need. Thiazolidinedione and chromone represent two important scaffolds in medicinal chemistry due to their large pharmacological applicability.Methods. We synthesized a new 5-(chromene-3-yl)methylene-2,4-thiazolidinedione starting from 6,8-dichloro-4-oxo-4H-chromene-3-carbaldehyde. Then, by treating with different α-bromoalkylarylketones, we obtained N-substituted derivatives. All new compounds were investigated for their antimicrobial potential, using the diffusion method, against Listeria monocytogenes ATCC 13932, Staphylococcus aureus ATCC 49444, Escherichia coli ATCC 25922, Salmonella typhimurium ATCC 14028 and Candida albicans ATCC 10231. Three concentrations, 10 mg/ml, 5 mg/ml and 1 mg/ml of compounds were used. The results were evaluated by the measurement of the inhibition zone diameters and compared to those of gentamicin and fluconazole respectively, as reference drugs.Results. All new synthesized compounds were characterized using physico-chemical and spectrometric methods. They displayed modest to good antimicrobial activity. New molecules 8, 9 and 10 may represent promising candidates, showing zone inhibition diameters superior to those of reference drugs.Conclusions. This work presents chemical synthesis, characterization and investigation of the antibacterial and antifungal potential of 5-(chromene-3-yl)methylene-2,4-thiazolidinedione derivatives, which may be worthy of future research for designing new chemical entities.

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ANTIMICROBIAL STUDIES OF DIFFERENT EXTRACTS OF HOLOPTELEA INTEGRIFOLIA (ROXB.) LEAVES

Asian Journal of Pharmaceutical and Clinical Research ◽

10.22159/ajpcr.2020.v13i10.39057 ◽

2020 ◽

pp. 191-193

Author(s):

REKHA TRIPATHI

Keyword(s):

Aqueous Extract ◽

Methanolic Extract ◽

Diffusion Method ◽

Antibacterial And Antifungal Activity ◽

Disk Diffusion Method ◽

Rhizoctonia Bataticola ◽

Antimicrobial Studies ◽

Almost All ◽

Antibacterial And Antifungal ◽

Antifungal Efficacy

Objective: The aim of this study was to examine various extracts of leaves of Holoptelea integrifolia against some test bacteria and test fungi. Methods: Disk diffusion method was adopted for the assessment of antimicrobial activity. Amikacin and nystatin were used as standard drugs for antibacterial and antifungal activity, respectively. Results: The screening data indicated that all four extracts showed antibacterial activity against Staphylococcus aureus, but the growth of this bacteria was inhibited the most by the aqueous extract. In the case of antifungal efficacy, all the extracts inhibited the growth of almost all the test fungi. Petroleum ether and benzene extracts showed maximum efficacy against Aspergillus flavus, whereas methanolic extract and aqueous extract inhibited the growth of Rhizoctonia bataticola significantly. Conclusion: Different extracts of leaves of H. integrifolia were significantly active against selected test fungi and they can be a harmless alternative of expensive conventional medicines.

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