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

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.

Synthesis, Antimicrobial Evaluation and Docking Study of Novel Thiosemicarbazone clubbed with 1,2,3-Triazoles

2020 ◽  
Vol 16 ◽  
Author(s):  
Adinath D. Badar ◽  
Shubham M. Sulakhe ◽  
Mahesh B. Muluk ◽  
Naziya N. M. A. Rehman ◽  
Prashant P. Dixit ◽  
...  
Keyword(s):  
Binding Affinity ◽  
Biological Activities ◽  
Dna Gyrase ◽  
Docking Study ◽  
Antimicrobial Activities ◽  
Diffusion Method ◽  
Molecular Docking Study ◽  
Triazole Derivatives ◽  
Antibacterial And Antifungal

Background: Thiosemicarbazone, 1,2,3-triazole and their derivatives received great pharmaceutical importance due to their prominent biological activities. In the present study, the molecular hybrid thiosemicarbazone-1,2,3-triazoles derivatives were synthesized and screened for their antimicrobial activities. Methods: A series of thiosemicarbazone clubbed with 1,2,3-triazole derivatives were synthesized via click chemistry approach in good yields. The structures of synthesized compounds were assigned by their spectral data. The in vitro antimicrobial activity was performed by the agar well diffusion method. A molecular docking study was performed to identify the possible mode of action of synthesized derivatives. Results: The compounds 5d, 5h, 5i and 5k have exhibited excellent antimicrobial activities against both antibacterial and antifungal pathogens. The active thiosemicarbazone-1,2,3-triazole derivatives have shown excellent binding affinity towards DNA gyrase. Conclusion: The molecular hybrid thiosemicarbazone-1,2,3-triazole derivatives were synthesized. The newly synthesized compounds were evaluated for their antimicrobial activities. Few of the thiosemicarbazone-1,2,3-triazoles derivatives have exhibited good antimicrobial activities. They have been shown excellent binding affinity towards DNA gyrase.

Synthesis and investigation of 3,5-bis-linear and macrocyclic tripeptidopyridine candidates by using l-valine, N,N′-(3,5-pyridinediyldicarbonyl)bis-dimethyl ester as synthon

2019 ◽  
Vol 74 (6) ◽  
pp. 473-478 ◽  
Author(s):  
Abd El-Galil E. Amr ◽  
Ahmed M. Naglah ◽  
Nermien M. Sabry ◽  
Alhussein A. Ibrahim ◽  
Elsayed A. Elsayed ◽  
...  
Keyword(s):  
Staphylococcus Aureus ◽  
Candida Albicans ◽  
Organic Molecules ◽  
Biological Activities ◽  
Dimethyl Ester ◽  
Antimicrobial Activities ◽  
Current Work ◽  
Antifungal Activities ◽  
Antibacterial And Antifungal Activities ◽  
Antibacterial And Antifungal

AbstractInterest in the synthesis of heterocyclic organic molecules with peptide moieties has gained attention due to their potential biological activities. The current work aimed at synthesizing new macrocyclic tripeptide imides and evaluating their possible antimicrobial activities. A series of 11 derivatives were prepared from dimethyl 3,5-pyridinevalinyl ester either by NaOH or NH2NH2 treatment, followed by cyclization and further reaction with NaOH or NH2NH2. The majority of synthesized derivatives showed promising antibacterial and antifungal activities in comparison to standard known antibiotics. Compounds 5a and 7b showed the most potential antibacterial against Staphylococcus aureus and antifungal activities against Candida albicans, respectively.

scholarly journals Studies on Antibacterial and Antifungal Activities and Minimum Inhibitory Concentrations of Mixed Ligand Transition Metal Complexes of Dibasic Acids as Primary and Heterocyclic Bases as Secondary Ligands

1970 ◽  
Vol 46 (3) ◽  
pp. 365-368 ◽  
Author(s):  
MA Akbor ◽  
MS Islam ◽  
N Akhter ◽  
S Ahmed ◽  
S Siraj
Keyword(s):  
Antifungal Activity ◽  
Transition Metal ◽  
Metal Complexes ◽  
Transition Metal Complexes ◽  
Mixed Ligand ◽  
Diffusion Method ◽  
Antifungal Activities ◽  
Minimum Inhibitory Concentrations ◽  
Antibacterial And Antifungal Activities ◽  
Antibacterial And Antifungal

Mixed ligand (diphenic/ adipic as primary Ligand and quinoline / 8 - hydroxyquinoline as secondary) transition metal complexes of Cobalt (II), Cupper (II), Rhodium (III) and Platinum (IV) ions were synthesized and characterized. Their antibacterial activities against ten bacteria had been evaluated by the disc diffusion method,whilst their antifungal activities against two fungi had been also evaluated by the same method. Minimum inhibitory concentrations (MIC) had been evaluated against six bacteria. The MIC of the complexes against Shigella dysenteriae, Samonella typhi, Streptococcus-β-haemolyticus and Bacillus megaterium were 32 μg/ml; whilst Escherichia coli and Samonella typhi-A the MIC of Co (II) and Pt (IV) were 32μg/ml and those of Cu(II) and Rh(III) complexes were 64 μg/ml. It was found that Cobalt (II), Cupper (II) & Rhodium (III) complexes had pronounced antibacterial and antifungal activities. Platinum (IV) complex had moderate antibacterial and antifungal activity. These values indicate that these are active compounds. Key words: Mixed Ligand; Transition metal; Antimicrobial Activity; Antifungal Activity Minimum Inhibitory Concentrations (MIC) DOI: http://dx.doi.org/10.3329/bjsir.v46i3.9044 BJSIR 2011; 46(3): 365-368

scholarly journals SYNTHESIS, CHARACTERIZATION AND IN VITRO STUDY OF ANTIBACTERIAL, ANTIFUNGAL ACTIVITIES OF SOME NOVEL DIHYDROPYRIMIDINTHIONE DERIVATIVES

2014 ◽  
Vol 44 (4) ◽  
pp. 289-293
Author(s):  
S. BALUJA ◽  
S. CHANDA ◽  
R. BHALODIA ◽  
R. TALAVIYA
Keyword(s):  
Biological Activities ◽  
Wide Spectrum ◽  
In Vitro Study ◽  
Dimethyl Formamide ◽  
Mass Spectral Data ◽  
Antifungal Activities ◽  
Mass Spectral ◽  
Antibacterial And Antifungal Activities ◽  
Antibacterial And Antifungal

Dihydropyrimidinthione is an important class of heterocyclic compounds which exhibits wide spectrum of biological activities. In the present study, some bio-active dihydropyrimidinthione derivatives have been synthesized and their characterization was done by IR, NMR and mass spectral data. The antibacterial and antifungal activities of synthesized compounds have also been studied in N,N-dimethyl formamide and Dimethyl sulfoxide.

scholarly journals Antimicrobial and phytochemical evaluation of Datura Stramonium (Jimsonweed) on selected microorganisms

2021 ◽  
Vol 2 (2) ◽  
pp. 245-256
Author(s):  
Joy Nkeiruka Dike-Ndudim ◽  
Chiletam Nwadiuto Amadi ◽  
Chizaram Winners Ndubueze
Keyword(s):  
Escherichia Coli ◽  
Aspergillus Fumigatus ◽  
Datura Stramonium ◽  
Diffusion Method ◽  
Phytochemical Analysis ◽  
Zone Of Inhibition ◽  
Dry Extract ◽  
Antifungal Activities ◽  
Antibacterial And Antifungal Activities ◽  
Antibacterial And Antifungal

The purpose of this work was to determine the antibacterial and antifungal activities of Datura stramonium on selected microorganisms, and to evaluate its phytochemical properties. The dry and wet leaves of D. stramonium were collected, extracted using ethanol and water, and assessed for antibacterial and antifungal activities at different concentrations (25mg, 12.5mg, 6.25mg, and 3.12mg) by disc diffusion method. The clinical isolates of Staphylococcus aureus, Streptococcus pyogenes, Escherichia coli, Salmonela typhi, Aspergillus fumigatus and Candida albicans were used. The highest zone of inhibition for bacteria was shown with ethanolic dry extract (11.3±3.4) at 25mg/ml and the lowest with aqueous dry extract (4.0±1.4) at 25mg/ml against Escherichia coli. The highest zone of inhibition for fungi was shown with ethanolic dry extract (10±1.4) at 25mg/ml against Aspergillus fumigatus and the lowest was with ethanolic wet extract (2.0±0.0) at 25mg/ml against Candida albican.The phytochemical analysis result showed the presence of tannin (1.757%), phenol (1.149%), flavonoid (6.325%), alkaloid (8.552%), phytate (2.671%), and hydrogen cyanide (4.175%). The chromatographic analysis showed the presence of over 40 elements with the highest as hydrazine (41%) and methyl hydrogen disulphide (41%). In this study, D. stramonium leaf extracts showed significant antibacterial and antifungal activities due to the presence of the phytochemical and bioactive compounds. This upholds the native utility of this plant to treat bacterial and fungal infections. Conclusively, this plant would serve as treatment alternatives for infections and basis for sources of antimicrobial agent.

scholarly journals Investigation of Bulb Extracts of Crinum jagus for Antibacterial and Antifungal Activities

2021 ◽  
Vol 25 (1) ◽  
pp. 113-117
Author(s):  
T.T. Alawode ◽  
L. Lajide ◽  
B.J. Owolabi ◽  
M.T. Olaleye
Keyword(s):  
Minimum Inhibitory Concentration ◽  
Inhibitory Concentration ◽  
Methanol Extract ◽  
Diffusion Method ◽  
Zone Of Inhibition ◽  
Antifungal Activities ◽  
Agar Diffusion ◽  
Antibacterial And Antifungal Activities ◽  
Successive Extraction ◽  
Antibacterial And Antifungal

This study investigates the bulb extracts of Crinum jagus for antimicrobial activities. The bulb samples were dried, ground and subjected to successive extraction using hexane, ethylacetate and methanol. The extracts were screened for activity against Staphylococcus aureus, Escherichia coli, Bacillus subtilis, Pseudomonas aeruginosa, Salmonella typhi, Klebisidlae pneumonae, Candida albicans, Aspergillus niger, Penicillium notatum and Rhizopus stolonifer at concentrations between 6.25 and 200 mg/ml. Antimicrobial assays werecarried out using agar diffusion method. The Minimum Inhibitory Concentration (MIC) of the extracts was determined. The percentage yields obtained for the hexane, ethylacetate and methanol extracts of the bulbs are 0.28 %, 0.44% and 24.68 % respectively. Results showed that the methanolic extract had better antibacterial and antifungal activities than the other extracts. The methanol extract showed the highest antibacterial activity against S. aureus with a zone of inhibition of 28 mm at 200 mg/ml. Also, the methanol extract showed the highest antifungal activities against C. albicans, A. niger and P. notatum with a zone of inhibition of 20 mm at 200 mg/ml. The hexane and ethylacetate extracts had no activity against the microorganisms at 6.25 mg/ml.The methanol extract had the lowest Minimum Inhibitory Concentration (MIC) of 2.50 mg/ml against S. aureus, E. coli, B. subtilis, P. aeruginosa and S. typhi. The methanol extract could be a source of potent antimicrobial compounds. Keywords: Antibacterial, Antifungal, Crinum jagus, Agar diffusion, MIC

scholarly journals Evaluation of Antimicrobial Activity of Sida cordifolia Leaf Extract

2019 ◽  
pp. 1-7 ◽  
Author(s):  
Dhanapal Venkatachalam ◽  
Samuel Thavamani ◽  
Aneesh C. Sebastian ◽  
V. B. Anju ◽  
Christy Mathew ◽  
...  
Keyword(s):  
Antimicrobial Activity ◽  
Antibacterial Activity ◽  
Pathogenic Fungus ◽  
Chloroform Extract ◽  
Diffusion Method ◽  
Zone Of Inhibition ◽  
Antifungal Activities ◽  
Antibacterial And Antifungal Activities ◽  
Sida Cordifolia ◽  
Antibacterial And Antifungal

Objective: The objective of the study was to evaluate in-vitro efficacy of antibacterial, and antifungal activities of chloroform extract of leaf of Sida cordifolia L. against some human pathogenic bacterial and fungal strains. S. cordifolia (Malvaceae) is used as anti-rheumatic, analgesic, antipyretic, anti-asthmatic, nasal decongestant, antiviral, laxative, diuretic, aphrodisiac, hypoglycemic, hepatoprotective and in the treatment of Parkinson disease. Methodology: Chloroform extract of S.cordifolia was used for antimicrobial screening. Antibacterial activity was tested against pathogenic bacterial strains Eschericha coli and Staphylococcus aureus. Also antifungal activity was tested against one human pathogenic fungal strain i.e. Candida albicans. Antibacterial and antifungal activities of S. cordifolia extract was carried out by using disc diffusion method. Results: Chloroform extract of S. cordifolia showed the largest zone of inhibition (10mm) against S. aureus at 50µgm/mL and no zone of inhibition against E.coli at 50µgm/ml. Chloroform extract has shown more potent antibacterial activity against S.aureus. Chloroform extract was found to be more effective against human pathogenic fungus C. albicuns. The zone of inhibition of chloroform extract was 10mm.The phytochemical screening demonstrated the presence of different types of compounds like alkaloids, tannins and phenolic compounds which may contribute for the anti-microbial action of this plant.  Conclusions: The results concludes that chloroform extract of S. cordifolia leaf possess antimicrobial activity.

Synthesis of some 1H-1,5-benzodiazepine Series Containing Chromene Ring from α,β-Unsaturated Ketones of 6-Acetyl-5-Hydroxy-4-Methylcoumarin

2020 ◽  
Vol 17 (5) ◽  
pp. 404-410 ◽  
Author(s):  
Duong Ngoc Toan ◽  
Nguyen Dinh Thanh ◽  
Mai Xuan Truong ◽  
Nguyen Minh Thao
Keyword(s):  
Biological Activities ◽  
Absolute Ethanol ◽  
Diffusion Method ◽  
Disk Diffusion Method ◽  
Unsaturated Ketones ◽  
Molar Ratios ◽  
Antibacterial And Antifungal Activities ◽  
Substituted Benzaldehydes ◽  
Antibacterial And Antifungal ◽  
Layer Chromatography

Background: Reaction of α,β-unsaturated ketones with o-phenylenediamine afforded corresponding 2,3-dihydro-1H-1,5-benzodiazepines. Objective: α,β-Unsaturated ketones of 6-acetyl-5-hydroxy-4-methylcoumarin are precursors for synthesis of 2,3-dihydro-1H-1,5-benzodiazepines by a reaction with o-phenylenediamine. Methods: Enones of 6-acetyl-5-hydroxy-4-methylcoumarin were prepared from this ketone and (un)substituted benzaldehydes in the presence of piperidine, triethylamine, or pyridine as a catalyst in absolute ethanol with 1:1 molar ratios, respectively. 2',3'-Dihydro-1H-1',5'-benzodiazepines were synthesized by using the reaction of these enones with o-phenylenediamine in absolute ethanol in the presence of glacial acetic acid as a catalyst. Their biological activities were evaluated using the disk diffusion method. Results: Seven new 2',3'-dihydro-1H-1',5'-benzodiazepines were obtained and their structures were confirmed by thin-layer chromatography, IR, NMR and MS spectra. Some synthesized benzodiazepines showed antibacterial and antifungal activities against Escherichia coli (Gram-(−) bacterium), Staphylococus epidermidis (Gram-(+) bacterium). Candida albicans (fungus). Conclusion: The formation of enones from 6-acetyl-5-hydroxy-4-methylcoumarin and (un)substituted benzaldehydes could be catalyzed by piperidine, triethylamine, pyridine to afford similar yields. 2',3'-dihydro-1H- 1',5'-benzodiazepines have been synthesized from the aforementioned enones and o-phenylenediamine.

scholarly journals FACILE SYNTHESIS, SPECTRAL STUDIES, DFT CALCULATIONS AND BIOLOGICAL ACTIVITIES OF NOVEL NI (II), CU (II), AND PD (II) COMPLEXES OF THIADIAZOLE ANALOGS

2017 ◽  
Vol 9 (4) ◽  
pp. 185
Author(s):  
Priyanka Bhatt ◽  
S. Deepthi ◽  
Ch. Ravi Shankar Kumar ◽  
Anjali Jha
Keyword(s):  
Conventional Method ◽  
Biological Activities ◽  
Antimicrobial Activities ◽  
Diffusion Method ◽  
Spectral Studies ◽  
Spectroscopic Techniques ◽  
Anticancer Activities ◽  
Facile Synthesis ◽  
Spectral Techniques ◽  
Antibacterial And Antifungal Activities

Objective: A facile synthesis of some novel Schiff base derivatives of 2-substituted-5-amino-thiadiazoles along with their Ni (II), Cu (II), and Pd (II) complexes were achieved by sonication and the conventional method. In addition to establish the structure by DFT studies and to explore antimicrobial and anticancer activities of these novel compounds.Methods: The precursor 2-substituted-5-amino-thiadiazoles (T1-T3), target ligands and their metal complexes were synthesized by ultra-sonication and conventional means. The isolated products were thoroughly characterized by physical and spectroscopic techniques including 1H-NMR, [13]C-NMR and IR spectroscopy. All characterized compounds were screened for antimicrobial activities using well diffusion method, and MTT assay was performed for cytotoxicity.Results: All novel compounds were synthesized by a green route i.e. ultra sonication and a noticeable improvement in yield with shorter reaction time than the conventional method were observed. The octahedral geometry was proposed for Ni (II)/Cu (II) complexes whereas square planar for Pd (II) complexes on the basis of the spectral techniques which were supported by DFT analysis by Gaussian03. On the analysis of antimicrobial activities, the compound T7 and T10 showed maximum antibacterial and antifungal activities respectively. However, compounds T25, T37, T31 found to be a potential cytotoxic compound with IC50 value 0.469, 0.865 and 1.131 μM respectively.Conclusion: Analysis of synthetic protocol, it could be concluded that ultra-sonication is the better method to synthesize these potential biological active moiety. On the whole Cu (II) and Ni (II) complexes showed promising activity towards all microorganisms while Pd (II) complex emerged an excellent moiety in carcinoma cell line.

1-Butylimidazole-derived ionic liquids: synthesis, characterisation and evaluation of their antibacterial, antifungal and anticancer activities

RSC Advances ◽  
2014 ◽  
Vol 4 (96) ◽  
pp. 53634-53644 ◽  
Author(s):  
Prabodh Ranjan ◽  
Bheru Singh Kitawat ◽  
Man Singh
Keyword(s):  
Ionic Liquids ◽  
Good Yield ◽  
Solvent Free ◽  
Anticancer Activities ◽  
Antifungal Activities ◽  
Antibacterial And Antifungal Activities ◽  
Antibacterial And Antifungal

The reaction of 1-butylimidazole (1a) with aryl/alkoxy halides (2a–h) using a microwave solvent-free approach delivered imidazolium-based ILs (3a–h) in good yield. Some of them showed promising antibacterial and antifungal activities.

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