Synthesis, Characterization and Biological Evaluation of some Novel Substituted Indole-Coumarin Derivatives as Potential Antibacterial and Antifungal Agents

Biological Evaluation ◽

Diffusion Method ◽

Coumarin Derivatives ◽

Potato Dextrose Agar Medium ◽

Fungal Strains ◽

Aim: In the present work, we have designed and synthesized indole-fused coumarin derivatives as potential antibacterial and antifungal agents. Place and Duration of Study: The present work was carried out at PEA's Modern college of Pharmacy, Sector 21, Yamunanagar, Nigdi- 411044 between the duration of January-2021 to May-2021. Methodology: The in vitro antibacterial and antifungal activity was performed by disc diffusion method. The antibacterial activities were tested using agar nutrient medium against Bacillus subtilis, Bacillus pumilus, Escherichia coli, and Pseudomonas aeruginosa that are representative types of gram-positive and gram-negative organisms respectively. The anti-fungal activity of all the compounds were determined on potato dextrose agar medium against Aspergillus niger and Candida albicans. Clotrimazole 100 μg/ml was used as a standard and DMF was used as control. Results: It was observed that all the compounds were sensitive to the gram +ve bacteria. Compound 2c, 2e, and 2f were sensitive to gram –ve bacteria. Compounds 2a, 2b, and 2f were sensitive to both the fungal strains while all the derivatives were sensitive to Candida albicans. Conclusion: From present investigation it has been observed that compound 2f was sensitive against gram +ve, gram –ve, and both the strains of fungal strains. Structurally, compound 2f possess aldehyde functional group at indole nucleus. Therefore, from present study we have concluded that compound 2f is a lead molecule for the further development of potential antibacterial and antifungal agents.

Studies of Antimicrobial Activity of 2',4',5'- and 2',3',4'-Trimethoxy Flavanones

Journal of Scientific Research ◽

10.3329/jsr.v8i2.26622 ◽

2016 ◽

Vol 8 (2) ◽

pp. 209-216

Author(s):

A. Rahim ◽

R. Ali ◽

A. Islam

Keyword(s):

Pathogenic Bacteria ◽

Sclerotium Rolfsii ◽

Diffusion Method ◽

Disc Diffusion ◽

Disc Diffusion Method ◽

Filter Paper Disc ◽

Paper Disc

2',4',5'- and 2',3',4'-trimethoxy flavanones have been synthesized starting with 2-hydroxyacetophone and substituted aldehyde. Antibacterial activities of the flavanones have been tested along with their corresponding chalcones against two human pathogenic bacteria (Streptococcus-b-haemolyticus and Klebsiella sp. (G-)). Antifungal activities of the flavanones have also been investigated against two plants pathogenic mold fungi (Rhizactonia solani Sclerotium rolfsii). The structures of the synthesized compounds have been characterized with the help of UV, IR and 1H NMR and 13C-NMR spectra. The antibacterial and antifungal screening were performed in vitro by the filter paper disc diffusion method and poisoned food technique. The flavanones showed antibacterial activity while no activity was observed to their corresponding chalcones against the tested bacteria. On the other hand, chalcones and their corresponding flavanones both showed fungicidal activities.

Antibacterial and antifungal effects of acetone extracts from fifty spice and herb plants

Herba Polonica ◽

10.2478/hepo-2019-0016 ◽

2019 ◽

Vol 65 (3) ◽

pp. 32-38

Author(s):

Gurkan Demirkol ◽

Omer Erturk

Keyword(s):

Salmonella Typhimurium ◽

Bacillus Cereus ◽

Medicinal Herbs ◽

Diffusion Method ◽

Cassia Angustifolia ◽

Effective Components ◽

Acetone Extracts

Summary Introduction: Chemical industry is obligatory to improve new chemically effective components. Spices are potential new antimicrobials. Objective: The present study was designed to evaluate the antibacterial and antifungal activity of fifty aromatic spices and medicinal herbs obtained from Turkey. Material and methods: In vitro antibacterial activities of a total of fifty acetone extracts from aromatic spices and medicinal herbs were studied by disc diffusion and agar diffusion method. The extracts were tested against three Gram-positive bacteria (Listeria monocytogenes, Staphylococcus aureus, Bacillus cereus), four Gram-negative bacteria (Proteus vulgaris, Escherichia coli, Pseudomonas aeruginosa, Salmonella typhimurium) and two fungi (Aspergillus niger, Candida albicans). Results: The highest antimicrobial activity was observed in the extract of Alpinia officinarum against Salmonella typhimurium and Cassia angustifolia against Bacillus cereus. Many of the extracts showed minimum inhibition concentration at even lowest dose. Conclusion: The obtained results showed that aromatic spices and medicinal herbs may be used as natural antimicrobials against diseases.

Synthesis and Antimicrobial Activity of New Derivatives of Angular Polycyclic Phenoxazine Ring System

Oriental Journal Of Chemistry ◽

10.13005/ojc/350410 ◽

2019 ◽

Vol 35 (4) ◽

pp. 1320-1326

Author(s):

Mercy Amarachukwu Ezeokonkwo ◽

Kingsley Chizoba Iloka ◽

Uchechukwu Chris Okoro ◽

Efeturi Abreham Onoabedje ◽

Benjamin Ebere Ezema ◽

...

Keyword(s):

Mass Spectra ◽

Antifungal Agents ◽

Salmonella Typhi ◽

Biological Evaluation ◽

Ring System ◽

Klebsiella Pneumonia ◽

Streptococcus Pneumonia ◽

Derivatives Of

Synthesis of angular polycyclic phenoxazine derivatives incorporating different phenols is reported in 30-99% yields. O-arylation of 6-chlorodibenzo[a,j] phenoxazin-5-one with a variety of electron-deficient, electron-neutral and electron-rich phenols under the catalytic palladium (II) acetate/t-BuXphos system furnished the compounds of interest. The highest yields were obtained when the intermediate was coupled with electron-rich phenols. IR, 1H-NMR, 13C-NMR and Mass spectra data, confirmed the structures of all the synthesized compounds. Study on the in vitro biological evaluation of the compounds against microorganisms revealed that they are potent antibacterial and antifungal agents, as they showed significant biological activity against Staphylococcus aureus, Streptococcus pneumonia, Escherichia coli, Salmonella typhi, klebsiella pneumonia, Pseudomonas aeruginasa, Basillus substilis, Candida albicans and Aspergillus niger.

Synthesis, biological evaluation and molecular docking studies of new 2-ethoxy-4-{[3-alkyl(aryl)-4,5-dihydro-1H-1,2,4-triazol-5-on-4-yl]-azomethine}-phenyl benzenesulfonate derivatives on human aldose reductase enzyme

10.3762/bxiv.2021.31.v1 ◽

2021 ◽

Author(s):

Gül Özdemir ◽

Namık Kılınç ◽

Sevda Manap ◽

Murat Beytur ◽

Muzaffer Alkan ◽

...

Keyword(s):

Molecular Docking ◽

Docking Studies ◽

Biological Evaluation ◽

Binding Energies ◽

Diffusion Method ◽

Alkyl Aryl ◽

Molecular Docking Studies ◽

New Compounds

A series of 2-ethoxy-4-{[3-alkyl(aryl)-4,5-dihydro-1H-1,2,4-triazol-5-on-4-yl]-azomethine}-phenyl benzenesulfonates (3) were synthesized from the reactions of 3-alkyl(aryl)-4-amino-4,5-dihydro-1H-1,2,4-triazol-5-ones (1) with 2-ethoxy-4-formyl-phenyl benzenesulfonate (2). N-acetyl derivatives (4) of compounds 3 were also obtained. Then, the compounds 3 have been treated with morpholine and 2,6-dimethylmorpholine in the presence of formaldehyde to synthesize 2-ethoxy-4-{[1-(morpholine-4-yl-methyl)-3-alkyl(aryl)-4,5-dihydro-1H-1,2,4-triazol-5-on-4-yl]-azomethine}-phenyl benzenesulfonates (5) and 2-ethoxy-4-{[1-(2,6-dimethylmorpholine-4-yl-methyl)-3-alkyl(aryl)-4,5-dihydro-1H-1,2,4-triazol-5-on-4-yl]-azomethine}-phenyl benzenesulfonates (6), respectively. The structures of twenty-six new compounds were identified by using elemental analysis, IR, 1H NMR, 13C NMR, and MS spectral data. In addition, in vitro antibacterial activities of the new compounds were evaluated against six bacteria such as Escherichia coli, Pseudomonas aeruginosa, Staphylococcus aureus, Bacillus subtilis, Bacillus cereus and Klepsiella pneumonia according to agar well diffusion method. Furthermore, in order to determine the possible antidiabetic properties of the synthesized 1,2,4-triazole derivatives, inhibition effects on the AR enzyme were investigated and molecular docking studies were carried out to determine the receptor-ligand interactions of these compounds. IC50 values of triazole-derived compounds (6a, 6b, 6d-g) against AR enzyme were determined as 0.95 µM, 0.75 µM, 1.83 µM, 0.62 µM, 1.05 µM, 1.06 µM, respectively. Considering the docking scores and binding energies obtained docking studies, it has been shown that molecules fit very well to the active site of the AR enzyme.

EXTRACTION, ISOLATION, CHARACTERIZATION, SEMISYNTHESIS AND BIOLOGICAL EVALUATION OF BERBERINE FROM ROOTS OF BERBERIS ARISTATA

INDIAN DRUGS ◽

10.53879/id.50.09.p0018 ◽

2013 ◽

Vol 50 (09) ◽

pp. 18-24

Author(s):

J Mittal ◽

◽

K. Chaudhary ◽

N Kumar ◽

D Pathak

Keyword(s):

Mass Spectrometry ◽

Elemental Analysis ◽

Biological Evaluation ◽

Diffusion Method ◽

Significant Activity ◽

Bacterial Strains ◽

Percolation Method ◽

Acetophenone Derivatives ◽

A methanolic extract of roots of Berberis aristata was prepared by using hot percolation method. Berberine was isolated from the above extract and characterized by IR, 1HNMR, mass spectrometry and elemental analysis. A series of 8-(substituted acetophenone) berberine derivatives was synthesized by introducing various acetophenone derivatives at 8th position of berberine and analyzed by melting point and TLC. The structures of all the synthesized compounds were characterized by IR, 1HNMR, mass spectrometry and elemental analysis. The semisynthesized compounds were screened for in vitro antibacterial and antifungal activity using disc (5mm) diffusion method on nutrient agar medium against Gram-positive (Staphylococcus aureus and Bacillus subtilis), Gram-negative bacterial strains (Pseudomonas aeruginosa and Escherichia coli) and fungal strains (Aspergillus niger and Candida albicans) respectively. The zone of inhibition was compared with standard drugs berberine and kanamycin. All the above compounds showed significant activity in comparison to the standards berberine and kanamycin.

Synthesis, Biological Evaluation and 2D-QSAR Studies of Novel 6-Oxo-Pyridine-3-Carboxamide Derivatives as Antimicrobial and Antifungal Agents

International Journal of Chemistry ◽

10.5539/ijc.v8n1p49 ◽

2015 ◽

Vol 8 (1) ◽

pp. 49 ◽

Cited By ~ 1

Author(s):

Hend M. El-Sehrawi ◽

Dalia H. Soliman ◽

Maha M. Khalifa ◽

Omneya M. El-Bakry

Keyword(s):

Antifungal Agents ◽

Binding Mode ◽

Biological Evaluation ◽

Reference Drug ◽

Qsar Studies ◽

2D Qsar ◽

Antimicrobial Evaluation ◽

Derivatives Of

In this study twenty six novel derivatives of 6-oxo-pyridine-3-carboxamide were synthesized and evaluated as antibacterial and antifungal agents. Synthesis of the 2-amino-4-methyl-6-oxo-N,1-diphenyl-1,6-dihydropyridine-3-carboxamide 1 was carried out by reacting equimolar quantities of acetoacetanilide and cyanoacetanilide in ethanol using triethylamine as a catalyst. The results of the in vitro antimicrobial evaluation showed that, the 6-oxo-N,1-diphenyl-5-(p-tolyldiazenyl)-1,6-dihydropyridine-3-carboxamide, 5c displayed broad-spectrum antibacterial activity which was equipotent to both Ampicillin and Gentamicin against the tested bacteria. Moreover, compounds 3a, 5c and 9b were equipotent to the reference drug, Amphotericin B, against Aspergillus fumigatus (MIC = 1.95µg/ml). 2D QSAR studies were carried out in order to correlate the observed activity to the binding mode of these compounds, in addition to their molecular properties that might be controlling their activities.

Biological evaluation of 10-(diphenylmethylene)- 4-azatricyclo[5.2.1.02,6]dec-8-ene-3,5-dione derivatives

Open Life Sciences ◽

10.2478/s11535-009-0015-3 ◽

2009 ◽

Vol 4 (3) ◽

pp. 362-368 ◽

Cited By ~ 3

Author(s):

Joanna Stefańska ◽

Anna Bielenica ◽

Marta Struga ◽

Stafan Tyski ◽

Jerzy Kossakowski ◽

...

Keyword(s):

Agar Medium ◽

Inhibition Zone ◽

Biological Evaluation ◽

Diffusion Method ◽

Disc Diffusion ◽

Antibacterial And Antifungal Activity ◽

Disc Diffusion Method ◽

Growth Inhibition Zone ◽

AbstractAntibacterial and antifungal activity of 10-(diphenylmethylene)-4-azatricyclo[5.2.1.02,6]dec-8-ene-3,5-dione derivatives were examined by the disc-diffusion method (growth inhibition zone diameter in agar medium). The MIC’s for the most active agents were determined. Title compounds were also evaluated in vitro against representatives of different virus classes. Most of the tested compounds exhibit activity against CVB-2 virus.

Synthesis, Design and Biological Evaluation of Antibacterial activity of novel mixed Metal Complexes derived from Benzoimidazolphenylethanamine and 6-Amino-N,N-dimethyluracil

Letters in Organic Chemistry ◽

10.2174/1570178617666200210111442 ◽

2020 ◽

Vol 17 ◽

Author(s):

Fahad M. Alminderej

Keyword(s):

Metal Complexes ◽

Micrococcus Luteus ◽

Condensation Reaction ◽

Biological Evaluation ◽

Diffusion Method ◽

Gram Positive Bacteria ◽

Synthesis Design ◽

Hybrid Complexes

: Benzoimidazolphenylethanamine (BPE) was synthesized through the condensation reaction of 1,2-phenyldiamine and L-phenylalanine. The new complexes were prepared from the reaction of 6-amino-N,N-dimethyluracil (ADU), benzoimidazolphenylethanamine and Cadmium (II), Tin (II), Copper (II) and Nickel (II) metal respectively. All new hybrid complexes were fully characterized by spectroscopic data of FTIR, UV-Visible electronic absorption, thermal analysis, X-ray powder diffraction studies and mass spectroscopy. Spectra analyses of the hybrid metal complexes showed the tetrahedral coordination of the ligands to the metal ions via the nitrogen atoms. The in vitro antibacterial activities of the hybrid complexes were assayed against four bacterial isolates namely, Micrococcus luteus, Staphylococcus aureus as gram positive bacteria, Pseudomonas aeruginosa and Escherichia coli as gram negative bacteria using agar well diffusion method. Most of the tested isolates were sensitive to most metal hybrid complexes. The drug likeness and bioactivity properties were calculated using Molinspiration Cheminformatics software.

Substituted 4-Formyl-2H-chromen-2-ones: Their Reaction with N-(2,3,4,6-Tetra-Oacetyl- β-D-galactopyranosyl)thiosemicarbazide, Antibacterial and Antifungal Activity of Their Thiosemicarbazone Products

Current Organic Chemistry ◽

10.2174/1385272824999200812132256 ◽

2020 ◽

Vol 24 (19) ◽

pp. 2272-2282

Author(s):

Vu Ngoc Toan ◽

Nguyen Minh Tri ◽

Nguyen Dinh Thanh

Keyword(s):

Escherichia Coli ◽

Staphylococcus Aureus ◽

Candida Albicans ◽

Selenium Dioxide ◽

Antibacterial And Antifungal Activity ◽

E Coli ◽

Antibacterial And Antifungal Activities ◽

Alkyl Ethers ◽

Several 6- and 7-alkoxy-2-oxo-2H-chromene-4-carbaldehydes were prepared from corresponding alkyl ethers of 6- and 7-hydroxy-4-methyl-2-oxo-2H-chromen-2-ones by oxidation using selenium dioxide. 6- and 7-Alkoxy-4-methyl-2H-chromenes were obtained with yields of 57-85%. Corresponding 4-carbaldehyde derivatives were prepared with yields of 41-67%. Thiosemicarbazones of these aldehydes with D-galactose moiety were synthesized by reaction of these aldehydes with N-(2,3,4,6-tetra-O-acetyl-β-Dgalactopyranosyl) thiosemicarbazide with yields of 62-74%. These thiosemicarbazones were screened for their antibacterial and antifungal activities in vitro against bacteria, such as Staphylococcus aureus, Escherichia coli, and fungi, such as Aspergillus niger, Candida albicans. Several compounds exhibited strong inhibitory activity with MIC values of 0.78- 1.56 μM, including 8a (against S. aureus, E. coli, and C. albicans), 8d (against E. coli and A. niger), 9a (against S. aureus), and 9c (against S. aureus and C. albicans).

Synthesis and Antifungal Activity of Coumarins Derivatives Against Sporothrix spp.

Current Topics in Medicinal Chemistry ◽

10.2174/1568026618666180221115508 ◽

2018 ◽

Vol 18 (2) ◽

pp. 164-171 ◽

Cited By ~ 4

Author(s):

Luana da S.M. Forezi ◽

Luana Pereira Borba-Santos ◽

Mariana F.C. Cardoso ◽

Vitor F. Ferreira ◽

Sonia Rozental ◽

...

Keyword(s):

Antifungal Activity ◽

Antifungal Agents ◽

Sporothrix Schenckii ◽

Public Health Problem ◽

Domestic Animals ◽

Coumarin Derivatives ◽

Sporothrix Brasiliensis ◽

Synthetic Routes ◽

Effective Drugs

Sporotrichosis is a serious public health problem in Brazil that affects human patients and domestic animals, mainly cats. Thus, the search for new antifungal agents is required also due to the emergence and to the lack of effective drugs available in the therapeutic arsenal. The aim of this study was to evaluate the in vitro antifungal profile of two synthetic series of coumarin derivatives against Sporothrix schenckii and Sporothrix brasiliensis. The three-components synthetic routes used for the preparation of coumarin derivatives have proved to be quite efficient and compounds 16 and 17 have been prepared in good yields. The inhibitory activity of nineteen synthetic coumarins derivatives 16a-i and 17a-j were evaluated against Sporothrix spp. yeasts and the most potent compounds were 16b and 17i. However, according to concentrations able to inhibit (minimum inhibitory concentrations) and kill (minimum fungicidal concentrations) the cells, 17i was more effective than 16b against Sporothrix spp. Thus, 17i exhibited good antifungal activity against S. brasiliensis and S. schenckii, suggesting that it is an important scaffold for the development of novel antifungal agents.