Development of novel anti-infective and antioxidant azole hybrids using a wet and dry approach

2021 ◽  
Author(s):  
Laxmi Deswal ◽  
Vikas Verma ◽  
Devinder Kumar ◽  
Ashwani Kumar ◽  
Meenakshi Bhatia ◽  
...  
Keyword(s):  
Click Reaction ◽  
Radical Scavenging Activity ◽  
Radical Scavenging ◽  
Cycloaddition Reaction ◽  
Trna Synthetase ◽  
Dilution Method ◽  
Antimicrobial Drugs ◽  
Lead Compounds ◽  
Serial Dilution Method ◽  
Antibacterial And Antifungal

Background: Considering emerging drug resistance in microbes, this work is focused on the synthesis of azole hybrids as novel antimicrobials. Materials & methods: The triazole derivatives were prepared using azide alkyne cycloaddition reaction. The antimicrobial potential of these compounds was evaluated by serial dilution method. Results: A series of azole hybrids containing benzimidazole-1,2,3-triazole skeleton was designed and synthesized via click reaction. Compound 4s showed notable antimicrobial activity against Staphylococcus aureus and Candida albicans (MIC 0.0165 μmol/ml), and 4q gives remarkable radical scavenging activity (IC50 0.0092 μmol/ml). The compounds 4a, 4k, 4o, 4s, 4x. 4m, 4n, 4s, 4t and 4x are commendable antibacterial and antifungal molecules, even better than established drugs. Molecular docking reveals that compound 4s binds with tyrosyl-tRNA synthetase residues through two H-bonds. Conclusion: Compounds 4s and 4k may be considered valuable lead compounds for further optimization as antimicrobial drugs.

scholarly journals Green approach using water mediated Diels-Alder reaction for the synthesis of some 2-(4-bromo-1-naphthyl)-3-(aryl) bicyclo[2.2.1]hept-5-ene methanones and evaluation of their antimicrobial and antioxidant activities

2017 ◽  
Vol 36 (1) ◽  
Author(s):  
Ganesamoorthy Thirunarayanan
Keyword(s):  
Antioxidant Activities ◽  
Radical Scavenging Activity ◽  
Radical Scavenging ◽  
Cycloaddition Reaction ◽  
Alder Reaction ◽  
Diels Alder ◽  
Water Medium ◽  
Antibacterial And Antifungal Activities ◽  
Green Approach ◽  
Antibacterial And Antifungal

Some (4-bromo-1-naphthyl)-(3-(substituted phenyl) bicyclo[2.2.1]hept-5-en-2-yl) methyl ketones were synthesized by fly-ash catalyzed environmentally benign Diels-Alder [4+2] cycloaddition reaction of 4-bromo-1-naphthyl chalcones and cyclopentadiene in water medium.  In this reaction, the obtained yield was more than 60%.  The synthesized methanones were characterized by their physical constants, microanalysis, infrared, nuclear magnetic resonance and mass spectroscopic data.  The antibacterial and antifungal activities of these ketones were evaluated by the disc diffusion-zone of inhibition and two-fold serial-dilution-minimum inhibitory concentration of their corresponding bacterial and fungal strains using the Bauer-Kirby method.  The antioxidant activities of these methanones were measured using the diphenyl picryl hydrazyl (DPPH) radical scavenging activity method. 

Synthesis, Characterization, Antimicrobial and Antioxidant Potential of Diazenyl Chalcones

2018 ◽  
Vol 18 (10) ◽  
pp. 844-856 ◽  
Author(s):  
Harmeet Kaur ◽  
Balasubramanian Narasimhan
Keyword(s):  
Radical Scavenging Activity ◽  
Radical Scavenging ◽  
Antioxidant Potential ◽  
Dilution Method ◽  
Dpph Assay ◽  
Antimicrobial Potential ◽  
Structural Conformation ◽  
Uv Visible ◽  
Tube Dilution Method

A series of diazenyl chalcones was prepared by base catalyzed Claisen-Schmidt condensation of synthesized hydroxy substituted acetophenone azo dye with various substituted aromatic/ heteroaromatic aldehydes. The structural conformation of synthesized chalcones was done by a number of physicochemical and spectral means like FTIR, UV-visible, mass, NMR spectroscopy and CHNS/O analysis. These diazenyl chalcones were assessed for their in vitro antimicrobial potential against several Gram-negative, Gram-positive bacterial and fungal strains by serial tube dilution method. The fluconazole and cefadroxil were used as standard drugs. The target compounds were also evaluated for their antioxidant potential by DPPH assay. (2E)-3-(2,4-Dichlorophenyl)-1-(4-((2,6- dihydroxyphenyl)diazenyl)phenyl)prop-2-en-1-one (C-7) had shown very good antimicrobial potential with MIC ranges from 3.79 to 15.76 μg/ml against most of the tested microorganisms. Most of the synthesized diazenyl chalcones were found to be active against B. subtilis. The (2E)-1-(5-((2-Chloro- 4-nitrophenyl)diazenyl)-2-hydroxyphenyl)-3-(2-hydroxynaphthalen-1-yl)prop-2-en-1-one (C-10) had shown high free radical-scavenging activity when compared with the ascorbic acid as the reference antioxidant.

scholarly journals Antimicrobial and antioxidant potentials of non-cytotoxic extracts of corticolous lichens sampled in Armenia

AMB Express ◽  
2021 ◽  
Vol 11 (1) ◽  
Author(s):  
Razmik Sargsyan ◽  
Arsen Gasparyan ◽  
Gohar Tadevosyan ◽  
Hovik Panosyan
Keyword(s):  
Antifungal Activity ◽  
Methanol Extract ◽  
Radical Scavenging Activity ◽  
Radical Scavenging ◽  
Cytotoxic Activities ◽  
Bacterial Strains ◽  
Evernia Prunastri ◽  
Wide Range ◽  
Antibacterial And Antifungal ◽  
Acetone Extracts

AbstractDue to wide range of secondary metabolites, lichens were used from antiquity as sources of colorants, perfumes and medicaments. This research focuses on exploring the antioxidant, antimicrobial and cytotoxic activities of methanol, ethanol, acetone extracts and aqueous infusions of corticolous lichens sampled from Armenia. Methanol, ethanol and acetone extracts from all tested lichens were active against Gram-positive bacterial strains. The most effective solvent to retrieve antimicrobial compounds was methanol. Aqueous infusions of tested lichens didn’t show any significant antibacterial and antifungal activity. The highest antimicrobial activity was observed for methanol extract of Ramalina sinensis. The minimum inhibitory concentration of methanol extract of Ramalina sinensis were 0.9–1.8 mg mL− 1. Pseudevernia furfuracea demonstrated antifungal activity (Ø 12 mm). Methanol extract of Parmelia sulcata demonstrated largest 1,1-diphenyl-2-picryl-hydrazil (DPPH) radical scavenging activity (71 %). The cytotoxicity was measured on human HeLa (cervical carcinoma) cell lines using microculture tetrazolium test assay. The IC50 values estimated for methanol extracts of Peltigera praetextata, Evernia prunastri, Ramalina sinensis and Ramalina farinacea species in HeLa cell line were within 1.8–2.8 mg mL− 1 and considered as non-cytotoxic. Obtained results suggest that studied lichens can be prospective in biotechnologies as alternative sources of antimicrobial and antioxidant substances.

scholarly journals Antimicrobial and Antioxidant Potentials of Non-cytotoxic Extracts of Corticolous Lichens Sampled in Armenia

2021 ◽  
Author(s):  
Razmik Sargsyan ◽  
Arsen Gasparyan ◽  
Gohar Tadevosyan ◽  
Hovik Panosyan
Keyword(s):  
Antifungal Activity ◽  
Methanol Extract ◽  
Radical Scavenging Activity ◽  
Radical Scavenging ◽  
Cytotoxic Activities ◽  
Evernia Prunastri ◽  
Wide Range ◽  
Alternative Sources ◽  
Antibacterial And Antifungal ◽  
Acetone Extracts

Abstract Due to wide range of secondary metabolites, lichens were used from antiquity as sources of colorants, perfumes and medicaments. This research focuses on exploring the antioxidant, antimicrobial and cytotoxic activities of methanol, ethanol, acetone extracts and aqueous infusions of corticolous lichens sampled from Armenia. Methanol, ethanol and acetone extracts from all tested lichens were active against Gram-positive bacterial strains. The most effective solvent to retrieve antimicrobial compounds was methanol. Aqueous infusions of tested lichens didn’t show any significant antibacterial and antifungal activity. The highest antimicrobial activity was observed for methanol extract of Ramalina sinensis. The minimum inhibitory concentration of methanol extract of Ramalina sinensis were 0.9 to 1.8 mg mL-1. Pseudevernia furfuracea demonstrated antifungal activity (Ø 12 mm). Methanol extract of Parmelia sulcata demonstrated largest DPPH radical scavenging activity (71%). The cytotoxicity was measured on human HeLa (cervical carcinoma) cell lines using microculture tetrazolium test assay. The IC50 values estimated for methanol extracts of Peltigera praetextata, Evernia prunastri, R. sinensis and R. farinacea species in HeLa cell line were within 1.8-2.8 mg mL-1 and considered as non-cytotoxic. Obtained results suggest that studied lichens can be prospective in biotechnologies as alternative sources of antimicrobial and antioxidant substances.

scholarly journals Phytochemical Traits and Biological Activity of Eryngium amethystinum and E. alpinum (Apiaceae)

Horticulturae ◽  
2021 ◽  
Vol 7 (10) ◽  
pp. 364
Author(s):  
Dario Kremer ◽  
Marijana Zovko Končić ◽  
Ivan Kosalec ◽  
Iztok Jože Košir ◽  
Tanja Potočnik ◽  
...  
Keyword(s):  
Gas Chromatography ◽  
High Performance ◽  
Biological Activities ◽  
Radical Scavenging Activity ◽  
Radical Scavenging ◽  
Reducing Power ◽  
Dilution Assay ◽  
Germacrene D ◽  
Antimicrobial Evaluation ◽  
Antibacterial And Antifungal

Eryngium amethystinum L. is a wild vegetable used in Croatia. Both E. amethystinum and E. alpinum L. are decorative plants that can also be used in horticulture. To find out the hidden qualities of these two species, the following biological activities were studied: essential oil (EO) composition, analyzed by gas chromatography and gas chromatography with mass spectrometry (GC, GC–MS); phenolic compound content (PC), analyzed by high performance liquid chromatography (HPLC); total phenols as well as total flavonoids, analyzed by ultraviolet–visible spectrophotometry (UV/Vis); antioxidants, analyzed by 2,2-diphenyl-1-picrylhydrazyl radical-scavenging activity (DPPH), b-carotene-linoleic acid assay, chelating activity and reducing power of the extracts; and antimicrobial evaluation by micro-dilution assay and inhibition of Candida albicans blastospore germination. The major constituents of EO were β-caryophyllene (15.2%), α-pinene (10.2%) and 2,3,6-trimethylbenzaldehyde (9.3%) for E. amethystinum and caryophyllene oxide (27.9%), bicyclogermacrene (13.2%) and germacrene D (8.2%) for E. alpinum. The methanol extracts of both species showed a broad spectrum of antibacterial and antifungal activity with minimum inhibitory concentrations (MIC) less than or equal to 1.944 and 1.11 mg/mL, respectively.

Design, Molecular Docking, Synthesis, Characterization and Biological Activities of Novel Thiazole Derivatives

2022 ◽  
Vol 19 ◽  
Author(s):  
Neeharika Yamsani ◽  
Raja Sundararajan
Keyword(s):  
Schiff Base ◽  
Molecular Docking ◽  
Antioxidant Activities ◽  
Biological Activities ◽  
Radical Scavenging ◽  
Molecular Properties ◽  
Dilution Method ◽  
Thiazole Derivatives ◽  
Serial Dilution Method

Aim: The study aims to design & synthesize novel thiazole derivatives as potent antitubercular agents with minimal side effects. Background: The emergence and rapid spread of multi-drug resistant infectious microbial flora embracing a variety of bacterial as well as mycobacterium strains are causing a threat to public health worldwide. Objective: Owing to the importance, we designed compounds with thiazole functionality coupled with Schiff base and thiosemicarbazide, predicted the molecular properties and antitubercular potency of designed compounds by the in-silico method, and synthesized fifteen novel thiazole analogs, characterized and tested in vivo antitubercular, antibacterial and antioxidant potencies. Methods: Molinspiration online tool was used to predict the molecular properties and molecular docking was used to predict the antitubercular potency. FT-IR, 1H-NMR, 13C-NMR, Mass spectroscopy and bases of elemental analysis are employed to confirm the structure of compounds. 10-Fold serial dilution method, agar streak dilution test and DPPH radical scavenging methods are used to estimate antitubercular, antibacterial and antioxidant potency of title analogs, respectively. Results: Multi-step synthesis was used to synthesize a variety of novel thiazole derivatives coupled with Schiff base and thiosemicarbazide. Synthesized title compounds displayed a varying degree of antitubercular, antibacterial and antioxidant activities (mild to good). The title compounds possessing deactivating group exhibited superior activities than activating group, while unsubstituted analogs displayed intermediate activities. In addition, para-substituted analogs showed slightly higher activity than the corresponding meta substituted analogs. Conclusion: Among fifteen tested title compounds, the potent compound of this series was found to be 1-(4-nitrobenzylidene)-4-(4-(4-methoxyphenyl)thiazol-2-yl)thiosemicarbazide (BTS14), which might be extended as a novel class of antitubercular and antibacterial agents.

scholarly journals Novel 1,2,3-triazolium-functionalized inulin derivatives: synthesis, free radical-scavenging activity, and antifungal activity

RSC Advances ◽  
2017 ◽  
Vol 7 (67) ◽  
pp. 42225-42232 ◽  
Author(s):  
Qing Li ◽  
Lishushi Qiu ◽  
Wenqiang Tan ◽  
Guodong Gu ◽  
Zhanyong Guo
Keyword(s):  
Free Radical ◽  
Antifungal Activity ◽  
Click Reaction ◽  
Radical Scavenging Activity ◽  
Radical Scavenging ◽  
Free Radical Scavenging ◽  
Free Radical Scavenging Activity ◽  
Scavenging Activity ◽  
New Class ◽  
Radical Scavenging Ability

A new class of inulin derivatives possessing 1,2,3-triazolium charged units by associating “click reaction” with efficient 1,2,3-triazole quaternization were designed and synthesized. The synthesized inulin derivatives possess excellent free radical-scavenging ability.

scholarly journals Synthesis of novel pyrazoline based bis (1,2,3-triazole) scaffolds via click chemistry

2017 ◽  
Vol 82 (3) ◽  
pp. 241-251 ◽  
Author(s):  
Kothuri Kiran ◽  
Dongamanti Ashok ◽  
Boddu Rao ◽  
Madderla Sarasija ◽  
Alapati Rao
Keyword(s):  
Click Reaction ◽  
Radical Scavenging Activity ◽  
Radical Scavenging ◽  
Sodium Ascorbate ◽  
Dipolar Cycloaddition ◽  
Scavenging Activity ◽  
Bacterial Strains ◽  
Standard Drug ◽  
Mass Spectral ◽  
Nitric Oxide Radical

A series of novel bis(1,2,3-triazoles) derivatives 7a?m were synthesized by the 1,3-dipolar cycloaddition (click-reaction) of 1-methyl-3,5-bis(2- -(prop-2-yn-1-yloxy)phenyl)-4,5-dihydro-1H-pyrazole (5) with various aralkyl azides 6a?m in the presence of sodium ascorbate and copper sulphate with good yields. The required precursor 5 was synthesized by reacting (E)-1,3- -bis(2-hydroxyphenyl)prop-2-en-1-one (3) with methylhydrazine hydrate via 2,2?-(1-methyl-4,5-dihydro-1H-pyrazole-3,5-diyl)diphenol 4, followed by reaction with propargyl bromide. The homogeneity of all the newly synthesized compounds was checked by TLC. The IR, NMR, mass spectral data and elemental analysis were in accord with the assigned structure. The title compounds were evaluated for their antibacterial activity against various bacterial strains, i.e., Escherichia coli, Pseudomonas aeruginosa, Staphylococcus aureus and Bacillus subtilis; compounds 7f?7h and 7j were found to be moderately active against the bacteria, when compared with that of the standard drug. Furthermore, the same library of compounds was evaluated for their antioxidant activity using the nitric oxide radical scavenging activity. The results of the study showed that compounds 7e?7h and 7k?7m showed good radical scavenging activity.

An Invitro Study: Antioxidant, Phytochemical Analysis and Antimicrobial Activities of Achranthes aspera

2021 ◽  
pp. 268-277
Author(s):  
Masiraben Vahora ◽  
Falaknaaz Shaikh
Keyword(s):  
Radical Scavenging Activity ◽  
Radical Scavenging ◽  
Antibacterial Activities ◽  
Antimicrobial Activities ◽  
Positive Control ◽  
Diffusion Method ◽  
Phytochemical Analysis ◽  
Antibacterial And Antifungal Activities ◽  
Fusarium Sp ◽  
Antibacterial And Antifungal

Medicaments, plants and plant-based are the basis of many of the modern pharmaceuticals we use today for our various purposes. The aim of the present study was to evaluate the antioxidant, phytochemical and antibacterial and antifungal activities of the Achyranthes aspera plant extract in different organic solvents. The radical scavenging activity of the different extracts of root, stem, leaf, and seed were evaluated by DPPH assay and the antibacterial activity against Staphylococcus aureus and Pseudomonas aeruginosa, and antifungal activity against Fusarium sp. and Aspergillus niger was studied by Agar well cut diffusion method. All of the extracts exhibited different antioxidant and antibacterial activities and the activities varied from solvent to solvent, and the activities are concentrated. The antioxidant and antimicrobial activities were compared with the positive control Ascorbic acid and Cefuroxime. A qualitative phytochemical analysis was carried out and found to possess bioactive compounds like alkaloids, glycosides, terpenoids, steroids, flavonoids, tannins.

Porównanie aktywności wyciągów z liści Passiflora alata, P. caerulea i P. incarnata wobec wybranych drobnoustrojów klinicznych

2018 ◽  
Vol 19 (2) ◽  
Author(s):  
Marcin Ożarowski ◽  
Bogdan Kędzia ◽  
Małgorzata Kania-Dobrowolska ◽  
Justyna Baraniak ◽  
Agnieszka Gryszczyńska ◽  
...  
Keyword(s):  
Acanthamoeba Castellanii ◽  
Cultivated Plants ◽  
Dilution Method ◽  
Minimal Bactericidal Concentration ◽  
Microsporum Gypseum ◽  
Phytochemical Study ◽  
Antibacterial And Antifungal Activities ◽  
Serial Dilution Method ◽  
Antibacterial And Antifungal

Introduction. In recent years, researchers have shown increasing interest in species of the Passiflora genus due to their potential biological and pharmacological properties. These species are an agronomically important crops and are used commercially in the fruit industry of South America. During of collection of fruits from cultivated plants, the leaves are removed. This plant material may be used for medicinal purposes. Our previous studies showed that crude extracts from leaves of P. alata, P. caerulea and P. incarnata contained various secondary metabolites such as phenolics, flavonoids, terpenoids. Moreover extract of P. alata showed the most effective activities against Acanthamoeba castellanii strain in vitro. Aim. The aim of our study was to evaluate and to compare the antibacterial and antifungal activities of the crude alcoholic extracts from leaf of P. alata, P. caerulea and P. incarnata. Material and methods. There was measurement of the minimal inhibitory concentration (MIC), the minimal bactericidal concentration (MBC), and the minimal fungicidal concentration (MFC) of the extracts by serial dilution method. Results. The results showed that the most active extracts against Enterococcus faecalis (ATCC 8040) were as follows from: P. incarnata = P. alata (MIC = 10.0 mg/ml, MBC >10.0 mg/ml) > P. caerulea (MIC = 10.0 mg/ml, MBC > 20.0 mg/ml); against Escherichia coli (PZH 026B6): P. incarnata (MIC = 10.0 mg/ml, MBC > 10.0 mg/ml) > P. caerulea (MIC = 10.0 mg/ml, MBC = 20.0 mg/ml) > P. alata (MIC = 10.0 mg/ml, MBC > 20.0 mg/ml); against Staphylococcus aureus (ATCC 6538P): P. incarnata (MIC = 2.5 mg/ml, MBC > 5.0) > P. caerulea (MIC = 5.0 mg/ml, MBC > 10.0) > P. alata (MIC = 10.0 mg/ml, MBC > 10.0); against Candida albicans (PCM 1409PZH): P. caerulea (MIC = 7.5 mg/ml, MBC = 15.0 mg/ml), P. incarnata (MIC = 10.0 mg/ml, MBC > 10.0 mg/ml), P. alata (MIC = 15.0 mg/ml, MBC > 20.0 mg/ml); against Microsporum gypseum K1: P. incarnata = P. caerulea = P. alata (MIC = 5.0 mg/ml, MBC = 5.0 mg/ml). Phytochemical study showed that the highest concentration of phenolic compounds was shown in extract of P. alata > P. caerulea > P. incarnata. Conclusions. Due to the fact that low antimicrobial activity has been demonstrated for raw extracts, there is a need for further studies of fractionated extracts and isolated compounds to assess their activity.

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