Efficient Synthesis of Novel N-[4-Methyl-3-(4-(5-phenyl-1,3,4-oxadiazol-2-yl)phenyl)thiazol-2(3H)-ylidene]benzamide Hybrid Ring System as Potential Antibacterial Agents

Background: Heterocyclic compounds display versatile biological applications, so the aim of this paper was to prepare biologically important heterocycles with enhanced bacterial resistance and to evaluate for their various structural features that are responsible for their biological properties. Objective: The objective was to synthesize bacterial resistance compounds with enhanced antibacterial properties. Method: Ester moiety containing thiazole ring was converted into its hydrazide derivatives. These heterocyclic derivatives were cyclized into another ring oxadiazole; hence a hybrid ring system of two biologically active rings was prepared. Result: All the synthesized compounds were characterized by spectroscopic techniques and were screened for their antibacterial potential; they possess significant antibacterial activities. Conclusion: New hybrid heterocyclic ring systems were synthesized by cyclization of hydrazide derivatives by adopting two step strategy in good yields. All the synthesized compounds were evaluated for their antioxidant activities; they showed moderate to significant activities. QSAR and Molecular docking studies were performed to determine the mode of interaction. Experimental and computational data is in accordance with the determined antibacterial activities.

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Shelf Life Extension of Chilled Pork by Optimal Ultrasonicated Ceylon Spinach (Basella alba) Extracts: Physicochemical and Microbial Properties

Foods ◽

10.3390/foods10061241 ◽

2021 ◽

Vol 10 (6) ◽

pp. 1241

Author(s):

Yuthana Phimolsiripol ◽

Srirana Buadoktoom ◽

Pimporn Leelapornpisid ◽

Kittisak Jantanasakulwong ◽

Phisit Seesuriyachan ◽

...

Keyword(s):

Shelf Life ◽

Antioxidant Activities ◽

Antibacterial Properties ◽

Meat Products ◽

Thiobarbituric Acid ◽

Antibacterial Activities ◽

Life Extension ◽

Microbial Count ◽

Basella Alba ◽

Chilled Pork

The effect of ultrasonication on the antioxidant and antibacterial properties of Ceylon spinach (Basella alba) extracts (CE) and the shelf life of chilled pork with CE were studied. The CE were ultrasonicated at different power levels (60–100%) for 10–40 min in an ultrasonic bath with the rise of antioxidant activities (p ≤ 0.05) proportional to the ultrasonication time. The additional investigation of antibacterial activities showed that the ultrasonicated extracts (100 mg/mL) could inhibit and inactivate Staphylococcus aureus and Escherichia coli with the optimal condition of 80% power for 40 min. For shelf-life testing, fresh pork treated with the ultrasonicated extracts at 100 and 120 mg/mL had lower values of thiobarbituric acid reactive substances (TBARS) than the control (without dipping). For food safety as measured by the total microbial count, the fresh pork dipped with 100–120 mg/mL CE extract could be kept at 0 °C for 7 days, 2 to 3 days longer than control meat at 0 and 4 °C, respectively. A sensory evaluation using a nine-point hedonic scale showed that fresh pork dipped with 100-mg/mL CE extracts was accepted by consumers. It is suggested that CE extracts can be applied in the food industry to enhance the quality and extend the shelf life of meat products.

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Polyphenol Contents, Antioxidant and Antibacterial Activities of Aqueous Algerian Propolis Extracts

Phytothérapie ◽

10.3166/phyto-2021-0282 ◽

2021 ◽

Author(s):

E.K. Soltani ◽

K. Zaim ◽

K. Mokhnache ◽

N. Haichour ◽

S. Mezaache-Aichour ◽

...

Keyword(s):

Aqueous Extract ◽

Antioxidant Activities ◽

Radical Scavenging Activity ◽

Radical Scavenging ◽

Antibacterial Properties ◽

Natural Antioxidants ◽

Antibacterial Activities ◽

Antimicrobial Activities ◽

Biological Properties ◽

Aqueous Extracts

The propolis, an extremely complex resinous material, exhibits valuable pharmacological and biological properties, mainly attributed to the presence of polyphenols. The composition of propolis depends on time, vegetation, and the area of collection. Total flavonoid and polyphenol contents of aqueous extracts of propolis samples from different areas of Algeria, determined by using aluminum chloride and Folin–Ciocalteu colorimetric methods, were in the range of 3.047 ± 0.004–5.273 ± 0.013 mg/g and 96.833 ± 0.027–458.833 ± 0.0005 mg/g crude extract of propolis, respectively. This study examined the antioxidant and antimicrobial activities of propolis. Aqueous extracts of propolis were obtained in order to evaluate their antioxidant activities by using 1,1-diphenyl-2-picrylhydrazyl (DPPH) free radical scavenging, β-carotene and electrochemical assays. All tested propolis samples had relatively strong antioxidant activities, which were also correlated with the total polyphenol and flavonoid content present. The percentage of inhibition of lipid peroxidation of linoleic acid emulsion during 24 h varied between 86.04 ± 0.42 and 90.60 ± 3.77% among the tested samples. The highest DPPH radical scavenging activity was observed by ABAL (Ain Abassa Aqueous Extract) with IC50 = 8.49 ± 5.07 10−5 μg/ml, and the lowest was observed by SAL (Setif Aqueous Extract) with IC50 of 21.16 ± 0.0001 μg/ml. The most important antibacterial activity was obtained with Ain Abassa extract; the zones of inhibition obtained for this excerpt vary from 15.22 to 15.5 mm. Followed by the Setif extract with areas of 12.33 to 12.75 mm, the Tizi-Ouzou extract with areas of 10.11 to 11.11 mm. This study will bring an innovation for further studies with regard to the antioxidant and antibacterial properties of the aqueous extracts of propolis. This study corroborates that Algerian propolis is a rich source of natural antioxidants, properties which could be used in the prevention of different diseases, both in humans and in animals.

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Application of Heating on the Antioxidant and Antibacterial Properties of Malaysian and Australian Stingless Bee Honey

Antibiotics ◽

10.3390/antibiotics10111365 ◽

2021 ◽

Vol 10 (11) ◽

pp. 1365

Author(s):

Nurul Ainaa Farhanah Mat Ramlan ◽

Aina Syahirah Md Zin ◽

Nur Fatihah Safari ◽

Kim Wei Chan ◽

Norhasnida Zawawi

Keyword(s):

Heat Treatment ◽

Antioxidant Activities ◽

Radical Scavenging Activity ◽

Radical Scavenging ◽

Antibacterial Properties ◽

Antibacterial Activities ◽

Heat Treatments ◽

Stingless Bee ◽

Total Phenolic ◽

Antioxidant Power

In the honey industry, heat treatments are usually applied to maintain honey’s quality and shelf life. Heat treatment is used to avoid crystallisation and allow the easy use of honey, but treatment with heat might affect the antioxidant and antibacterial activities, which are the immediate health effects of honey. This study will determine the effect of heat treatment on Malaysian and Australian stingless bee honey (SBH) produced by the common bee species in both countries. Eighteen honey samples were subjected to heat at 45 °C, 55 °C and 65 °C for one hour and subsequently analysed for their total phenolic content (TPC), total flavonoid content (TFC), DPPH radical scavenging activity, ferric reducing antioxidant power (FRAP) and minimum inhibitory concentration (MIC). The results show that all samples had high TPC, TFC and antioxidant activities before the treatment. The heat treatments did not affect (p < 0.05) the TPC, TFC and antioxidant activities in most samples, but did inhibit the antibacterial activities consistently in most of the samples, regardless of the bee species and country of origin. This study also confirms a strong correlation between TPC and TFC with FRAP activities for the non-heated and heated honey samples (p < 0.05). Other heat-sensitive bioactive compounds in SBH should be measured to control the antibacterial properties present.

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Synthesis of Biologically Active Novel Indole Fused Heterocyclic Derivatives: Molecular Modeling Studies

Asian Journal of Chemistry ◽

10.14233/ajchem.2021.23179 ◽

2021 ◽

Vol 33 (7) ◽

pp. 1677-1684

Author(s):

Adamshafi Shaik ◽

Allaka Tejeswara Rao ◽

S.V.M. Mohan Rao ◽

Pilli V.V.N. Kishore

Keyword(s):

Dissociation Constants ◽

Antioxidant Activities ◽

Antibacterial Activities ◽

Biologically Active ◽

Mass Spectral ◽

E Coli ◽

Heterocyclic Derivatives ◽

C 30 ◽

Dehydrosqualene Synthase ◽

Indole Analogues

A novel series of fluoro/methoxy indole analogues 6 was synthesized and the final targets were confirmed by IR, 1H & 13C NMR and mass spectral analysis. Novel 3-substituted indole derivatives estimate for their antibacterial, antioxidant activities particularly the parent core combined with benzamides ring significantly. From antibacterial activities, compounds 6c, 6e and 6b show the highest bacterial activity against S. epidermidis, S. aureus, E. coli, with zone of inhibition 34, 30, 28 mm, respectively. Novel fluoroindole derivatives 6c, 6b, 6i shows an excellent antioxidant activity with % of inhibition 150.12, 139.04, 137.08 mmol/mL, respectively. The calculations for ligand-protein flexible of crystal structure of C(30) carotenoid dehydrosqualene synthase from S. aureus complexed with bisphosphonate BPH-700 (2ZCS). Among the designed compounds 6c exhibited highest hydrogen bonding interactions 2.06 Å, 1.85 Å with amino acids Asp27, Lys273 and binding energy -6.38 kcal/ mol, respectively. Fluoroindoles 6i, 6e and 6f shows highest ΔG = -7.90, -7.66, -7.47 kcal/mol with dissociation constants 10.32, 21.77, 22.68 μM and amino acid Lys273 interactions.

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Xanthine Oxidase Inhibitory Potential, Antioxidant and Antibacterial Activities of Cordyceps militaris (L.) Link Fruiting Body

Medicines ◽

10.3390/medicines6010020 ◽

2019 ◽

Vol 6 (1) ◽

pp. 20 ◽

Cited By ~ 3

Author(s):

Tran Quy ◽

Tran Xuan

Keyword(s):

Ethyl Acetate ◽

Xanthine Oxidase ◽

Antioxidant Activities ◽

Folk Medicine ◽

Antibacterial Properties ◽

Antibacterial Activities ◽

Cordyceps Militaris ◽

Gas Chromatography Mass Spectrometry ◽

Major Constituent

Background: Cordyceps militaris is a medicinal mushroom and has been extensively used as a folk medicine in East Asia. In this study, the separation of constituents involved in xanthine oxidase (XO) inhibitory, antioxidant and antibacterial properties of C. militaris was conducted. Methods: The aqueous residue of this fungus was extracted by methanol and then subsequently fractionated by hexane, chloroform, ethyl acetate and water. The ethyl acetate extract possessed the highest XO inhibitory and antioxidant activities was separated to different fractions by column chromatography. Each fraction was then subjected to anti-hyperuricemia, antioxidant and antibacterial assays. Results: The results showed that the CM8 fraction exhibited the strongest XO inhibitory activity (the lowest IC50: 62.82 μg/mL), followed by the CM10 (IC50: 68.04 μg/mL) and the CM7 (IC50: 86.78 μg/mL). The level of XO inhibition was proportional to antioxidant activity. In antibacterial assay, the CM9 and CM11 fractions showed effective antibacterial activity (MIC values: 15–25 mg/mL and 10–25 mg/mL, respectively). Results from gas chromatography-mass spectrometry (GC-MS) analyses indicated that cordycepin was the major constituent in the CM8 and CM10 fractions. Conclusions: This study revealed that C. militaris was beneficial for treatment hyperuricemia although in vivo trials on compounds purified from this medicinal fungus are needed.

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Antibacterial Activities of Homemade Matrices Miming Essential Oils Compared to Commercial Ones

Antibiotics ◽

10.3390/antibiotics10050584 ◽

2021 ◽

Vol 10 (5) ◽

pp. 584

Author(s):

Sofia Oliveira Ribeiro ◽

Véronique Fontaine ◽

Véronique Mathieu ◽

Zhiri Abdesselam ◽

Baudoux Dominique ◽

...

Keyword(s):

Chemical Composition ◽

Essential Oils ◽

Antibacterial Agents ◽

Bacterial Resistance ◽

Antibacterial Properties ◽

Antibacterial Activities ◽

Thymus Vulgaris ◽

Penicillin V ◽

Trachyspermum Ammi ◽

Chemical Variability

The increasing bacterial resistance to antibiotics is a worldwide concern. Essential oils are known to possess remarkable antibacterial properties, but their high chemical variability complicates their development into new antibacterial agents. Therefore, the main purpose of this study was to standardize their chemical composition. Several commercial essential oils of ajowan (Trachyspermum ammi L.) and thyme (chemotype thymol) (Thymus vulgaris L.) were bought on the market. GC–MS analysis revealed that thyme essential oils have a chemical composition far more consistent than ajowan essential oils. Sometimes thymol was not even the major compound. The most abundant compounds and the homemade mixtures were tested against two Staphylococcus aureus strains. The antibacterial property of β-caryophyllene presented no direct activity against S. aureus LMG 15975, but in association with thymol or carvacrol at equal percentages an MIC of 125 μg/mL was observed. The mixture of those three compounds at equivalent percentages also decreased by 16-fold the MIC of the penicillin V. Against S. aureus LMG 21674, β-caryophyllene presented an MIC of 31.3 μg/mL and decreased by 267-fold the MIC of the penicillin V. These observations led us to question the benefits of using a complex chemical mixture instead of one active compound to fight bacterial resistance.

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Phytochemical Studies Antibacterial and Antioxidant Activities of Aerial Parts of Ferula lutea (Poir.) Maire.

Acta Scientifica Naturalis ◽

10.2478/asn-2019-0003 ◽

2019 ◽

Vol 6 (1) ◽

pp. 17-25

Author(s):

Ibtissem Boulacel ◽

Brahim Harkati ◽

Radia Ayad ◽

Ibrahim Demirtas ◽

Hocine Laouer ◽

...

Keyword(s):

Antioxidant Activity ◽

Antioxidant Activities ◽

Dry Weight ◽

Antibacterial Activities ◽

Inhibitory Effect ◽

Diffusion Method ◽

Spectroscopic Techniques ◽

Aerial Parts ◽

New Compounds

Abstract The focus of this paper was to assess the phytochemical composition, the antioxidant and antibacterial activities of the crude extracts of the aerial parts of Ferula lutea. Four new compounds were isolated from this genus, and their structures were primarily established by extensive spectroscopic analysis including 1D and 2D spectroscopic techniques. Total phenolics and flavonoids containing in ethyl acetate (AcOEt) and n-butanol (n-BuOH) extracts were quantified [199.1-184.02 mg gallic acid equivalent / g of dry weight], flavonoids [70.24-65.95 mg quercetin / g dry weight]. DDPH scavenging and phosphomolybdenum methods were used to evaluate in vitro antioxidant activity. The obtained results showed a significant antioxidant activity of the two aerial parts. Correlation analysis between the DPPH values and those for TAC indicates the possibility of the two models for evaluating antioxidants power from medicinal plants. Dichloromethane (CH2Cl2), AcOEt and n-BuOH extracts were screened against two gram-negative [Escherichia coli (E.coli) and Pseudo aeruginosa (P.aer)] and two gram-positive [Staphylococcus aureus (S.aur) and Bacillus (Bacil.)] bacteria using disc diffusion method. The results indicate a good inhibition of CH2Cl2 and EtAct extracts on the growth of (Bacil. and E.coli). Furthermore n-but extract showed a significant inhibitory effect only against E.coli.

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Short Communication: Antioxidant and antibacterial properties of tree fern Cyathea contaminans

Biodiversitas Journal of Biological Diversity ◽

10.13057/biodiv/d210548 ◽

2020 ◽

Vol 21 (5) ◽

Author(s):

Ahmad Faizal ◽

Intan Taufik ◽

Anisah Firda Rachmani ◽

Alda Wydia Prihartini Azar

Keyword(s):

Short Communication ◽

Antioxidant Activities ◽

Antibacterial Properties ◽

Antibacterial Activities ◽

Herbal Remedies ◽

Gas Chromatography Mass Spectrometry ◽

Tree Fern ◽

Medicinal Uses ◽

E Coli ◽

Mature Leaves

Abstract. Faizal A, Taufik I, Rchman AF, Azar AWP. 2020. Short Communication: Antioxidant and antibacterial properties of tree fern Cyathea contaminans. Biodiversitas 21: 2201-2205. Cyathea contaminans (Wall. ex Hook) Copel is a tree fern used in traditional practices as herbal remedies to treat different kinds of diseases. To explore its further medicinal uses, we designed a study to determine the antioxidant and antibacterial activities of polar and non-polar extracts of this fern. The fern leaves (mature fronds), young fronds, and hairs were collected from Tangkuban Perahu Nature Park, West Java, Indonesia, and were extracted by methanol 80% or n-hexane. Antioxidant activity was evaluated by DPPH (1,1-diphenyl-2-picrylhydrazyl) assay, whereas antibacterial activity was measured by growth inhibition of Escherichia coli and Staphylococcus aureus. Results showed that methanol extract from mature leaves (fronds) exhibits weak to very strong antioxidant activities (IC50 37.13-225.19 µg/mL), whilst hairs and young fronds showed weak activities, i.e. IC50 179.50-255.49 µg/mL and IC50 544.27->2000 µg/mL, respectively. Hexane fraction from fronds was active against E. coli and S. aureus (43.92% and 46.8%), and from hairs against E. coli (48.1%) in concentration of 250 µg/mL. Gas Chromatography-Mass Spectrometry (GC-MS) analysis indicated that active compounds from fronds extract were dominated by 2H-tetrazole, 5-(thiophen-2yl) methyl (14,29 %), 2-thiophene acetic acid, 2-methyl phenyl ester (14,54%), and phenol, 2,6-bis(1,1-dimethyl ethyl)-4-methyl (10.54%). This study concluded that mature leaves (fronds) of C. contaminans is the potential to be used as antioxidant and antibacterial agents.

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Antioxidant, anticancer, antibacterial activities and GCMS analysis of aqueous extract of pulps of Aegle marmelos (L.) Correa

The Journal of Phytopharmacology ◽

10.31254/phyto.2018.7115 ◽

2018 ◽

Vol 7 (1) ◽

pp. 72-78

Author(s):

Vardhini SP ◽

◽

Sivaraj C ◽

Arumugam P ◽

Himanshu Ranjan ◽

...

Keyword(s):

Radical Cation ◽

Aqueous Extract ◽

Antioxidant Activities ◽

Reducing Power ◽

Antibacterial Activities ◽

Biologically Active ◽

Assay Method ◽

Dpph Radical ◽

Aegle Marmelos ◽

Ic50 Values

Aegle marmelos (Bael) is an important medicinal plant which belongs to family Rutaceae. Leaves, fruit, stem, bark of this plant is used because of its medicinal properties like astringent, antidiarrheal, antipyretic, antiinflammatory activities. Compounds purified from A.marmelos have been proven biologically active against various several major diseases like cancer, diabetes, cardiovascular diseases. The aim of the present study was to evaluate the antioxidant, anticancer and antibacterial activities of aqueous extract of A. marmelos and to identify the bioactive compounds by GC-MS analysis. Antioxidant activities such as DPPH radical, ABTS·+ radical cation, Fe3+ reducing power and phosphomolybdenum reduction assays were carried out for aqueous extract. The maximum DPPH radical and ABTS·+ radical cation scavenging activities were 60.70±4.24% at 300 µg/mL and 95.77±6.70% at 30 µg/mL concentrations. The IC50 values of DPPH˙ radical and ABTS·+ radical cation scavenging activities were 183.58 µg/mL and 10.81 µg/mL concentration. The maximum reduction of Fe3+ and Mo6+ were 52.05±3.64% and 87.81±6.19% at 120 µg/mL concentration and the IC50 values were 102.83 µg/mL and 32.76 µg/mL concentration. The anticancer activity was carried out by MTT assay method, which showed the IC50 value of 47.92 µg/mL concentration

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Design, Synthesis, and Antimicrobial Activities of 1,2,3-Triazole Glycoside Clickamers

Molecules ◽

10.3390/molecules25040790 ◽

2020 ◽

Vol 25 (4) ◽

pp. 790 ◽

Cited By ~ 10

Author(s):

Tamer El Malah ◽

Hany F. Nour ◽

Amira A. E. Satti ◽

Bahaa A. Hemdan ◽

Wael A. El-Sayed

Keyword(s):

Staphylococcus Aureus ◽

Antifungal Activity ◽

Bacterial Resistance ◽

Antimicrobial Activities ◽

Biological Evaluation ◽

Biologically Active ◽

Spectroscopic Techniques ◽

Reference Drug ◽

Chemical Structures

Bacterial resistance remains a significant threat and a leading cause of death worldwide, despite massive attempts to control infections. In an effort to develop biologically active antibacterial and antifungal agents, six novel aryl-substituted-1,2,3-triazoles linked to carbohydrate units were synthesized through the Cu(I)-catalyzed azide-alkyne cycloaddition CuAAC of substituted-arylazides with a selection of alkyne-functionalized sugars. The chemical structures of the new derivatives were verified using different spectroscopic techniques. The novel clicked 1,2,3-triazoles were evaluated for in vitro antibacterial activity against Gram-positive Staphylococcus aureus and Gram-negative Pseudomonas aeruginosa, and the obtained results were compared with the activity of the reference antibiotic “Ampicillin”. Likewise, in vitro antifungal activity of the new 1,2,3-triazoles was investigated against Candida albicans and Aspergillus niger using “Nystatin” as a reference drug. The results of the biological evaluation pointed out that Staphylococcus aureus was more susceptible to all of the tested compounds than other examined microbes. In addition, some tested compounds exhibited promising antifungal activity.

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