scholarly journals Synthesis and antimicrobial activities of some new sulfonyl phenoxides

2021 ◽  
Vol 47 (2) ◽  
pp. 745-753
Author(s):  
Oluwaseyi B Ovonramwen ◽  
Bodunde J Owolabi ◽  
Abiodun Falodun
Keyword(s):  
Staphylococcus Aureus ◽  
Phenolic Compounds ◽  
Sulfonyl Chloride ◽  
Antimicrobial Activities ◽  
Moderate Activity ◽  
Gram Positive ◽  
Gram Negative ◽  
Antimicrobial Studies ◽  
Antibacterial And Antifungal

Four new sulfonyl phenoxides were synthesized through O-sulfonylation reaction of phenolic compounds with 5-chloro-1-ethyl-2-methylimidazole-4-sulfonyl chloride in good yield. FT-IR, 1H-NMR, 13C-NMR, and DEPT 135 NMR were carried out to characterize and the thin layer chromatography (TLC) confirm the purity. Antimicrobial activities of the sulfonyl phenoxides against Gram-positive (methicillin-susceptible Staphylococcus aureus, methicillin-resistant Staphylococcus aureus, and Bacillus subtilis), Gram-negative (Pseudomonas aeruginosa, Escherichia coli, Klebsiella pneumoniae), and Candida albicans were carried out using the standard microbiological method. The antimicrobial activities were referenced to ciprofloxacin and itraconazole, antibacterial and antifungal drug respectively. The in vitro antimicrobial studies of 5-chloro-1-ethyl-2-methyl-1H-imidazole-4-sulfonyl(4-chloro-3-methyl)phenoxide and 5-chloro-1-ethyl-2-methyl-1H-imidazole-4-sulfonyl-2-methylphenoxide showed moderate activity against C. albicans. The four sulfonyl phenoxides had weak activities against Gram-positive and Gram-negative bacteria. Keywords: Sulfonyl phenoxides, Antimicrobial, Phenolic compounds, O-Sulfonylation reaction

scholarly journals In VitroCytotoxic, Antioxidant, and Antimicrobial Activities ofMesua beccariana(Baill.) Kosterm.,Mesua ferreaLinn., andMesua congestifloraExtracts

2013 ◽  
Vol 2013 ◽  
pp. 1-9 ◽  
Author(s):  
Soek Sin Teh ◽  
Gwendoline Cheng Lian Ee ◽  
Siau Hui Mah ◽  
Yoke Keong Yong ◽  
Yang Mooi Lim ◽  
...  
Keyword(s):  
Staphylococcus Aureus ◽  
Bacillus Cereus ◽  
Antioxidant Activities ◽  
Human Cancer ◽  
Antimicrobial Activities ◽  
Gram Negative Bacteria ◽  
Gram Positive ◽  
Gram Negative ◽  
Methanol Extracts

Thein vitrocytotoxicity tests on the extracts ofMesua beccariana,M. ferrea, andM. congestifloraagainst Raji, SNU-1, HeLa, LS-174T, NCI-H23, SK-MEL-28, Hep-G2, IMR-32, and K562 were achieved using MTT assay. The methanol extracts ofMesua beccarianashowed its potency towards the proliferation of B-lymphoma cell (Raji). In addition, only the nonpolar to semipolar extracts (hexane to ethyl acetate) of the threeMesuaspecies indicated cytotoxic effects on the tested panel of human cancer cell lines. Antioxidant assays were evaluated using DPPH scavenging radical assay and Folin-Ciocalteu method. The methanol extracts ofM. beccarianaandM. ferreashowed high antioxidant activities with low EC50values of 12.70 and 9.77 μg/mL, respectively, which are comparable to that of ascorbic acid (EC50 = 5.62 μg/mL). Antibacterial tests were carried out using four Gram positive and four Gram negative bacteria onMesua beccarianaextracts. All the extracts showed negative results in the inhibition of Gram negative bacteria. Nevertheless, methanol extracts showed some activities against Gram positive bacteria which areBacillus cereus, methicillin-sensitiveStaphylococcus aureus(MSSA), and methicillin-resistantStaphylococcus aureus(MRSA), while the hexane extract also contributed some activities towardsBacillus cereus.

scholarly journals Nitroxide Functionalized Antibiotics Are Promising Eradication Agents against Staphylococcus aureus Biofilms

2019 ◽  
Vol 64 (1) ◽  
Author(s):  
Anthony D. Verderosa ◽  
Rabeb Dhouib ◽  
Kathryn E. Fairfull-Smith ◽  
Makrina Totsika
Keyword(s):  
Staphylococcus Aureus ◽  
Bacterial Biofilms ◽  
Gram Positive ◽  
Gram Negative ◽  
Content Type ◽  
Microscopy Analysis ◽  
Biofilm Dispersal ◽  
Biofilm Structure ◽  
Dispersal Activity

ABSTRACT Treatment of biofilm-related Staphylococcus aureus infections represents an important medical challenge worldwide, as biofilms, even those involving drug-susceptible S. aureus strains, are highly refractory to conventional antibiotic therapy. Nitroxides were recently shown to induce the dispersal of Gram-negative biofilms in vitro, but their action against Gram-positive bacterial biofilms remains unknown. Here, we demonstrate that the biofilm dispersal activity of nitroxides extends to S. aureus, a clinically important Gram-positive pathogen. Coadministration of the nitroxide CTEMPO (4-carboxy-2,2,6,6-tetramethylpiperidin-1-yloxyl) with ciprofloxacin significantly improved the biofilm eradication activity of the antibiotic against S. aureus. Moreover, covalently linking the nitroxide to the antibiotic moiety further reduced the ciprofloxacin minimal biofilm eradication concentration. Microscopy analysis revealed that fluorescent nitroxide-antibiotic hybrids could penetrate S. aureus biofilms and enter cells localized at the surface and base of the biofilm structure. No toxicity to human cells was observed for the nitroxide CTEMPO or the nitroxide-antibiotic hybrids. Taken together, our results show that nitroxides can mediate the dispersal of Gram-positive biofilms and that dual-acting biofilm eradication antibiotics may provide broad-spectrum therapies for the treatment of biofilm-related infections.

scholarly journals Burdock (Arctium lappa) Leaf Extracts Increase the In Vitro Antimicrobial Efficacy of Common Antibiotics on Gram-positive and Gram-negative Bacteria

2017 ◽  
Vol 15 (1) ◽  
pp. 92-102 ◽  
Author(s):  
Lucia Pirvu ◽  
Isabela Nicorescu ◽  
Cristina Hlevca ◽  
Bujor Albu ◽  
Valentin Nicorescu
Keyword(s):  
Staphylococcus Aureus ◽  
Ethanol Extract ◽  
Leaf Extracts ◽  
Gram Positive ◽  
Polyphenol Compounds ◽  
Arctium Lappa ◽  
Gram Negative ◽  
E Coli ◽  
Polar Extracts

AbstractThis work aimed to study the potential effects of four Arctii folium extracts, 5 mg gallic [GAE] acid equivalents per 1 mL sample, on six antibiotics (Ampicillin/AM, Tetracycline/TE, Ciprofloxacin/CIP, Sulfamethoxazole-Trimethoprim/SXT, Chloramphenicol/C and Gentamicin/CN) tested on four Gram-positive (Staphylococcus aureus ATCC 6538, Staphylococcus aureus ATCC 25923, Enterococcus faecalis ATCC 29212, and Staphylococcus epidermidis ATCC 12228) and five Gram-negative (Proteus mirabilis ATCC 29245, Escherichia coli ATCC 35218, E. coli ATCC 11229, E. coli ATCC 8739, and Bacillus cereus ATCC 11778) bacteria. Arctii folium extracts were the whole ethanol extract/W and subsequent ethyl acetate/EA, aqueous/AQ, and chloroform/CHL fractions. Chemical qualitative analysis (HPTLC method) emphasized five main polyphenol compounds in Arctii folium polar extracts: chlorogenic acid (Rf≈0.52/0.55) and its isomer, 1,5-di-O-caffeoylquinic acid (Rf≈0.90/0.92), plus cynarin (Rf≈0.77), hyperoside (Rf≈0.68/0.64) and isoquercitrin (Rf≈0.69/0.71). Microbiological screening indicated Arctii folium polar extracts (AQ and W) efficacy on S. epidermidis ATCC 12228; the MIC values were in the range of common antibiotics, being 32 and 128 μg GAE per mL sample respectively. The unpredictable effects (stimulatory or inhibitory) of Arctii folium extracts in combination with typical antibiotics as well as a potential use of the whole ethanol extract/W for restoring the antimicrobial potency of susceptible antibiotics have also been evidenced.

scholarly journals Synthesis, Antibacterial and Antifungal Properties of Cyclohexane Tosyloxyimine Derivative

2019 ◽  
Vol 4 (3) ◽  
pp. 1-4
Author(s):  
Shoaib M
Keyword(s):  
Antimicrobial Agents ◽  
Sulfonyl Chloride ◽  
Antimicrobial Properties ◽  
Gram Positive ◽  
Gram Negative ◽  
Gram Positive Bacteria ◽  
Bacteria And Fungi ◽  
Agar Well Diffusion Assay ◽  
Antibacterial And Antifungal ◽  
Candida Pseudotropicalis

Due to increasing antimicrobial resistance, functionally substituted cyclohexane derivatives are being explored as potential antimicrobial agents. Reaction of diethyl 4 - hydroxy - 6 - (hyd - roxyimino) - 4 - methyl - 2 - phenylcyclohexane - 1,3 - dicarboxylate with 4 - toluene sulfonyl chloride in boiling acetone in the presence of equimolar triethylamine resulted in formation of diethyl - 4 - hydroxy - 4 - methyl - 2 - phenyl - 6 - ((tosyloxy)imino) cyclohexane - 1,3 - dicarboxylate. The structure of novel compound was characterized by 1 H and 13 C NMR spectra and elemental analysis was performed. Agar well diffusion assay was used to screen novel compound against Gram - positive bacteria, Gram - negative bacteria and fungi. Test compound showed better antimicrobial properties against Gram - negative bac teria as compared to Gram - positive bacteria and fungi. Acinetobacter baumannii BDU - 32 was found to be most sensitive bacteria while Candida pseudotropicalis BDU MA88 was found to be most sensitive yeast.

scholarly journals Green synthesis of silver nanoparticles using aqueous extract of Citrus sinensis peels and evaluation of their antibacterial efficacy

2021 ◽  
Vol 10 (1) ◽  
pp. 851-859
Author(s):  
Lebogang Mogole ◽  
Wesley Omwoyo ◽  
Elvera Viljoen ◽  
Makwena Moloto
Keyword(s):  
Staphylococcus Aureus ◽  
Antimicrobial Activity ◽  
Silver Nanoparticles ◽  
Citrus Sinensis ◽  
Antimicrobial Activities ◽  
Antibacterial Efficacy ◽  
Gram Positive ◽  
Gram Negative ◽  
Average Size ◽  
Passivating Agent

Abstract The resistance of microorganisms towards antibiotics remains a big challenge in medicine. Silver nanoparticles (AgNPs) received attention recently for their characteristic nanosized features and their ability to display antimicrobial activities. This work reports the synthesis of AgNPs using the Citrus sinensis peels extract in their aqueous, mild, and less hazardous conditions. The effect of concentration variation (1%, 2%, and 3%) of the plant extracts on the size and shape of the AgNPs was investigated. The antimicrobial activities were tested against gram-positive Staphylococcus aureus and gram-negative Klebsiella pneumoniae. Absorption spectra confirmed the synthesis by the surface Plasmon resonance peaks in the range 400–450 nm for all the AgNPs. FTIR spectra confirmed that Citrus sinensis peels extract acted as both reducing and surface passivating agent for the synthesized AgNPs. TEM revealed spherical AgNPs with average size of 12 nm for 3% concentration as compared to the agglomeration at 1% and 2%. All the AgNPs synthesized using Citrus sinensis peels extracts (1%, 2%, and 3%) exhibited antimicrobial activity against both gram-positive and negative bacteria. These results indicated a simple, fast, and inexpensive synthesis of silver nanoparticles using the Citrus sinensis peels extract that has promising antibacterial activity.

In Vitro Antibacterial Activities and Mechanisms of Action of Fatty Acid Monoglycerides Against Four Foodborne Bacteria

2020 ◽  
Vol 83 (2) ◽  
pp. 331-337
Author(s):  
WENYUE WANG ◽  
RUI WANG ◽  
GUIJU ZHANG ◽  
FANGLI CHEN ◽  
BAOCAI XU
Keyword(s):  
Antibacterial Activity ◽  
Antibacterial Activities ◽  
Carbon Chain ◽  
Antimicrobial Activities ◽  
Inhibitory Effect ◽  
Gram Positive ◽  
Gram Negative ◽  
E Coli ◽  
Alkaline Conditions

ABSTRACT Naturally occurring monoglyceride esters of fatty acids have been associated with a broad spectrum of antimicrobial activities. We used an automated turbidimetric method to measure the MIC and assess the antimicrobial activity of five monoglycerides (monocaprin, monolaurin, monomyristin, monopalmitin, and monostearin) against pathogenic strains of Staphylococcus aureus, Bacillus subtilis, Pseudomonas aeruginosa, and Escherichia coli. The antibacterial activity of monocaprin was highest because its carbon chain is shorter than those of other monoglycerides. The MICs of monocaprin against S. aureus, B. subtilis, P. aeruginosa, and E. coli were 0.32, 0.32, 2.5, and 2.5 mg/mL, respectively. Monocaprin had antibacterial activity under neutral and alkaline conditions (pH 7.0 to 9.0) but had no inhibitory effect on S. aureus, B. subtilis, and E. coli under weakly acidic conditions (pH 6.0). The antibacterial mechanism of monocaprin against gram-positive strains (S. aureus and B. subtilis) resulted from destruction of the cell membrane. In contrast, the antibacterial activity of monocaprin against gram-negative strains (P. aeruginosa and E. coli) was attributed to damage to lipopolysaccharides in the cell walls. Because of its inhibitory effect on both gram-positive and gram-negative bacteria, monocaprin could be used as an antibacterial additive in the food industry. HIGHLIGHTS

scholarly journals Synthesis andIn VitroAntibacterial Activity of New 2-(1-Methyl-4-nitro-1H-imidazol-5-ylsulfonyl)-1,3,4-thiadiazoles

2011 ◽  
Vol 8 (3) ◽  
pp. 1120-1123 ◽  
Author(s):  
Bahram Letafat ◽  
Negar Mohammadhosseini ◽  
Ali Asadipour ◽  
Alireza Foroumadi
Keyword(s):  
Staphylococcus Aureus ◽  
Staphylococcus Epidermidis ◽  
Antibacterial Activities ◽  
Dilution Method ◽  
Agar Dilution Method ◽  
Gram Positive ◽  
Gram Negative ◽  
Gram Positive Bacteria ◽  
Agar Dilution

In the present study we report the synthesis and antibacterial activity of a new series 2-(1-methyl-4-nitro-1H-imidazol-5-ylsulfonyl)-1,3,4-thiadiazoles (6a-c). Compounds6a-cwere testedin vitroby the conventional agar dilution method against a panel of microorganisms including gram-negative and gram-positive bacteria. Compound6bwith 5-(5-nitrofuran-2-yl)-residue on 1,3,4-thiadiazole scaffold have shown promising antibacterial activities against gram-positive bacteria includingStaphylococcus aureus, Staphylococcus epidermidisandBacillus subtilis.

scholarly journals IB-367, a Protegrin Peptide with In Vitro and In Vivo Activities against the Microflora Associated with Oral Mucositis

2000 ◽  
Vol 44 (7) ◽  
pp. 1803-1808 ◽  
Author(s):  
Deborah A. Mosca ◽  
Malinda A. Hurst ◽  
Wendy So ◽  
Beverly S. C. Viajar ◽  
Craig A. Fujii ◽  
...  
Keyword(s):  
Staphylococcus Aureus ◽  
Oral Mucositis ◽  
Human Saliva ◽  
Systemic Absorption ◽  
Gram Positive ◽  
Oral Flora ◽  
Gram Negative ◽  
Log Reduction

ABSTRACT Although the microflora associated with oral mucositis initiated by cytotoxic therapy is not well characterized, several studies suggest that reduction of the microbial load in the oral cavity has some clinical benefit. The MICs of IB-367, a synthetic protegrin analog, ranged from 0.13 to 64 μg/ml for gram-positive bacteria (Streptococcus mitis, Streptococcus sanguis,Streptococcus salivarius, and Staphylococcus aureus) and from 0.06 to 8 μg/ml for gram-negative species (Klebsiella, Escherichia, andPseudomonas). IB-367 exhibited rapid, microbicidal activity against both log- and stationary-phase cultures of methicillin-resistant Staphylococcus aureus (MRSA) andPseudomonas aeruginosa. At concentrations near the MICs for these two organisms (4 and 2 μg/ml, respectively), IB-367 reduced viability by more than 3 logs in less than 16 min. Similarly, IB-367 effected a 4-log reduction of the endogenous microflora in pooled human saliva within 2 min at 250 μg/ml, a concentration readily attained by local delivery. After nine serial transfers at 0.5× the MIC, the MIC of IB-367 for MRSA and P. aeruginosa increased only two to four times. In a phase I clinical study with healthy volunteers, IB-367 was well tolerated, with no detectable systemic absorption. One hour after treatment with 9 mg of IB-367, the prevalence of gram-negative bacteria and yeast was reduced, and the density of the predominant gram-positive oral flora was decreased 1,000 times. IB-367's properties (speed of killing, breadth of spectrum, and lack of resistance) make the compound a strong candidate for the prophylaxis of oral mucositis. Phase II clinical trials with IB-367 are under way for this indication in immunocompromised subjects.

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