scholarly journals Synthesis and Antibacterial Activities of Coumarins with an Acyl Amino Side Chain

Coumarin is a heterocyclic moiety containing benzo pyran ring structure. It is widely distributed in the plant kingdom as a glycoside. Many compounds of medicinal and pharmaceutical importance possess coumarin ring structure. Drugs with coumarin structure can be synthesized by many well-known synthetic reactions. Coumarin derivatives were found to be antibacterial, anticoagulant, antiinflammatory, anti-HIV, anti-cancer and antioxidant. As part of the search for new and effective antibacterial agents, eight novel derivatives of coumarins were synthesized by Mannich reaction. All the compounds were evaluated for antibacterial activity against Staphylococcus aureus and Escherichia coli using ciprofloxacin as standard and DMSO as solvent. Three of the synthesized derivatives exhibited good antibacterial activity against Staphylococcus aureus and Escherichia coli. The work must be extended so as to develop coumarin derivatives into highly effective antibacterial agents.

2011 ◽  
Vol 8 (1) ◽  
pp. 212-216 ◽  
Author(s):  
Mohamed N. Ibrahim ◽  
Salaheddin A. I. Sharif ◽  
Ahmad N. EL-Tajory ◽  
Asma A. Elamari

Schiff basesp-hydroxybenzylidene-2-carboxyaniline,p-nitrobenz-ylidene-2-carboxyaniline,p-(N, N-dimethyl)aminobenzylidene-2-carboxyaniline,N-(4-hydroxybezylidene)-benzene-1,2-diamine,N--(4-nitrobezylidene)benzene-1,2-diamine,N-(4-(N, N-dimethylaminobezylidene)benzene-1,2-diamine,N-(4-(N,N-dimethylamino)benzylidene)naphthalen-1-amine,N-(4-nitrobenzylidene)naphthalen-1-amine,N--(4-chlorobenzylidene)naphthalen-1-amine,sodium-4-(4-(N,N-dimethyl amino)benzylideneamino)naphthalene-1-sulfonate,sodium -4-(4-nitrobenzylidene-amino)naphthalene-1-sulfonate and sodium-4-(4-chlorobenzylideneamino) naphthalene-1-sulfonate obtained by condensation of aniline and naphthyl-amine derivatives with some aromatic aldehydes were characterized by physical and spectral methods. The biological activity of these products were as antibacterial agents against three species of human pathogenic bacteria such asEscherichia coli, Staphylococcus aureusandKlebsiella sp. Nearly 50% of these compounds showed reasonable activity against the bacterial species investigated and we found that the antibacterial activity is dependent on the molecular structure of the compounds.


Author(s):  
Gouse Basha Sheik ◽  
Muazzam Sheriff Maqbul ◽  
Gokul Shankar S. ◽  
Ranjith M S

Objective: To isolate and characterize novel actinomycetes and to evaluate their antibacterial activity against drug-resistant pathogenic bacteriaMethods: In the present study, 19 soil samples were collected from different localities of Ad-Dawadmi, Saudi Arabia. Actinomycetes were isolated from these samples using serial dilution and plating method on Actinomycetes isolation agar supplemented with nalidixic acid and actidione to inhibit bacteria and fungi. Crude extracts of potential actinomycetes were produced by submerged fermentation. The antimicrobial activity of crude extracts of actinomycetes was tested against different bacteria using the agar well diffusion method. Characterization of the isolates was done by morphological, physiological and biochemical methods.Results: A total of 9 (47%) isolates of actinomycetes were isolated from 19 different soil samples tested. Among them, 4 (44%) isolates confirmed as Streptomyces sp. showed potential antimicrobial activity against one or more test organisms. Crude extracts were made from these 4 actinomycetes isolates(DOM1, DOM3, DP3, DP4)and tested for their antibacterial activities against 4 different clinical bacterial strains (Escherichia coli, Pseudomonas aeruginosa, Staphylococcus aureus and Enterococcus). Crude extract from DP3 isolate showed highest antibacterial activity against all the four test organisms (28 mm, 21 mm, 20 mm and 18 mm) respectively and DP4 showed lowest antibacterial activity against all the four test organisms (14 mm, 12 mm, 0 mm, 6 mm) respectively. The highest zone of inhibition was shown by DP3 against Staphylococcus aureus (28 mm) and Escherichia coli was resistant for DP4. Most of the Inhibition zones produced by crude extracts showed significant differences when compared with control, tested against test organisms (P<0.05). Inhibition zones produced by DP3 and DOM1 against Staphylococcus aureus were 28 mm and 23 mm, respectively which were strong active when compared with control Ciprofloxacin (18 mm).Conclusion: Further studies for purification of bioactive metabolites and molecular characterization analysis of isolated Streptomyces sp. are in progress which would be helpful in discovering novel compounds of commercial value.


2017 ◽  
Vol 23 (3) ◽  
pp. 197-203 ◽  
Author(s):  
Shaikha S. Alneyadi ◽  
Anas A. Abdulqader ◽  
Alaa A. Salem ◽  
Ibrahim M. Abdou

Abstract4-Trifluoromethylpyridine derivatives 4–8 represent good candidates for the discovery of new antibacterial agents. Fluorinated pyridine nucleosides 4–7 and non-nucleoside analogues 8a,b were synthesized and evaluated for their antibacterial activities against Staphylococcus aureus, Bacillus infantis, Escherichia coli and Stenotrophomonas maltophilia. The minimum inhibitory concentrations (MICs) of the new nucleosides 4–7 range from 1.3 to 4.9 μg/mL and MICs of fluoroaryl derivatives 8a,b are in the range of 1.8–5.5 μg/mL. Activity of amoxicillin, the reference drug, is 1.0–2.0 μg/mL under similar conditions.


2015 ◽  
Vol 761 ◽  
pp. 402-406 ◽  
Author(s):  
Siti Aishah Mohd Hanim ◽  
Nik Ahmad Nizam Nik Malek ◽  
Zaharah Ibrahim ◽  
Mashitah Mad Salim ◽  
Nur Isti'anah Ramli ◽  
...  

The antibacterial activity of functionalized zeolite NaY (CBV100) with different concentrations of 3-aminopropyltriethoxysilane (APTES) (0.01, 0.05, 0.20 and 0.40 M) was studied against Staphylococcus aureus ATCC 6538 (Gram positive) and Escherichia coli ATCC 11229 (Gram negative) through disc diffusion technique (DDT). The characterization of functionalized zeolite NaY with fourier transform infrared (FTIR) spectroscopy indicated the attachment of APTES on zeolite NaY. Through DDT, the inhibition zone of functionalized zeolite NaY increased proportionally to the amount of the amine-functional group attached onto zeolite NaY. Functionalized zeolite NaY showed higher antibacterial activity against Gram-positive compared to Gram-negative bacteria. It can be concluded from this study that amine-functionalized zeolite NaY shows evidence of antibacterial activities.


2011 ◽  
Vol 287-290 ◽  
pp. 1947-1951 ◽  
Author(s):  
Jing Xian Xu ◽  
Ye Ting Lin ◽  
Qiang Lin ◽  
Wen Yuan ◽  
Xue Qiong Yin ◽  
...  

Two Schiff bases of chitosan (CTS) were synthesized from 4-methoxylbenzylaldehyde (CH3O-CTS) and 4-methylbenzylaldehyde(CH3-CTS). The Schiff bases were characterized by FTIR, DSC-TGA, solid13C CP-Mas NMR, and elemental analysis. Antibacterial activities of the Schiff bases against Escherichia coli and Staphylococcus aureus were measured by the optical density method. The antibacterial activity of the Schiff bases is better than that of the original CTS. The IC50of CH3O-CTS and CH3-CTS againstEscherichia coliis respectively 40.3 ppm and 43 ppm, which being 38.5 ppm and 39.5 ppm against Staphylococcus aureus, lower than IC50of chitosan, being 59.5 ppm and 52 ppm againstEscherichia coliand Staphylococcus aureus, respectively.


2017 ◽  
Vol 901 ◽  
pp. 124-132
Author(s):  
Artania Adnin Tri Suma ◽  
Tutik Dwi Wahyuningsih ◽  
Deni Pranowo

Some novel N-phenylpyrazolines were synthesized and investigated for their antibacterial activitiy. Chalcones 2-4 which were prepared from acetophenone and veratraldehyde derivatives were reacted with phenylhydrazine to give N-phenylpyrazolines 5-7. All of the synthesized compounds were characterized using FTIR, GC-MS, and NMR spectrometers. Further, antibacterial activity of N-phenylpyrazolines were evaluated by agar well-diffusion method against Staphylococcus aureus, Bacillus cereus, Bacillus subtilis, Escherichia coli, and Shigella flexneri. The highest activity (highest inhibition zone) of compound 5 was 2.6 mm (at 1000 ppm) against B. subtillis, compound 6 was 7.25 mm (at 1000 ppm) against S. aureus, and compound 7 was 6.75 mm (at 500 ppm) against S. aureus. The results indicated that compound 6 and 7 exhibited promising antibacterial activity.


Author(s):  
A. V. Zuraev ◽  
A. V. Lishai ◽  
Yu. V. Grigoriev ◽  
O. A. Ivashkevich

A number of 1,4- and 1,4,5-triazoles have been synthesized using a modified catalytic system for the Huisgen [3+2] cycloaddition reaction. The bactericidal activity of the synthesized compounds has been studied. The synthesized derivatives of 1H-1,2,3-triazoles have demonstrated higher antibacterial activities in relation to the pathogen Staphylococcus aureus strain which can be comparable with the clinically used antibiotic “Cefotaxime”.


MEDULA ◽  
2020 ◽  
Vol 7 (1) ◽  
Author(s):  
Nur Illiyyin Akib ◽  
Mariani Triwatami ◽  
Andi Eka Purnama Putri

Background: Eucheuma spinosum seaweed contain flavonoid, triterpenoid, alkaloids and polyphenol which has been widely used in antibacterial activity. Purpose(s):The aim of the research are to determine antibacterial activities of metanol extracts of E. spinosum against Staphylococcus aureus ATCC 25923 and Escherichia coli ATCC 25922; to formulate hand wash of seaweed of methanol extract E. spinosum that has antibacterial activity and has physical and chemical stability. Methods: Seaweed E.spinosum methanol extract was derived by maceration method. Antibacterial activities of the extract were tested by liquid dilution and solid dilution method. Hand wash was formulated by mechanical dissolved methods. Antibacterial activity of hand wash were tested by liquid dilution and solid dilution method. Physical and chemical stabilities were conducted by cycling test. Results:. These were showed through minimum inhibitory concentration (MIC) of ethanol extracts of E. spinosum against S. aureus ATCC 25923 at concentrations of 6% and E. coli ATCC 25922 at concentrations of 6%. The minimum bactericidal concentration (MBC) of ethanol extracts of E. spinosum against S. aureus ATCC 25923 at concentrations of 8% and E. coli ATCC 25922 at concentrations of 8%. Formulation of hand wash seaweed E. spinosum methanol extract at concentrations of 8% and 10%. The test of stabilities results of hand wash changes were organoleptic, viscosity, pH, and foaming ability were accordance to qualified standard. The antibacterial activity of hand wash contains seaweed E. spinosum methanol extract at concentration of  8% and 10% have bactericidal activity againts S. aureus ATCC 25923 and E. coli ATCC 25922. Conclusion: Overall, these results suggested that formula of hand wash contains E. spinosum metanol extracts have antibacterial properties against S. aureus ATCC 25923 and E. coli ATCC 25922.Keywords: antibacterial, Eucheuma spinosum, hand wash, physical and chemical stability Latar Belakang: Rumput laut Eucheuma spinosum mengandung flavonoid, triterpenoid, alkaloid, dan polifenol yang memiliki aktivitas antibakteri. Tujuan: Penelitian ini bertujuan mengetahui aktivitas antibakteri ekstrak metanol E. spinosum terhadap Staphylococcus aureus ATCC 25923 and Escherichia coli ATCC 25922; membuat sediaan sabun cuci tangan dari ekstrak metanol E. spinosum yang memiliki aktivitas antibakteri dan stabil secara fisika dan kimia. Metode: Ekstrak metanol E. spinosum diperoleh dengan metode maserasi. Uji aktivitas antibakteri ekstrak dilakukan dengan metode dilusi cair dan dilusi padat. Sabun cuci tangan diformulasi dengan metode pencampuran mekanik. Uji aktivitas antibakteri sabun cuci tangan dilakukan dengan metode dilusi cair dan dilusi padat. Uji stabilitas fisika kimia dilakukan dengan metodecycling test. Hasil: Konsentrsi Hambat Minimum (KHM) ekstrak metanol E. spinosum terhadap S. aureus ATCC 25923 adalah 6% dan terhadap E. coli ATCC 25922 adalah 8%. Ekstrak metanol E. spinosum dapat diformulasi menjadi sabun cuci tangan dengan konsentrasi 8% dan 10%. Uji stabilitas menunjukkan bahwa perubahan organoleptik, viskositas, pH, dan kemampuan membentuk busa masih berada dalam nilai yang dipersyaratkan. Uji aktivitas antibakteri sabun cuci tangan yang mengandung ekstrak metanol E. spinosum dengan konsentrasi 8% dan 10% memiliki aktivitas antibakteri terhadap ATCC 25923 and E. coli ATCC 25922. Simpulan: Formula sabu cuci tangan yang mengandung ekstrak metanol E. spinosum memiliki aktivitas antibakteri terhadap ATCC 25923 and E. coli ATCC 25922.Kata kunci: antibakteri, Eucheuma spinosum, sabun cuci tangan, stabilitas fisika kimia


2021 ◽  
Vol 90 (1) ◽  
pp. 2
Author(s):  
Halyna Hryhoriv ◽  
Illia Mariutsa ◽  
Sergiy M. Kovalenko ◽  
Victoriya Georgiyants ◽  
Lina Perekhoda ◽  
...  

Among all modern antibiotics, fluoroquinolones are well known for their broad spectrums of activity and efficiency toward microorganisms and viruses. However, antibiotic resistance is still a problem, which has encouraged medicinal chemists to modify the initial structures in order to combat resistant strains. Our current work is aimed at synthesizing novel hybrid derivatives of ciprofloxacin and norfloxacin and applying docking studies and biological activity evaluations in order to find active promising molecules. We succeeded in the development of a synthetic method towards 1,2,3-triazole-substituted ciprofloxacin and norfloxacin derivatives. The structure and purity of the obtained compounds were confirmed by 1H NMR, 13C NMR, 19F NMR, LC/MS, UV-, IR- spectroscopy. Docking studies, together with in vitro research against Staphylococcus aureus ATCC 25923, Escherichia coli ATCC 25922, Bacillus subtilis ATCC 6633, Pseudomonas aeruginosa ATCC 27853, Candida albicans NCTC 885-653 revealed compounds in which activity exceeded the initial molecules.


2013 ◽  
Vol 2013 ◽  
pp. 1-7 ◽  
Author(s):  
Paulina L. Páez ◽  
Claudia M. Bazán ◽  
María E. Bongiovanni ◽  
Judith Toneatto ◽  
Inés Albesa ◽  
...  

The prevalence of antibiotic resistance has resulted in the need for new approaches to be developed to combat previously easily treatable infections. The main aim of this work was to establish the potential of the syntheticα-diimine chromium(III) and ruthenium(II) complexes (where theα-diimine ligands are bpy = 2,2-bipyridine, phen = 1,10-phenanthroline, and dppz = dipyrido[3,2-a:2′,3′-c]-phenazine) like [Cr(phen)3]3+, [Cr(phen)2(dppz)]3+, [Ru(phen)3]2+, and [Ru(bpy)3]2+as antibacterial agents by generating oxidative stress. The [Cr(phen)3]3+and [Cr(phen)2(dppz)]3+complexes showed activity against Gram positive and Gram negative bacteria with minimum inhibitory concentrations (MICs) ranging from 0.125 μg/mL to 1 μg/mL, while [Ru(phen)3]2+and [Ru(bpy)3]2+do not exhibit antimicrobial activity against the two bacterial genera studied at the concentration range used. When ciprofloxacin was combined with [Cr(phen)3]3+for the inhibition ofStaphylococcus aureusandEscherichia coli, an important synergistic effect was observed, FIC 0.066 forS. aureusand FIC 0.064 forE. coli. The work described here shows that chromium(III) complexes are bactericidal forS. aureusandE. coli. Our results indicate thatα-diimine chromium(III) complexes may be interesting to open new paths for metallodrug chemotherapy against different bacterial genera since some of these complexes have been found to exhibit remarkable antibacterial activities.


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