scholarly journals Synthesis and antimicrobial activity of azepine and thiepine derivatives

2015 ◽  
Vol 80 (7) ◽  
pp. 839-852 ◽  
Author(s):  
Nina Bozinovic ◽  
Irena Novakovic ◽  
Sladjana Kostic-Rajacic ◽  
Igor Opsenica ◽  
Bogdan Solaja

A series of new 5H-pyridobenzazepine and pyridobenzothiepine derivatives was synthesized by Pd-catalyzed formation of C-N and C-S bonds. All synthesized compounds were tested for their in vitro antimicrobial activity. The 5H-pyridobenzazepine derivatives showed better antibacterial and antifungal activity than corresponding 5H-dipyridoazepine analogs. Among the synthesized azepines, derivative 8 displayed potent activity against tested bacteria (MIC = 39-78 ?g/mL), while azepine 12 showed promising antifungal activity (MIC = 156-313 ?g/mL). The synthesized thiepine derivatives exhibited weak antibacterial activity, but showed pronounced antifungal activity.

2009 ◽  
Vol 63 (5) ◽  
Author(s):  
Gülşah Kurt ◽  
Fatih Sevgi ◽  
Bedrettin Mercimek

AbstractIn this study, new benzoylthiourea derivatives, (E)-N-[(2-benzamidomethyleneamino)ethylcarbamothioyl]benzamide H3L′, N-(1-(3-benzoylthioureido)propan-2-ylcarbamothioyl)-benzamide H4L″, (E)-N-[4-(benzamidomethyleneamino)phenylcarbamothioyl]benzamide H3L‴, were synthesized. Structures of the compounds were identified by spectroscopic techniques. In addition, all synthesized compounds were evaluated for in vitro antibacterial and antifungal activity. Compound H3L‴ exhibited antibacterial activity.


2009 ◽  
Vol 2009 (10) ◽  
pp. 593-598 ◽  
Author(s):  
Fatma El Mariah

The reaction of N1-(un)substituted 4-aminosulfonamide with 6-chloropyridothienopyridazine (5) and 8-chloro-pyrimidothienopyridazine (14) gave 6-substituted aminopyridothienopyridazine (9) and 8-substituted amino-pyrimidothienopyridazine (16) respectively. All of the derivatives have been characterised by analytical and spectroscopic studies and also tested for their in vitro antibacterial and antifungal activity against a variety of microorganisms.


2013 ◽  
Vol 19 (1) ◽  
pp. 7-11
Author(s):  
Aleksandra Djordjevic ◽  
Jelena Lazarevic ◽  
Violeta Mitic ◽  
Radosav Palic ◽  
Gordana Stojanovic

The in vitro antimicrobial activity of Hypericum annulatum and Hypericum elegans essential oils was evaluated against a panel of standardized bacteria and fungi using broth microdilution assay. Both essential oils showed antimicrobial activity against all the tested microorganisms. Hypericum annulatum essential oil showed better antibacterial than antifungal activity, being more effective against Pseudomonas aeruginosa and Escherichia coli while H. elegans essential oil showed no significant difference between antibacterial and antifungal activity. Antimicrobial testing of ?-pinene, ?-pinene and ?-myrcene compounds was also performed. All the compounds were active against all the tested microorganisms, however, based on the MIC, MBC and MFC values, none of these compounds could be thought of as the main bearer of the oils? antimicrobial activity. This is the first report regarding the antimicrobial activity of the essential oils of the two Hypericum species.


2012 ◽  
Vol 77 (3) ◽  
pp. 279-286 ◽  
Author(s):  
Nirav Shah ◽  
Nimesh Shah ◽  
Manish Patel ◽  
Ranjan Patel

A simple and efficient method has been developed for the synthesis of some novel biquinoline derivatives bearing a thiazole moiety through a onepot three-component condensation of 2-chlro-3-formylquinolines, ethyl cyanoacetate and ?-enaminone using catalytic amount of piperidine in refluxing ethanol. These molecules were evaluated in vitro for their antibacterial and antifungal activity. Most of the compounds exhibited moderate antibacterial and antifungal activity against all the tested strains.


2005 ◽  
pp. 231-238 ◽  
Author(s):  
Sanja Podunavac-Kuzmanovic ◽  
Dragoljub Cvetkovic ◽  
Gordana Cetkovic

Zinc(II) chloride reacts with 2-methylbenzimidazole derivatives to give complexes of the formula ZnL2Cl2-nH2O, where L=2-methylbenzimidazole l-benzyl-2-methylbenzimida-zole and l-(4-methylbenzyl)-2-methylbenzimidazole n=0, 0.5 or 1. All the ligands and their zinc(II) complexes were evaluated for their in vitro antimicrobial activity against Pseudomonas aeruginosa Bacillus sp., Staphylococcus aureus, Sarcina lutea and Candida pseudotropicalis. It was found that the majority of the investigated compounds displayed in vitro antimicrobial activity against very persistent microorganisms, except for the starting ligand, 2-methylbenzimidazole and its zinc(II) complex which were active only against gram-negative bacteria. None of the compounds was significantly effective against Candida pseudotropicalis, except for l-(4-methylbenzyl)-2-methylbenzimidazoleandits complex, which very slightly or slightly inhibited the yeast growth. The minimum inhibitory concentration (MIC) was determined for all the ligands and their complexes. The effect of ligand and complex structure on the antimicrobial activity was discussed.


Author(s):  
BHAGCHAND JAT ◽  
SWAPNA SANTRA ◽  
PRASANTA KUMAR SANTRA

Objectives: Synthesis, characterization, and evaluation of antimicrobial activity of novel pyrimidine derivatives containing O, N, and S in the ring. Methods: Pyrimidine derivatives were prepared in three steps. In the first step, chalcones containing -NO2 functional group were synthesized using Claisen-Schmidt condensation of aromatic aldehydes with 2-acetyl pyridine/3-acetylpyridine in methanol in the presence of aqueous NaOH. In the second step, -NO2 group was reduced to -NH2 group. Resulting compounds containing NH2 functional group were reacted with different dichlorothienopyrimidines and dichlorofuropyrimidines in the presence of N,N-diisopropylethylamine to obtain pyrimidine derivatives.Antibacterial and antifungal activity of pyrimidine derivatives were studied in vitro. Results: Pyrimidine derivatives were synthesized and purified using flash column chromatography. Purity of synthesized pyrimidines was determined by high-performance liquid chromatography. Pyrimidines were characterized by elemental analysis, infrared, nuclear magnetic resonance, and mass spectral analysis. Analytical data of synthesized pyrimidines supported the proposed structures. Significant antibacterial and antifungal activity were observed in the synthesized pyrimidine derivatives. Conclusion: Antibacterial and antifungal activity of the newly synthesized pyrimidine derivatives will definitely inspire future researchers for the preparation of new analogs.


Medicina ◽  
2011 ◽  
Vol 47 (6) ◽  
pp. 47
Author(s):  
Vilma Petrikaitė ◽  
Eduardas Tarasevičius ◽  
Alvydas Pavilonis

Objective. The aim of this study was to evaluate the influence of pharmacophores having naphthylamine and nitro groups on the antimicrobial (antibacterial and antifungal) activity of thiazolidinone derivatives. Materials and Methods. The initial 5-substituted-2-methylmercaptothiazolidin-4-ones were subjected to S-demethylation to yield 2-amino-substituted thiazolidinones. 4-Nitro-1-naphthylamine, nitrofuran aldehydes, and nitrobenzene aldehydes were used as pharmacophoric compounds having amino or aldehyde groups. Antimicrobial (antibacterial and antifungal) activity of the new compounds was tested in vitro against bacterial cultures – Staphylococcus aureus, Escherichia coli, Bacillus subtilis, Klebsiella pneumoniae – and fungal cultures – Candida albicans, Candida glabrata, Candida krusei, Candida kefyr, Candida tropicalis, and Candida parapsilosis. Results. Microbiological analysis showed that all new thiazolidinone derivatives with nitronaphthylamine substituent possessed antibacterial and antifungal properties. New compounds 2a-b showed similar antibacterial activity in vitro against S. aureus and B. subtilis as aminopenicillins. The lowest antibacterial activity of all newly synthesized compounds was against capsule-forming bacteria K. pneumoniae and against gram-negative bacteria E. coli (minimum inhibitory concentration range, 500–1000 μg/mL). Conclusions. The minimum inhibitory concentration of naphthylamine derivatives varied in the range of 0.4–1000 μg/mL, and activity of some newly synthesized compounds was similar to the activity of aminopenicillins and fluconazole, an antifungal preparation. Based on the results, it is possible to separate the perspective group of potential antimicrobial compounds.


2011 ◽  
Vol 11 (2) ◽  
pp. 148-153
Author(s):  
Hemant Panwar ◽  
Shishupal Singh

3-Aryl-5H,13aH-quinolino(3,2-f)(1,2,4)triazolo(4,3-b)(1,2-diaza-4-sulpho)azepines [2a-i] have been prepared by the cyclisation of 5-aryl-4-amino-3-mercapto-1,2,4-triazole by reaction with 2-chloro-3-formylquinoline in catalytic presence of p-toluene sulphonic acid. All the synthesized compounds have been characterized by elemental and spectral (IR, 1H- NMR and Mass) analysis. Furthermore, all compounds were evaluated for their antibacterial and antifungal activities against selected panel of pathogenic strains. Ampicillin trihydrate and fluconazole were used as standard drugs for antibacterial and antifungal activity, respectively. 3-(2-Chloro)phenyl-5H,13aH-quinolino(3,2-f)(1,2,4)triazolo(4,3-b)(1,2-diaza-4-sulpho)azepine [2h] was found, one of the most potent with lesser toxicity among the all prepared thiazepine derivatives.


Materials ◽  
2020 ◽  
Vol 13 (19) ◽  
pp. 4383
Author(s):  
Barbara Lapinska ◽  
Aleksandra Szram ◽  
Beata Zarzycka ◽  
Janina Grzegorczyk ◽  
Louis Hardan ◽  
...  

Modifying the composition of dental restorative materials with antimicrobial agents might induce their antibacterial potential against cariogenic bacteria, e.g., S.mutans and L.acidophilus, as well as antifungal effect on C.albicans that are major oral pathogens. Essential oils (EOs) are widely known for antimicrobial activity and are successfully used in dental industry. The study aimed at evaluating antibacterial and antifungal activity of EOs and composite resin material (CR) modified with EO against oral pathogens. Ten EOs (i.e., anise, cinnamon, citronella, clove, geranium, lavender, limette, mint, rosemary thyme) were tested using agar diffusion method. Cinnamon and thyme EOs showed significantly highest antibacterial activity against S.mutans and L.acidophilus among all tested EOs. Anise and limette EOs showed no antibacterial activity against S.mutans. All tested EOs exhibited antifungal activity against C.albicans, whereas cinnamon EO showed significantly highest and limette EO significantly lowest activity. Next, 1, 2 or 5 µL of cinnamon EO was introduced into 2 g of CR and microbiologically tested. The modified CR showed higher antimicrobial activity in comparison to unmodified one. CR containing 2 µL of EO showed the best antimicrobial properties against S.mutans and C.albicans, while CR modified with 1 µL of EO showed the best antimicrobial properties against L.acidophilus.


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