scholarly journals Synthesis and Antimicrobial Evaluation of New Series of 1,3,4-Oxadiazole Containing Cinnamic Acid Derivatives

2021 ◽  
Vol 8 (1) ◽  
pp. 11-16
Author(s):  
Yasin SarveAhrabi ◽  
Nakisa Zarrabi Ahrabi ◽  
Ali Souldozi
Keyword(s):  
Cinnamic Acid ◽  
Fungal Pathogens ◽  
Antibacterial Properties ◽  
New Drugs ◽  
Future Research ◽  
Bacterial Strains ◽  
Inhibitory Effects ◽  
Cinnamic Acid Derivatives ◽  
Minimum Fungicidal Concentration ◽  
Derivatives Of

Background: New drugs must be designed and synthesized for combating resistant pathogens. In this study, antibacterial and antifungal activities of 4 new derivatives of 1,3,4-oxadiazole were assessed against 8 bacterial and 2 fungal pathogens. Methods: To this end, the cinnamic acid derivatives were dissolved in acetonitrile solvent and N-iso-ciano-imino-triphenyl-phosphorane was added to the above-mentioned solution, followed by applying Petroleum ether and Ethyl acetate as solvent and base. Then, antimicrobial susceptibility tests were used to determine inhibition zone diameter, minimum inhibitory concentration, the minimum bactericidal concentration (MBC), and minimum fungicidal concentration (MFC) values. Results: The chemical structure of all compounds was characterized with infrared spectra, 1H-NMR, and 13C-NMR. A variety of inhibitory effects were observed by the synthesized compounds. Methoxyphenyl derivative (3c) affected bacterial strains, especially Streptococcus mutans. Other compounds also had antibacterial properties. Additionally, compound 3c showed the greatest effect on fungal samples, especially Aspergillus flavus. Conclusions: In general, our new derivatives of 1,3,4-oxadiazole are able to destroy Gram-positive bacteria. In addition, developing new derivatives of 1,3,4-oxadiazole in future research can improve therapeutic properties. It seems that with the addition of other functional groups and increasing the destructive power of compounds, inhibitory effects on fungal samples can also be observed.

scholarly journals Alkaloid-Rich Crude Extracts, Fractions and Piperamide Alkaloids of Piper guineense Possess Promising Antibacterial Effects

Antibiotics ◽  
2018 ◽  
Vol 7 (4) ◽  
pp. 98 ◽  
Author(s):  
Eunice Mgbeahuruike ◽  
Pia Fyhrquist ◽  
Heikki Vuorela ◽  
Riitta Julkunen-Tiitto ◽  
Yvonne Holm
Keyword(s):  
Antibacterial Activity ◽  
Pathogenic Bacteria ◽  
Bacterial Resistance ◽  
Hot Water ◽  
Bacterial Strains ◽  
Inhibitory Effects ◽  
Piper Guineense ◽  
E Coli ◽  
Growth Inhibitory ◽  
Derivatives Of

Piper guineense is a food and medicinal plant commonly used to treat infectious diseases in West-African traditional medicine. In a bid to identify new antibacterial compounds due to bacterial resistance to antibiotics, twelve extracts of P. guineense fruits and leaves, obtained by sequential extraction, as well as the piperine and piperlongumine commercial compounds were evaluated for antibacterial activity against human pathogenic bacteria. HPLC-DAD and UHPLC/Q-TOF MS analysis were conducted to characterize and identify the compounds present in the extracts with promising antibacterial activity. The extracts, with the exception of the hot water decoctions and macerations, contained piperamide alkaloids as their main constituents. Piperine, dihydropiperine, piperylin, dihydropiperylin or piperlonguminine, dihydropiperlonguminine, wisanine, dihydrowisanine and derivatives of piperine and piperidine were identified in a hexane extract of the leaf. In addition, some new piperamide alkaloids were identified, such as a piperine and a piperidine alkaloid derivative and two unknown piperamide alkaloids. To the best of our knowledge, there are no piperamides reported in the literature with similar UVλ absorption maxima and masses. A piperamide alkaloid-rich hexane leaf extract recorded the lowest MIC of 19 µg/mL against Sarcina sp. and gave promising growth inhibitory effects against S. aureus and E. aerogenes as well, inhibiting the growth of both bacteria with a MIC of 78 µg/mL. Moreover, this is the first report of the antibacterial activity of P. guineense extracts against Sarcina sp. and E. aerogenes. Marked growth inhibition was also obtained for chloroform extracts of the leaves and fruits against P. aeruginosa with a MIC value of 78 µg/mL. Piperine and piperlongumine were active against E. aerogenes, S. aureus, E. coli, S. enterica, P. mirabilis and B. cereus with MIC values ranging from 39–1250 µg/mL. Notably, the water extracts, which were almost devoid of piperamide alkaloids, were not active against the bacterial strains. Our results demonstrate that P. guineense contains antibacterial alkaloids that could be relevant for the discovery of new natural antibiotics.

scholarly journals Cinnamic Acid Derivatives as α-Glucosidase Inhibitor Agents

2017 ◽  
Vol 17 (1) ◽  
pp. 151 ◽  
Author(s):  
Teni Ernawati ◽  
Maksum Radji ◽  
Muhammad Hanafi ◽  
Abdul Mun’im ◽  
Arry Yanuar
Keyword(s):  
Functional Groups ◽  
Cinnamic Acid ◽  
Phenyl Group ◽  
Chemical Compounds ◽  
Cinnamic Acid Derivative ◽  
Cinnamic Acid Derivatives ◽  
Glucosidase Inhibitor ◽  
Glucosidase Inhibitors ◽  
Derivatives Of ◽  
Additive Reaction

This paper reviews biological activity of some cinnamic acid derivative compounds which are isolated from natural materials and synthesized from the chemical compounds as an agent of α-glucosidase inhibitors for the antidiabetic drug. Aegeline, anhydroaegeline and aeglinoside B are natural products isolated compounds that have potential as an α-glucosidase inhibitor. Meanwhile, α-glucosidase inhibitor class of derivatives of cinnamic acid synthesized compounds are p-methoxy cinnamic acid and p-methoxyethyl cinnamate. Chemically, cinnamic acid has three main functional groups: first is the substitution of the phenyl group, second is the additive reaction into the α-β unsaturated, and third is the chemical reaction with carboxylic acid functional groups. The synthesis and modification of the structure of cinnamic acid are very influential in inhibitory activity against α-glucosidase.

scholarly journals Synthesis of Cinnamanilide Derivatives and Their Antioxidant and Antimicrobial Activity

2015 ◽  
Vol 2015 ◽  
pp. 1-5 ◽  
Author(s):  
Satish Balasaheb Nimse ◽  
Dilipkumar Pal ◽  
Avijit Mazumder ◽  
Rupa Mazumder
Keyword(s):  
Antimicrobial Activity ◽  
Cinnamic Acid ◽  
Antioxidant Activities ◽  
Gram Negative Bacteria ◽  
Bacterial Strains ◽  
Strong Activity ◽  
Amide Derivatives ◽  
Antioxidant And Antimicrobial Activity ◽  
Derivatives Of ◽  
Strong Antimicrobial Activity

The amide derivatives of cinnamic acid were synthesized and their antimicrobial and antioxidant activities were investigated. The investigation of antimicrobial potentials of the compounds demonstrated a strong activity against 21 bacterial strains comprising Gram-positive and Gram-negative bacteria. Compounds2a,2b, and3bshowed strong antimicrobial activity against all microorganisms with the pMIC value ranging from 2.45 to 3.68. Compounds2a,3a, and3bdemonstrated strong antioxidant activity with % inhibition of the DPPH radical of 51% (±1.14), 41% (±1.01), and 50% (±1.23), respectively. These findings indicate that the amide derivatives of the cinnamic acid possess strong antibacterial and antioxidant activities.

scholarly journals Determination of Phenolic Compounds in Various Propolis Samples Collected from an African and an Asian Region and Their Impact on Antioxidant and Antibacterial Activities

Molecules ◽  
2021 ◽  
Vol 26 (15) ◽  
pp. 4589
Author(s):  
Soumaya Touzani ◽  
Hamada Imtara ◽  
Shankar Katekhaye ◽  
Hamza Mechchate ◽  
Hayat Ouassou ◽  
...  
Keyword(s):  
Cinnamic Acid ◽  
Biological Activities ◽  
Radical Scavenging Activity ◽  
Radical Scavenging ◽  
Antibacterial Properties ◽  
Reducing Power ◽  
Antibacterial Activities ◽  
Total Phenolic ◽  
Bacterial Strains ◽  
Photodiode Array Detection

The biological activities of propolis samples are the result of many bioactive compounds present in the propolis. The aim of the present study was to determine the various chemical compounds of some selected propolis samples collected from Palestine and Morocco by the High-Performance Liquid Chromatography–Photodiode Array Detection (HPLC-PDA) method, as well as the antioxidant and antibacterial activities of this bee product. The chemical analysis of propolis samples by HPLC-PDA shows the cinnamic acid content in the Palestinian sample is higher compared to that in Moroccan propolis. The results of antioxidant activity demonstrated an important free radical scavenging activity (2,2-Diphenyl-1-picrylhydrazyl (DPPH); 2,2′-azino-bis 3-ethylbenzothiazoline-6-sulphonic acid (ABTS) and reducing power assays) with EC50 values ranging between 0.02 ± 0.001 and 0.14 ± 0.01 mg/mL. Additionally, all tested propolis samples possessed a moderate antibacterial activity against bacterial strains. Notably, Minimum Inhibitory Concentrations (MICs) values ranged from 0.31 to 2.50 mg/mL for Gram-negative bacterial strains and from 0.09 to 0.125 mg/mL for Gram-positive bacterial strains. The S2 sample from Morocco and the S4 sample from Palestine had the highest content of polyphenol level. Thus, the strong antioxidant and antibacterial properties were apparently due to the high total phenolic and flavone/flavonol contents in the samples. As a conclusion, the activities of propolis samples collected from both countries are similar, while the cinnamic acid in the Palestinian samples was more than that of the Moroccan samples.

scholarly journals Novel Quaternary Ammonium Derivatives of 4-Pyrrolidino Pyridine: Synthesis, Structural, Thermal, and Antibacterial Studies

Crystals ◽  
2020 ◽  
Vol 10 (5) ◽  
pp. 339 ◽  
Author(s):  
Rusi Rusew ◽  
Vanya Kurteva ◽  
Boris Shivachev
Keyword(s):  
Crystal Structures ◽  
Quaternary Ammonium ◽  
Antibacterial Properties ◽  
Bacterial Strains ◽  
X Ray Diffraction ◽  
Scanning Calorimetry ◽  
Orthorhombic Crystal ◽  
One Pot ◽  
X Ray ◽  
Derivatives Of

Six novel quaternary ammonium derivatives of 4-pyrrolidino pyridine were prepared and isolated via a facile one-pot synthesis and a simple purification procedure. The purity and the molecular structure of the 4-pyrrolidino pyridine derivatives were confirmed with 1H and 13C NMR spectroscopy and powder X-ray diffraction techniques. The crystal structures of the compounds were characterized by single crystal X-ray diffraction (SCXRD) and their thermal properties were studied by Differential Scanning Calorimetry (DSC) analyses. The antibacterial properties of the title compounds against five bacterial strains were evaluated using Kirby–Bauer disk diffusion susceptibility test. The compounds crystallize in the monoclinic or orthorhombic crystal systems (space groups: P21/c, P21/n, or P212121) and their crystal structures are stabilized by a combination of intra- and intermolecular halogen bonding interactions, short contacts and π-π interactions. Above interactions, they contribute to the thermal stability and lack of phase transition effects up to 350 °C. Two of the compounds possess antibacterial effect against E. coli or S. aureus bacterial strains—similar or better than the kanamycin reference.

Antibacterial Properties of Retail Sponges

1989 ◽  
Vol 52 (1) ◽  
pp. 49-50 ◽  
Author(s):  
CARLOS M. LLABRÉS ◽  
BONNIE E. ROSE
Keyword(s):  
Antibacterial Properties ◽  
Antimicrobial Properties ◽  
Gram Negative Bacteria ◽  
Bacterial Strains ◽  
Inhibitory Effects ◽  
Zone Of Inhibition ◽  
Gram Positive ◽  
Gram Negative ◽  
Inhibitory Agents ◽  
And Staphylococcus Aureus

Seven different brands of cellulose sponges and one polyurethane variety were evaluated for inhibitory properties on twelve strains of gram positive and gram negative bacteria. Sponges were cut in 13 mm or 17 mm discs, autoclaved and aseptically placed on inoculated Tryptic Soy agar plates. The inhibitory effects of sterile sponges, unrinsed, and rinsed in distilled water, were measured. The zone of inhibition values were based on the average of the diameters of the clear zones on the inoculated plates. Polyurethane and EXPANDING CELLULOSE SPONGES were the only varieties which did not exhibit antimicrobial properties with any of the selected bacterial strains. A thorough rinsing procedure was often insufficient to remove the inhibitory agents from the sponges. Listeria monocytogenes strain Scott A and Staphylococcus aureus, both gram positive, were strongly inhibited.

scholarly journals The Very First Modification of Pleuromutilin and Lefamulin by Photoinitiated Radical Addition Reactions—Synthesis and Antibacterial Studies

Pharmaceutics ◽  
2021 ◽  
Vol 13 (12) ◽  
pp. 2028
Author(s):  
Son Thai Thai Le ◽  
Dávid Páll ◽  
Erzsébet Rőth ◽  
Tuyen Tran ◽  
Nóra Debreczeni ◽  
...  
Keyword(s):  
Bacterial Resistance ◽  
Antibacterial Properties ◽  
Antimicrobial Properties ◽  
Coupling Reaction ◽  
Addition Reactions ◽  
The Novel ◽  
Bacterial Strains ◽  
Multiresistant Pathogens ◽  
Induce Resistance ◽  
Derivatives Of

Pleuromutilin is a fungal diterpene natural product with antimicrobial properties, semisynthetic derivatives of which are used in veterinary and human medicine. The development of bacterial resistance to pleuromutilins is known to be very slow, which makes the tricyclic diterpene skeleton of pleuromutilin a very attractive starting structure for the development of new antibiotic derivatives that are unlikely to induce resistance. Here, we report the very first synthetic modifications of pleuromutilin and lefamulin at alkene position C19–C20, by two different photoinduced addition reactions, the radical thiol-ene coupling reaction, and the atom transfer radical additions (ATRAs) of perfluoroalkyl iodides. Pleuromutilin were modified with the addition of several alkyl- and aryl-thiols, thiol-containing amino acids and nucleoside and carbohydrate thiols, as well as perfluoroalkylated side chains. The antibacterial properties of the novel semisynthetic pleuromutilin derivatives were investigated on a panel of bacterial strains, including susceptible and multiresistant pathogens and normal flora members. We have identified some novel semisynthetic pleuromutilin and lefamulin derivatives with promising antimicrobial properties.

Sign in / Sign up

Export Citation Format

Share Document