Synthesis and Antimicrobial activities of Some Polyphenol compounds by Nano ZnO-TBAB as a Heterogeneous Catalytic Media

2020 ◽  
Vol 17 ◽  
Author(s):  
Rahele Bargebid ◽  
Ali Khalafi-Nezhad ◽  
Kamiar Zomorodian ◽  
Leila Zamani ◽  
Ali Ahmadinejad ◽  
...  
Keyword(s):  
Antibacterial Activities ◽  
Antimicrobial Activities ◽  
Reusable Catalyst ◽  
Nano Zno ◽  
Antifungal Activities ◽  
Chemical Structures ◽  
Heterogeneous Catalytic ◽  
Solvent Free Conditions ◽  
New Compounds ◽  
Derivatives Of

Introduction: Mannich reaction is a typical example of a three-component condensation reaction and the chemistry of Mannich bases has been the matter of search by researchers. Here an efficient procedure for the synthesis of some new Mannich derivatives of simple phenols is described. Methods: In this procedure a microwave-assisted and solvent less condensation were done between different phenols, secondary amines and paraformaldehyde. The reactions proceed in the presence of catalytic amount of nano ZnO and tetrabutylammonium bromide (TBAB) in excellent yields. 10 new compounds were synthesized (A1-A10). Chemical structures of all new compounds were confirmed by different spectroscopic methods. We optimized the chemical reactions in different conditions. Optimization reactions were done in the presence of different mineral oxides, different amount of TBAB and also different solvents. Nano ZnO and TBAB in catalytic amounts and solvent free conditions were the best conditions. All the synthesized compounds were screened for their antimicrobial activities. Antifungal and antibacterial activities of the synthesized compounds were evaluated against some Candida, filaments fungi, gram positive and gram negative bacteria by broth micro dilution method as recommended by CLSI. Results: The result showed that compounds A2, A3 and A4 against most of the tested Candida species and compounds A5 and A7 against C. parapsilosis and C. tropicalis, exhibited considerable antifungal activities. Also Compounds A8 and A10 showed desirable antifungal activities against C. neoformance and C. parapsilosis, respectively. The antibacterial activities of the synthesized compounds were also evaluated. Compounds A6 - A10 against E. Fecalis and compounds A5, A7, A9 and A10 against P. aeruginosa showed desirable antibacterial activities. Discussion: We have synthesized some new Mannich adducts of poly-hydroxyl phenols in the presence of nano-ZnO as a reusable catalyst, with the hope of discovering new lead compounds serving as potent antimicrobial agents. The advantages of this method are generality, high yields with short reaction times, simplicity, low cost and matching with green chemistry protocols. The antimicriobial studies of Mannich derivatives of phenols showed desirable results in vitro.

scholarly journals Synthesis, Antimicrobial and Antioxidant Activities of 2-Isoxazoline Derivatives

Molecules ◽  
2020 ◽  
Vol 25 (18) ◽  
pp. 4271
Author(s):  
Asma Alshamari ◽  
Mahmoud Al-Qudah ◽  
Fedaa Hamadeh ◽  
Lo’ay Al-Momani ◽  
Sultan Abu-Orabi
Keyword(s):  
Antioxidant Activity ◽  
Sulfonic Acid ◽  
Antioxidant Activities ◽  
Bacterial Species ◽  
Antibacterial Activities ◽  
Ms Analysis ◽  
Diammonium Salt ◽  
New Compounds ◽  
Derivatives Of

A series of derivatives of trans-3-(2,4,6-trimethoxyphenyl)4,5-dihydroisoxazolo-4,5-bis[carbonyl-(4′phenyl)thiosemicarbazide (9) and of trans-3-(2,4,6-trimethoxyphenyl)-4,5-dihydro isoxazolo-4,5-bis(aroylcarbohydrazide) (10a–c) were synthesized from trans-3-(2,4,6-trimethoxyphenyl)-4,5-dihydro-4,5-bis(hydrazenocarbonyl)isoxazole (8). The structures of the compounds were elucidated by both elemental and spectral (IR, NMR, and MS) analysis. Compound 9 shows activity against some bacterial species. No antibacterial activities were observed for compounds 10a–c. The antioxidant activity of the new compounds has been screened. Compound 9 showed higher antioxidant activity using the DPPH (1,1-diphenyl-2-picrylhydrazyl) and ABTS (2’-azino–bis(3-ethylbenzoline-6-sulfonic acid) diammonium salt methods.

2-Hydroxypropyl derivatives of 1,2,3-thiadiazole and 1,2,3-triazole: Synthesis and antifungal activity

2011 ◽  
Vol 83 (3) ◽  
pp. 715-722 ◽  
Author(s):  
Yury Morzherin ◽  
Polina E. Prokhorova ◽  
Dmitry A. Musikhin ◽  
Tatiana V. Glukhareva ◽  
Zhijin Fan
Keyword(s):  
Mass Spectrometry ◽  
Antifungal Activity ◽  
Ir Spectroscopy ◽  
Elemental Analysis ◽  
Antifungal Activities ◽  
Triazole Derivatives ◽  
New Compounds ◽  
Derivatives Of

A series of novel 5-(2-hydroxypropyl)amino-1,2,3-thiadiazole and 5-(2-hydroxy-propyl)sulfanyl-1,2,3-triazole derivatives were designed and synthesized as candidate fungicides. The new compounds were identified by NMR and IR spectroscopy, mass spectrometry, and elemental analysis. Their antifungal activities were evaluated.

scholarly journals Synthesis, characterization and microbial screening of some new methyl 4, 6-o-(4-methoxybenzylidene)-?-D-glucopyranoside Derivatives

2014 ◽  
Vol 37 (2) ◽  
pp. 145-158 ◽  
Author(s):  
Sarkar MA Kawsar ◽  
Abul K MS Kabir ◽  
Mohammad M R Bhuiyan ◽  
Jannatul Ferdous ◽  
Mohammad S Rahman
Keyword(s):  
Pathogenic Bacteria ◽  
Pathogenic Fungi ◽  
Antimicrobial Activities ◽  
Bacterial Strains ◽  
Additional Information ◽  
Fungal Phytopathogens ◽  
New Compounds ◽  
Academy Of Sciences ◽  
Derivatives Of

Regioselective pentanoylation of methyl 4,6-O-(4-methoxybenzylidene)-?-D-glucopyranoside by the direct acylation method provided the methyl 4,6-O-(4-methoxybenzylidene)-2-O-pentanoyl- ?-D-glucopyranoside in good yield. A number of 3-O-acyl derivatives of this 2-O-pentanoylation product were also prepared in order to obtain new compounds and also gather additional information for structure elucidation. The chemical structure of the newly synthesized compounds was characterized by analytical and spectral methods. Synthesized acylated derivatives of Dglucopyranoside were screened for in vitro antimicrobial activities against ten human pathogenic bacteria and four plant pathogenic fungi. The study revealed that the acylated products exhibited moderate to good antimicrobial activities. It was interesting to observe that the selected compounds were more sensitive against fungal phytopathogens than those of the bacterial strains. DOI: http://dx.doi.org/10.3329/jbas.v37i2.17554 Journal of Bangladesh Academy of Sciences, Vol. 37, No. 2, 145-158, 2013

Brønsted Acidic Ionic Liquid: An Efficient and Reusable Catalyst for the Synthesis of Xanthenes Derivatives as Antimicrobial and Antioxidant Agents

2020 ◽  
Vol 5 (1) ◽  
pp. 11-19
Author(s):  
K.A. Shaikh ◽  
U.N. Chaudhary ◽  
P.J. Doshi
Keyword(s):  
Ionic Liquid ◽  
Antioxidant Activities ◽  
Simple Procedure ◽  
Antimicrobial Activities ◽  
Reusable Catalyst ◽  
Acidic Ionic Liquid ◽  
Brønsted Acidic Ionic Liquid ◽  
Antioxidant Agents ◽  
Solvent Free Conditions ◽  
Xanthene Derivatives

In the present investigation, a mild, efficient and simple procedure has been developed for the synthesis of xanthene derivatives is described via three component condensation of aromatic aldehydes with β- naphthol or dimedone or mixture of β-naphthol and dimedone using Brønsted acidic ionic liquid, triphenyl(propyl-3-sulphonyl)phosphonium toluene-sulfonate under solvent-free conditions. The synthesized compounds were screened for antimicrobial activities against Gram-positive (Bacillus subtilis), Gram-negative (Pseudomonas aeruginosa) bacteria and fungus (Candida albicans). The antioxidant activities of these compounds were determined by DPPH scavenging free radical method. Present methodology has a number of advantages such as mild reaction condition, inexpensive catalyst, stable at room temperature and it was also found that this catalyst might be recovered quantitatively and reused without much loss of catalytic activity.

scholarly journals Silica gel Supported Boric tri-Sulfuric Anhydride (SiO2-BTSA): an Efficient Catalytic System for the Synthesis of Phloroglucide analogs as Antimicrobial Agents

2019 ◽  
Author(s):  
Rahele Bargebid ◽  
Ali Khalafi-Nezhad ◽  
Kamiar Zomorodianc ◽  
Mahkameh Moradi ◽  
Soghra Khabnadideh
Keyword(s):  
Silica Gel ◽  
Antimicrobial Agents ◽  
Catalytic Amount ◽  
Antibacterial Activities ◽  
Antimicrobial Activities ◽  
Biological Properties ◽  
Dilution Method ◽  
Sulfuric Anhydride ◽  
Chemical Structures

An efficient procedure for the synthesis of polyhydroxyl aromatic compounds (phloroglucide analogs) is described. In this procedure a reaction was done between different 4-substituted phenols and 2,6-bis(hydroxymethy) phenols. The reactions proceed in the presence of catalytic amount of silica gel supported boric tri-sulfuric anhydride (SiO2-BTSA) in excellent yields. 16 compounds were synthesized (I1-I16). Chemical structures of all compounds were confirmed by spectroscopic methods. We optimized the chemical reactions in the presence of different acidic catalysts, different solvents and also different temperatures. Catalytic amounts of SiO2-BTSA in dichloroethane (DCE) was the best conditions. Some of the synthesized compounds were screened for their antimicrobial activities. Antifungal and antibacterial activities of the synthesized compounds were evaluated by broth micro dilution method as recommended by CLSI. Some of the tested compounds show good in vitro biological properties.

scholarly journals Synthesis of new derivatives of hydrazinecarbothioamides and 1,2,4-triazoles and evaluation of their antimicrobial activities

2015 ◽  
Vol 80 (12) ◽  
pp. 1461-1470 ◽  
Author(s):  
Laura Socea ◽  
Gabriel Saramet ◽  
Constantin Draghici ◽  
Bogdan Socea ◽  
Vlad Constantin ◽  
...  
Keyword(s):  
Escherichia Coli ◽  
Staphylococcus Aureus ◽  
Antimicrobial Activity ◽  
Shigella Flexneri ◽  
13C Nmr Spectroscopy ◽  
Antimicrobial Activities ◽  
Bacillus Subtilis Atcc ◽  
Naoh Solution ◽  
New Compounds ◽  
Derivatives Of

A new series of hydrazinecarbothioamides 6-9 bearing 5H-dibenzo[a,d][7]annulene moiety were synthesized. Cyclization of 6-9 in NaOH solution produced the corresponding 1,2,4-triazoles-3(4H)-thiol 10-13, which proved to be axial isomers. The thioethers 14-17 were prepared by alkylation of 10-13 with methyl iodide. All new compounds were characterized by elemental analysis, IR-, UV-, 1H-NMR and 13C-NMR spectroscopy. The evaluation for antimicrobial activity against Staphylococcus aureus ATCC 25923, Pseudomonas aeruginosa ATCC 27853, Escherichia coli ATCC 25922, Bacillus subtilis ATCC 6663, Salmonella tiphimurium ATCC 14028, Shigella flexneri ATCC 12022, Candida albicans ATCC 90028 was performed.

scholarly journals Synthesis of Oxadiazolyl, Pyrazolyl and Thiazolyl Derivatives of Thiophene-2-Carboxamide as Antimicrobial and Anti-HCV Agents

2017 ◽  
Vol 11 (1) ◽  
pp. 38-53 ◽  
Author(s):  
Ola H. Rizk ◽  
Omaima G. Shaaban ◽  
Abeer E. Abdel Wahab
Keyword(s):  
Antimicrobial Activity ◽  
Antimicrobial Activities ◽  
Hcv Rna ◽  
Bacterial Strains ◽  
Low Concentration ◽  
Oxadiazole Derivatives ◽  
Polymerase Chain ◽  
New Compounds ◽  
Derivatives Of

Introduction: Three series of pyrazole, thiazole and 1,3,4-oxadiazole, derivatives were synthesized starting from 5-amino-4-(hydrazinocarbonyl)-3-methylthiophene-2-carboxamide (2). Methods: All compounds were investigated for their preliminary antimicrobial activity. They were proved to exhibit remarkable antimicrobial activity against Pseudomonas aeruginosa with insignificant activity towards Gram positive bacterial strains and fungi. Results: In-vitro testing of the new compounds on hepatitis-C virus (HCV) replication in hepatocellular carcinoma cell line HepG2 infected with the virus utilizing the reverse transcription polymerase chain reaction technique (RT-PCR) generally showed inhibition of the replication of HCV RNA (–) strands at low concentration, while, eight compounds; 3a, 6, 7a, 7b, 9a, 9b, 10a and 11b proved to inhibit the replication of HCV RNA (+) and (–) strands at very low concentration range 0.08-0.36 μg/mL. Conclusion: Compounds 7b and 11b displayed the highest anti-HCV and antimicrobial activities in this study.

scholarly journals Synthesis and Bioactivities of Novel 1,3,4-Thiadiazole Derivatives of Glucosides

2021 ◽  
Vol 9 ◽  
Author(s):  
Meihang Chen ◽  
Xun Zhang ◽  
Daowang Lu ◽  
Hairong Luo ◽  
Zengyan Zhou ◽  
...  
Keyword(s):  
Phytophthora Infestans ◽  
Xanthomonas Campestris ◽  
Antibacterial Activities ◽  
Xanthomonas Oryzae ◽  
Synthetic Route ◽  
Antifungal Activities ◽  
Thiadiazole Derivatives ◽  
Derivatives Of

A series of novel 1,3,4-thiadiazole derivatives of glucosides were synthesized by the starting materials d-glucose and 5-amino-1,3,4-thiadiazole-2-thiol in good yields with employing a convergent synthetic route. The results of bioactivities showed that some of the target compounds exhibited good antifungal activities. Especially, compounds 4i showed higher bioactivities against Phytophthora infestans (P. infestans), with the EC50 values of 3.43, than that of Dimethomorph (5.52 μg/ml). In addition, the target compounds exhibited moderate to poor antibacterial activities against Xanthomonas oryzae pv. oryzae (Xoo), Xanthomonas campestris pv. citri (Xcc).

scholarly journals Two New Carboxyethylflavanones from the Heartwood of Dalbergia tonkinensis and Their Antimicrobial Activities

2017 ◽  
Vol 12 (11) ◽  
pp. 1934578X1701201 ◽  
Author(s):  
Ninh The Son ◽  
Kenichi Harada ◽  
Nguyen Manh Cuong ◽  
Yoshiyasu Fukuyama
Keyword(s):  
Filamentous Fungus ◽  
Spectroscopic Data ◽  
2D Nmr ◽  
Antimicrobial Activities ◽  
Esi Ms ◽  
Chemical Structures ◽  
Dalbergia Tonkinensis ◽  
New Compounds ◽  
Antimicrobial Assay ◽  
Mic Value

Two new carboxyethylflavanone derivatives, (2 S)-8-carboxyethylnarigenin (2) and (2 S)-6,8-dicarboxyethylpinocembrin (3) were isolated from the heartwood of Dalbergia tonkinensis Prain, along with four known compounds 1, and 4-6. The chemical structures of two new compounds 2 and 3 were elucidated based on analyses of the spectroscopic data, including 1D and 2D NMR, HR-ESI-MS, IR, UV, and CD spectroscopies. By carrying out antimicrobial assay, CH3OH and CHCl3 fractions exhibited weak MIC value at 200 μg/mL against filamentous fungus A. niger (439), whereas the known flavanone 1 and the new carboxyethylflavanone 2 had MIC at 100 μg/mL.

scholarly journals Secondary Metabolites with Antimicrobial Activities from Chamaecyparis obtusa var. formosana

Molecules ◽  
2022 ◽  
Vol 27 (2) ◽  
pp. 429
Author(s):  
Ming-Der Wu ◽  
Ming-Jen Cheng ◽  
Jih-Jung Chen ◽  
Nanthaphong Khamthong ◽  
Wen-Wei Lin ◽  
...  
Keyword(s):  
Spectroscopic Analysis ◽  
High Resolution Mass Spectrometry ◽  
Chamaecyparis Obtusa ◽  
Antibacterial Activities ◽  
Antimicrobial Activities ◽  
The Past ◽  
Nmr Data ◽  
The Mean ◽  
New Compounds ◽  
First Time

Seven new compounds, including one dimer novel skeleton, chamaecyformosanin A (1); three diterpenes, chamaecyformosanins B–D (2-4); one sesquiterpene, chamaecyformosanin E (5); and two monoterpenes, chamaecyformosanins F and G (6 and 7) were isolated from the methanol extract of the bark of Chamaecyparis obtusa var. formosana. Their structures were established by the mean of spectroscopic analysis and the comparison of NMR data with those of known analogues. Their structures were elucidated on the basis of physicochemical evidence, in-depth NMR spectroscopic analysis, and high-resolution mass spectrometry. Furthermore, the isolated compounds were subjected to an evaluation of their antimicrobial activity. Metabolites 1, 3, and 4 present antibacterial activities. It is worth mentioning that the chemical composition of the bark of C. obtusa var. formosana has never been studied in the past. This is the first time the barks from C. obtusa var. formosana were studied and two new skeleton compounds, 1 and 7, were obtained.

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