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

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

Author(s):  
Abul KMS Kabir ◽  
Sarkar MA Kawsar ◽  
Mohammad MR Bhuiyan ◽  
Md Safiqur Rahman ◽  
Bilkiss Banu

Some acylated derivatives of methyl 4,6-O-cyclohexylidene-?-D-glucopyranoside, including the precursor, were employed as test compounds for in vitro antimicrobial functionality test against ten human pathogenic bacteria and six phytopathogenic fungi. For comparative studies, biological activity of standard antibiotics, Ampicillin and Nystatin were also carried out against these microorganisms. The study revealed that the tested samples exhibited moderate to good antibacterial and antifungal activities. It was also observed that the test substances were more effective against fungal phytopathogens than those of the bacterial strains. Encouragingly, a good number of test compounds exhibited better antimicrobial activity than the standard antibiotics employed. Minimum Inhibition Concentration (MIC) test of methyl 4,6-O-cyclohexylidene-3-Odecanoyl- 2-O-octanoyl-?-D-glucopyranoside was conducted against INABA ET (Vibrio) and MIC was found to be 12.5 ?g/disc. DOI: http://dx.doi.org/10.3329/cujbs.v3i1.13406 The Chittagong Univ. J. B. Sci.,Vol. 3(1&2):53-64, 2008


2017 ◽  
Vol 11 (1) ◽  
pp. 38-53 ◽  
Author(s):  
Ola H. Rizk ◽  
Omaima G. Shaaban ◽  
Abeer E. Abdel Wahab

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.


Author(s):  
Sarkar M.A. Kawsar ◽  
Khaleda Mymona ◽  
Refat Asma ◽  
Mohammad A. Manchur ◽  
Yasuhiro Koide ◽  
...  

This study was carried out to regioselective myristoylation of methyl α-D-glucopyranoside (1) using the direct acylation method gave the corresponding methyl 6-O-myristoyl-α-D-glucopyranoside (2) in fair yield. A number of 2,3,4-tri-O-acyl derivatives (3-15) of this 6-O-substitution product using a wide variety of acylating agents were also prepared in order to obtain newer derivatives of synthetic and biological importance. The reaction conditions are reasonably simple and yields were very good. The structures of the title compounds (2-15) were established by using analytical, physicochemical techniques and spectroscopic data (IR and 1H-NMR). All the synthesized compounds were employed as test chemicals for in vitro antimicrobial functionality test against Gram-positive Bacillus subtilis, Staphylococcus aureus, Gram-negative Escherichia coli, Pseudomonas aeruginosa bacteria and plant pathogenic fungi Aspergillus niger and Candida albicans. For comparative studies, antimicrobial activity of standard antibiotics, Ampicillin and Nystatin were also carried out against these microorganisms. The study revealed that the tested samples exhibited moderate to good antibacterial and antifungal activities. It was also observed that the test substances were more effective against fungal phytopathogens than those of the human bacterial strains. Encouragingly, a number of tested chemicals showed nearest antibacterial and antifungal activities with the standard antibiotics employed.


2021 ◽  
Vol 33 (7) ◽  
pp. 1525-1529
Author(s):  
Parmesh Kumar Dwivedi ◽  
Devdutt Chaturvedi

A new series of fluorinated sulfur inserted benzimidazole analogues Za-i were synthesized and characterized. The new compounds were screened for their antimicrobial and antioxidant potential. The synthesized compounds were obtained by multiple step synthesis, initiating from the synthesis of 5-(difluoromethoxy)-1H-benzimidazole-2-thiol X. The compounds Ya-i prepared by reacting differently substituted anilines with chloroacetylchloride and triethylamine in DMF. Finally, the compound X was reacted with different derivatives of 2-chloro-N-phenylacetamide resulting in formation of titled compounds Za-i. The synthesized compounds (Za-Zi) were characterized by spectral analysis viz.1H & 13C NMR, mass spectra, elemental analysis and IR. The in vitro antimicrobial potential against Gram-positive (S. aureus and E. faecalis) and Gram-negative bacterial (E. coli and P.aeruginosa) strains as well as fungi (A. niger and C. albicans) was recorded for the obtained compounds. Some of the compounds exhibited encouraging results (in MIC) against Gram-positive and Gram-negative bacterial strains. These studies thus suggest that the designed sulfur inserted fluoro-benzimidazoles scaffold may serve as new promising template for further amplification as antimicrobial agents.


2018 ◽  
Vol 16 (1) ◽  
pp. 93-100
Author(s):  
Hind Benouda ◽  
Btissam Bouchal ◽  
Allal Challioui ◽  
Abdelkader Oulmidi ◽  
Tarik Harit ◽  
...  

Background: A series of chalcones and flavones were synthesized from 2’-hydroxyacetophenone and substituted aromatic aldehydes via Simmons-Schmidt condensation followed by oxidative cyclization. Methods: Characterization of the obtained structures was established on the basis of their spectroscopic data. The synthesized compounds were screened for their antimicrobial activities against five bacterial strains (Citrobacter freundii, Staphylococcus aureus, Listeria monocytogenes, Salmonella braenderup, Escherichia coli.) and two fungal strains (Candida albicans, Candida krusei). Results: The in vitro bioassay results indicated that some target compounds displayed moderate (4d, 4e) to high (4a) antifungal activity against the pathogenic fungi C. albicans and C. krusei. Conclusion: For the antibacterial activity, only products 3d and 4d showed a weak antibacterial activity. These compounds can lead to the design of new drugs with specific antifungal activity.


2017 ◽  
Vol 41 (2) ◽  
pp. 106-111 ◽  
Author(s):  
Magdy M. Hemdan ◽  
Ahmed S.A. Youssef ◽  
Fatma A. El-Mariah ◽  
Heba E. Hashem

The syntheses of some new derivatives of quinazoline and their annulated derivatives are described in this work. Investigation of antimicrobial activity of the new products was evaluated using agar well diffusion methods with determination of minimal inhibitory concentrations against six pathogenic bacteria and three pathogenic fungi. Most of the new compounds are potent as antimicrobial agents.


2020 ◽  
Vol 13 (1) ◽  
pp. 121-126
Author(s):  
K. Geetha ◽  
M. Chellapandian ◽  
N. Arulnathan ◽  
A. Ramanathan

Aim: This study was aimed to investigate antimicrobial and cytotoxicity effect of nano ZnO in in vitro for the application of livestock feed supplement. Materials and Methods: Nano ZnO was synthesized by wet chemical precipitation method using zinc acetate as a precursor and sodium hydroxide was used for reducing the precursor salt. The properties of synthesized powder were characterized using ultraviolet (UV)–visible spectroscopy, Fourier transform infrared (FTIR), scanning electron microscopy (SEM), and X-ray diffraction (XRD), respectively. In vitro antimicrobial activities were analyzed against the pathogenic bacteria in poultry Escherichia coli, Staphylococcus aureus, Klebsiella pneumoniae, and Streptococcus aeruginosa. 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide assay was conducted to analyze the cytotoxicity effect of nano ZnO. Results: SEM showed a spherical ZnO particle in the range of 70-100 nm. The size of the particle and purity of the sample were confirmed by XRD. The nano-sized ZnO particles exhibited the UV absorption peak at 335 nm. In FTIR spectroscopy, pure ZnO nanoparticles showed stretching vibrations at 4000-5000 cm-1. ZnO nanoparticles exhibited remarkable antibacterial activity against E. coli, S. aureus, K. pneumoniae, and S. aeruginosa bacterial strains. Cell viability was significantly reduced in a dose-dependent manner in the cytotoxicity study. Conclusion: From the broad-spectrum antibacterial activity and the lower cytotoxicity observed at the prescribed dose, it is concluded that nano ZnO powder is a potential alternate zinc supplement for livestock.


2013 ◽  
Vol 5 (3) ◽  
pp. 515-525 ◽  
Author(s):  
M. M. Matin ◽  
M. M. H. Bhuiyan ◽  
A. Afrin ◽  
D. C. Debnath

A number of furanose (2,4) and pyranose (5,7,9,11,13) acetates were prepared by direct acetylation method. For comparative antimicrobial studies sucrose octaacetate (14) was also prepared. All the compounds (1-14) were screened for in vitro antibacterial activity against ten human pathogenic bacteria viz. Bacillus subtilis, Bacillus cereus, Bacillus megaterium, Staphylococcus aureus, Escherichia coli, INABA ET (Vibrio), Pseudomonas species, Salmonella paratyphi, Salmonella typhi and Shigella dysenteriae. These compounds were also screened for in vitro antifungal activity against four pathogenic fungi viz. Aspergillus niger, Alternaria alternata, Curvularia lunata and Fusarium equiseti. The study revealed that the pyranose acetate derivatives (5,7,9,11,13) are more prone towards antimicrobial functionality than those of the furanose acetates (2,4) and sucrose octaacetate (14).  Keywords: Glucofuranose; Glucopyranose; Acetylation; Antimicrobial activity; Structure activity relationship (SAR).  © 2013 JSR Publications. ISSN: 2070-0237 (Print); 2070-0245 (Online). All rights reserved.  doi: http://dx.doi.org/10.3329/jsr.v5i3.15695 J. Sci. Res. 5 (3), 515-525 (2013)


2022 ◽  
Vol 12 ◽  
Author(s):  
Shan-Shan Wang ◽  
Jia-Meng Liu ◽  
Jing Sun ◽  
Ya-Tao Huang ◽  
Nuo Jin ◽  
...  

As the unique component of Dendrobium, dendrobine-type sesquiterpenoid alkaloids (DSAs) possess a variety of medicinal properties. It has been well documented that plant endophytes can in vitro synthesize secondary metabolites identical or similar to metabolites produced by their host plants. This study aimed to investigate the composition and distribution of endophytic bacteria of Dendrobium stems by Illumina MiSeq platform sequencing and cultivation-dependent methods and then to assess the potential for endophytic bacteria to produce DSAs. Results indicated that it was necessary to combine both cultivation-dependent and cultivation-independent methods to analyze the community structure of endophytic bacterial in plants comprehensively. The length of the Dendrobium stems influenced the endophytic bacterial community. The diversity and richness of endophytic bacteria in group J10_15cm of stems were the highest, which showed a significant difference from the other stem groups. However, there was no certain connection between the diversity and richness of endophytic bacteria and the content of dendrobine. It was most likely due to the influence of several specific endophytic bacteria genera, such as Sphingomonas and Rhodococcus. Athelia rolfsii, Myrothecium roridum, as pathogenic fungi, and Pectobacterium carotovorum subsp. actinidiae, as pathogenic bacteria of Dendrobium, were used to determine the antimicrobial activities. In these assays, six strains belonging to five genera showed antimicrobial activity against at least two phytopathogens. The strain BL-YJ10_15-29 (Paracoccus pueri THG-N2.35, 98.98%) showed the best antimicrobial activity against the three phytopathogens. In addition, 2 DSAs (6-hydroxydendrobine and nobilonine) were identified in the fermentation supernatant of the strain CM-YJ10_15-44 (Pseudomonas protegens CHA0, 99.24%), whereas the whole-genome analysis results further demonstrated that the precursors of the two DSAs [geranyl-PP and (E, E)-famesyl-PP] were synthesized mainly through the methyl-D-erythritol 4-phosphate pathway in this strain. This study provides new insight into the studies on the biosynthesis of DSAs and provides potential biocontrol bacteria.


2021 ◽  
pp. 11-22
Author(s):  
SC Tasneem ◽  
J Ferdous ◽  
MZH Bulbul ◽  
MMH Misbah ◽  
D Sujan ◽  
...  

The principal cause of human deaths in the world is primarily due to harmful pathogenic microbes as bacteria, a virus, and fungi. Searching for antimicrobial agents to prevent deaths with new structures and modes of action is an essential strategy of the research. Therefore, in the present study has been undertaken of thymidine and of its eleven acylated derivatives were employed as test chemicals for in vitro antibacterial evaluation against five human pathogenic bacteria. The compounds were also screened for antifungal functionality tests against two phytopathogenic fungi. It was observed that a good number of tested compounds exhibited moderate to good antimicrobial activities. It was also observed that these acylated compounds were more effective against the phytopathogenic fungi than those of the bacterial strains. Encouragingly, several tested chemicals showed better antibacterial and antifungal activities than the standard antibiotics employed. The minimum inhibition concentration (MIC) values of the compounds 3 (5´-O-butyrylthymidine), 7 (5´-O-palmitoylthymidine) and 12 (5´-O-4- dichloroacetylthymidine) were found to be 0.32 mg/ml and minimum bactericidal concentrations (MBC) values were found to be 0.63 mg /ml in each case. On the other hand, the minimum fungal concentration (MFC) was found to be (1.25 mg/ml) in the case of compound 7 (i.e., palmitoyl derivative) which may be used as antifungal active drug providing further investigation. In vitro MTT assays revealed that compounds 4 (5´-O-hexanoylthymidine) and 7 (5´-O-palmitoylthymidine) were effective against Ehrlich’s ascites carcinoma (EAC) cells and IC50 values were found to be 920.88 μg/ml and 792.90 μg/ml, respectively. So these compounds may be targeted for future studies for their usage as broad-spectrum antibiotics. J. Bio-Sci. 29(1): 11-22, 2021 (June)


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