Antibacterial and Antifungal Evaluation of Chloroflavones

Rahim, Md. Abdur; Bhuiyan, M. M. H.; Matin, Mohammed Mahbubul; Alam, Md. Rabiul

doi:10.3329/jsr.v10i1.33858

Cited by 4 publications

(6 citation statements)

References 23 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Four Gram-positive and five Gram-negative human pathogenic bacteria, and four human fungal pathogens were collected from the Biochemistry Laboratory, Department of Biochemistry and Molecular Biology, University of Chittagong, Bangladesh (Table 1). Antibacterial activities were screened in vitro disc diffusion method [29][30][31] and antifungal efficacy was evaluated in vitro food poisoning technique [32][33][34][35]. Proper control was maintained with DMF (dimethylformamide) without chemicals.…”

Section: Evaluation Of In Vitro Antimicrobial Activitiesmentioning

confidence: 99%

Glucopyranoside Dipentanoyl Esters: Synthesis, PASS Predication, Antimicrobial and <i>In Silico</i> ADMET Studies

et al. 2021

Self Cite

View full text Add to dashboard Cite

Dimolar pentanoylation of methyl α-D-glucopyranoside using direct method furnished the 2,6-di-O-pentanoate indicating regioselectivity at C-6 and C-2 positions. To develop glucopyranoside based potential antimicrobial agents, 2,6-di-O-pentanoate was further converted into eight newer 3,4-di-O-acyl esters reasonably in good yields. Both prediction of activity spectra for substances (PASS) and in vitro antimicrobial activity test established them as better antifungals than antibacterials. PASS predication also indicated that these sugar esters (SEs) are more potent as anticarcinogenic agents than as antioxidant agents. Structure activity relationship along with in silico ADMET studies clearly indicated that combination of pentanoyl (C5) and lauroyl (C12) in the glucopyranoside framework could be a potential antifungal agent especially against Macrophomina phaseolina.

show abstract

Section: Evaluation Of In Vitro Antimicrobial Activitiesmentioning

confidence: 99%

Glucopyranoside Dipentanoyl Esters: Synthesis, PASS Predication, Antimicrobial and <i>In Silico</i> ADMET Studies

et al. 2021

Self Cite

View full text Add to dashboard Cite

show abstract

“…Substances with new properties obtained using environmentally friendly methods are constantly sought after in the pharmaceutical, cosmetic, and food industries [27,28]. It is known that flavonoid compounds have valuable properties: antioxidant [29,30], anticarcinogenic [30,31], modulating intestinal immune responses [32], hepatoprotective [32,33], antimicrobial [34][35][36], and others.…”

Section: Introductionmentioning

confidence: 99%

“…Bacteria that are resistant to antibiotics are a significant global problem nowadays. Flavonoid compounds with bromine and chlorine atoms and methyl and nitro groups may be the solution, as some of them show bacteriostatic/bactericidal properties [36,37]. The antibiotic potentiating activity test demonstrated that the (2E)-1-(3 -methoxy-4 -hydroxyphenyl)-3-(3nitrophenyl)prop-2-en-1-one chalcone (called AVMNB) associated with the antibiotics has activity against multi-resistant strains of bacteria.…”

Section: Introductionmentioning

confidence: 99%

“…Other studies showed that many methylated flavonoids have antibacterial properties [39], for example, 3-hydroxy-5-methoxy-4,6,6-trimethyl-2-[(E)-3-phenylprop-2-enoyl]cyclohexa-2,4-dien-1-one (Desmosdumotin C) has anti-Helicobacter pylori activity [40], 2 ,6 -dihydroxy-4 -methoxy-3 ,5 -dimethyldihydrochalcone and 2 ,4 -dihydroxy-6 -methoxy-5 -methyl-chalcone (aurentiacin A) were active against Cladosporium cucumerinum, Bacillus subtills, and E. coli [41]. Chloroflavonoids have also documented antimicrobial activity [36]. Minimal inhibitory concentration (MIC) of 2 -chloroflavone and 4chloroflavone were tested against B. cereus, S. aureus, E. coli, Vibrio cholerae, Pseudomonas aeruginosa, Salmonella typhi in comparison of ampicillin.…”

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Biotransformation of Flavonoids with -NO2, -CH3 Groups and -Br, -Cl Atoms by Entomopathogenic Filamentous Fungi

Perz,

Krawczyk-Łebek,

Dymarska

et al. 2023

IJMS

View full text Add to dashboard Cite

Combining chemical and microbiological methods using entomopathogenic filamentous fungi makes obtaining flavonoid glycosides possible. In the presented study, biotransformations were carried out in cultures of Beauveria bassiana KCH J1.5, Isaria fumosorosea KCH J2, and Isaria farinosa KCH J2.6 strains on six flavonoid compounds obtained in chemical synthesis. As a result of the biotransformation of 6-methyl-8-nitroflavanone using the strain I. fumosorosea KCH J2, two products were obtained: 6-methyl-8-nitro-2-phenylchromane 4-O-β-D-(4″-O-methyl)-glucopyranoside and 8-nitroflavan-4-ol 6-methylene-O-β-D-(4″-O-methyl)-glucopyranoside. 8-Bromo-6-chloroflavanone was transformed by this strain to 8-bromo-6-chloroflavan-4-ol 4′-O-β-D-(4″-O-methyl)-glucopyranoside. As a result of microbial transformation by I. farinosa KCH J2.6 effectively biotransformed only 8-bromo-6-chloroflavone into 8-bromo-6-chloroflavone 4′-O-β-D-(4″-O-methyl)-glucopyranoside. B. bassiana KCH J1.5 was able to transform 6-methyl-8-nitroflavone to 6-methyl-8-nitroflavone 4′-O-β-D-(4″-O-methyl)-glucopyranoside, and 3′-bromo-5′-chloro-2′-hydroxychalcone to 8-bromo-6-chloroflavanone 3′-O-β-D-(4″-O-methyl)-glucopyranoside. None of the filamentous fungi used transformed 2′-hydroxy-5′-methyl-3′-nitrochalcone effectively. Obtained flavonoid derivatives could be used to fight against antibiotic-resistant bacteria. To the best of our knowledge, all the substrates and products presented in this work are new compounds and are described for the first time.

show abstract

“…Due to biological importance, in addition to isolation from natural sources, several strategies for the synthesis of chalcones and flavones have so far been reported [1,7]. In a similar context, we have also reported the synthesis and antimicrobial effects of several heterocycles and flavonoids containing various groups in their ring system [10][11][12][13][14]. Among the synthetic strategies, Claisen-Schmidt condensation [7], oxidative cyclization of 2hydroxychalcones [15,16], three-step Baker-Venkataraman rearrangement [7], and the cyclodehydration of 1-(2-hydroxyphenyl-3-phenyl-1,3-propanedione) [17] were commonly used.…”

Section: Introductionmentioning

confidence: 99%

Microwave Assisted Efficient Synthesis of Some Flavones for Antimicrobial and ADMET Studies

2020

Self Cite

View full text Add to dashboard Cite

Microwave (MW) assisted synthetic technique was applied for the preparation of chalcone derivatives 5-7 employing Claisen-Schmidt condensation between 2-hydroxyacetophenone and aromatic aldehydes. These chalcones were further subjected to oxidative cyclization via MW irradiation and furnished the related flavones 8-10 which were characterized by FT-IR, 1H and 13CNMR spectra. The use of these MW assisted reactions provided higher productivity (92-98%) in shorter reaction time (2-6 min) with eco-friendly mild reaction conditions and hence found to be a convenient method as compared to conventional synthesis. These chalcones 5-7, and flavones 8-10 were screened for in vitro antimicrobial activities against five bacterial and three fungal pathogens. The study indicated that they were more active against fungal pathogens than that of bacterial organisms and comparable to the standard antifungal antibiotic nystatin. Interestingly, the prediction of activity spectra for substances (PASS) was also found in agreement with the in vitro results. Some of the compounds were found to have good ADMET properties.

show abstract

Antibacterial and Antifungal Evaluation of Chloroflavones

Cited by 4 publications

References 23 publications

Glucopyranoside Dipentanoyl Esters: Synthesis, PASS Predication, Antimicrobial and <i>In Silico</i> ADMET Studies

Glucopyranoside Dipentanoyl Esters: Synthesis, PASS Predication, Antimicrobial and <i>In Silico</i> ADMET Studies

Biotransformation of Flavonoids with -NO2, -CH3 Groups and -Br, -Cl Atoms by Entomopathogenic Filamentous Fungi

Microwave Assisted Efficient Synthesis of Some Flavones for Antimicrobial and ADMET Studies

Contact Info

Product

Resources

About