Synthesis and biological evaluation of new benzofuran carboxamide derivatives

Lavanya, A.; Sribalan, Rajendran; Padmini, Vediappen

doi:10.1016/j.jscs.2015.06.008

Cited by 25 publications

(12 citation statements)

References 38 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Except for the ion peak at m/z 204.071 [M-H] - , all ion peaks generated a predicted molecular formula and the putatively identified bioactive metabolites contained both nitrogen and oxygen with RDBEs between 8 to 23. Using Chemspider, the predicted molecular formulas with the search term “antimicrobials”, synthetically produced compounds were dereplicated, which included 8-substituted-2’-deoxyguanosines ( 1 ) [70], glycosyl amides ( 2 ) [71], benzofurans ( 3 , 9 ) [72, 73], diphenyl-4-hydroxypiperidines ( 5 ) [74], spiro heterocycles ( 6 ) [75], benzimidazoles ( 7 ) [76] and biphenyls ( 8 ) [77]. N_2020 or compound 7 was dereplicated as an antimicrobial synthetic benzimidazole congener [76] and was a metabolite determined to be putatively specific against E .…”

Section: Resultsmentioning

confidence: 99%

Bioassay- and metabolomics-guided screening of bioactive soil actinomycetes from the ancient city of Ihnasia, Egypt

et al. 2019

View full text Add to dashboard Cite

Literature surveys, taxonomical differences, and bioassay results have been utilized in the discovery of new natural products to aid in Actinomycetes isolate-selection. However, no or less investigation have been done on establishing the differences in metabolomic profiles of the isolated microorganisms. The study aims to utilise bioassay- and metabolomics-guided tools that included dereplication study and multivariate analysis of the NMR and mass spectral data of microbial extracts to assist the selection of isolates for scaling-up the production of antimicrobial natural products. A total of 58 actinomycetes were isolated from different soil samples collected from Ihnasia City, Egypt and screened for their antimicrobial activities against indicator strains that included Bacillus subtilis, Escherichia coli, methicillin-resistant Staphylococcus aureus and Candida albicans. A number of 25 isolates were found to be active against B. subtilis and/or to at least one of the tested indicator strains. Principal component analyses showed chemical uniqueness for four outlying bioactive actinomycetes extracts. In addition, Orthogonal Projections to Latent Structures Discriminant Analysis (OPLS-DA) and dereplication study led us to further select two outlying anti-MRSA active isolates MS.REE.13 and 22 for scale-up work. MS.REE.13 and 22 exhibited zones of inhibition at 19 and 13 mm against MRSA, respectively. A metabolomics-guided approach provided the steer to target the bioactive metabolites (P<0.01) present in a crude extract or fraction even at nanogram levels but it was a challenge that such low-yielding bioactive natural products would be feasible to isolate. Validated to occur only on the active side of OPLS-DA loadings plot, the isolated compounds exhibited medium to weak antibiotic activity with MIC values between 250 and 800 μM. Two new compounds, P_24306 (C10H13N2) and N_12799 (C18H32O3) with MICs of 795 and 432 μM, were afforded from the scale-up of MS.REE. 13 and 22, respectively.

show abstract

Section: Resultsmentioning

confidence: 99%

Bioassay- and metabolomics-guided screening of bioactive soil actinomycetes from the ancient city of Ihnasia, Egypt

et al. 2019

View full text Add to dashboard Cite

show abstract

“…[22] Benzofurans are also a part of the molecular structure of a large number of natural products. [23] In recent time, benzofuran derivatives have valuable biological and pharmacological activities including enzyme inhibition, [24] antitubercular, antibacterial, [25] anticonvulsant, [26] anti-Alzheimer, [27] antimicrobial, anti-inflammatory, antioxidant, [28] antiprotozoal, [29] antihyperlipidemic, [30] anticancer, [31] anti-HIV, [32] antihypertensive, [33] analgesic, [34] antiparasitic, [35] antiplasmodial, [36] and antidiabetic. [37] Nanocrystalline metal oxides find excellent applications in the field of synthetic organic chemistry owing to their high catalytic activity, reusable nature, and benign character in the perspective of green chemistry.…”

Section: Introductionmentioning

confidence: 99%

“…Benzofurans are also a part of the molecular structure of a large number of natural products . In recent time, benzofuran derivatives have valuable biological and pharmacological activities including enzyme inhibition, antitubercular, antibacterial, anticonvulsant, anti‐Alzheimer, antimicrobial, anti‐inflammatory, antioxidant, antiprotozoal, antihyperlipidemic, anticancer, anti‐HIV, antihypertensive, analgesic, antiparasitic, antiplasmodial, and antidiabetic …”

Section: Introductionmentioning

confidence: 99%

Design and synthesis of diethyl(substituted 2‐benzylbenzofuran‐3‐yl)phosphonates as antioxidant and antimicrobial agents

Gundluru

Sarva

Murali

et al. 2020

Journal of Heterocyclic Chem

View full text Add to dashboard Cite

In continuance of our effort to improve novel and potent synthetic approaches for various bioactive phosphorylated heterocycles via C─P bond formation, a series of diethyl substituted(2‐benzylbenzofuran‐3‐yl)phosphonate derivatives (4a‐j) was synthesized by one‐pot reaction of various diversely substituted salicylaldehydes, phenyl acetylene, and diethyl phosphite using CuO nanoparticles as catalyst in 1:1 ethanol and water under room temperature. The new compounds have been studied for their radical scavenging activity by DPPH, H2O2, and NO approaches and antimicrobial activity assay against bacteria and fungi by disk diffusion method.

show abstract

“…Benzufurans have valuable biological properties such as, antitumor [6,7], anti-inflammation [8]3d, 3e, 9c and 9d -were assessed for their anti-inflammatory activity and ulcerogenic liability in vivo. The 3-(pyridin-3-yl, anti-microbial [9,10], anti-proliferative effects [11], and antioxidant [12][13][14]. The benzofuran ring system particularly the one having functional groups like hydroxyl and acetyl groups are heavily concerned because of their wide appearance in nature and their beneficial biological activities [15].…”

Section: Introductionmentioning

confidence: 99%

Synthesis,Spectroscopic Investigation, Anti-Bacterial and Antioxidant Activites of Some New Azo-Benzofuran Derivatives

et al. 2019

View full text Add to dashboard Cite

T hIs Article deals with the stepwise synthesis and spectroscopic characterization of some new azo benzofuran derivatives, started from the diazotization of substituted aniline coupled with 2-hydroxy benzaldehyde. On reacting of the azo of 2-hydroxy benzaldehyde with p-bromo phenacyl bromide, the benzofuran (3a-g) are obtained. The structure of the new benzofuran derivatives have been characterized by using FT-IR, 1h-NMR,13C-NMR and DEPT-135 NMR. The biological activity of some new synthesized compound was obtained by vitro anti oxidant and anti microbial activity with both Staphylococcus aureus and Escherichia coli .The results showed that the new benzofurans have mild anti oxidant activity compared to the standard ascorbic acid.

show abstract

Synthesis and biological evaluation of new benzofuran carboxamide derivatives

Cited by 25 publications

References 38 publications

Bioassay- and metabolomics-guided screening of bioactive soil actinomycetes from the ancient city of Ihnasia, Egypt

Bioassay- and metabolomics-guided screening of bioactive soil actinomycetes from the ancient city of Ihnasia, Egypt

Design and synthesis of diethyl(substituted 2‐benzylbenzofuran‐3‐yl)phosphonates as antioxidant and antimicrobial agents

Synthesis,Spectroscopic Investigation, Anti-Bacterial and Antioxidant Activites of Some New Azo-Benzofuran Derivatives

Contact Info

Product

Resources

About