Synthesis and Antibacterial Activity of N,N-Diethylamide Bearing Benzenesulfonamide Derivatives

Ajani, Olayinka O.; Familoni, Oluwole B.; Echeme, Johnbull O.; Wu, Feipeng; Sujiang, Zheng

doi:10.9734/acsj/2013/2397

ACSJ

2013

DOI: 10.9734/acsj/2013/2397

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Synthesis and Antibacterial Activity of N,N-Diethylamide Bearing Benzenesulfonamide Derivatives

Olayinka O. Ajani

Oluwole B. Familoni

Johnbull O. Echeme

et al.

Abstract: This work was carried out in collaboration between the authors. Author OOA carried out the synthesis and wrote the first draft. Author OBF designed the scheme and the protocol for synthetic pathway. Author FW managed the analysis of the study and spectroscopic evaluation. Author JOE did the collation of the data and editing of the write-up. Author ZS carried out all the antibacterial screening. All authors read and approved the final manuscript.

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Cited by 5 publications

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A novel C₂ symmetric chiral stationary phase with N‐[(4‐Methylphenyl)sulfonyl]‐l‐leucine as chiral side chains

Zhu

et al. 2020

J of Separation Science

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In this study, a series of chiral stationary phases based on N‐[(4‐methylphenyl)sulfonyl]‐l‐leucine amide, whose enantiorecognition property has never been studied, were synthesized. Their enantioseparation abilities were chromatographically evaluated by 67 enantiomers. The chiral stationary phase derived from N‐[(4‐methylphenyl)sulfonyl]‐l‐leucine showed much better enantioselectivities than that based on N‐(4‐methylbenzoyl)‐l‐leucine amide. The construction of C2 symmetric chiral structure greatly improved the enantiorecognition performance of the stationary phase. The C2 symmetric chiral stationary phase exhibited superior enantioresolutions to other chiral stationary phases for most of the chiral analytes, especially for the chiral analytes with C2 symmetric structures. By comparing the enantioseparations of the enantiomers with similar structures, the importance of hydrogen bond interaction, π–π interaction, and steric hindrance on enantiorecognition was elucidated. The enantiorecognition mechanism of trans‐N,N′‐(1,2‐diphenyl‐1,2‐ethanediyl)bis‐acetamide, which had an excellent separation factor on the C2 symmetric chiral stationary phase, was investigated by 1H‐NMR spectroscopy and 2D 1H‐1H nuclear overhauser enhancement spectroscopy.

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A novel C₂ symmetric chiral stationary phase with N‐[(4‐Methylphenyl)sulfonyl]‐l‐leucine as chiral side chains

Zhu

et al. 2020

J of Separation Science

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Identification and characterization of antibacterial compound(s) of cockroaches (Periplaneta americana)

Ali

Siddiqui

Ong

et al. 2016

Appl Microbiol Biotechnol

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Infectious diseases remain a significant threat to human health, contributing to more than 17 million deaths, annually. With the worsening trends of drug resistance, there is a need for newer and more powerful antimicrobial agents. We hypothesized that animals living in polluted environments are potential source of antimicrobials. Under polluted milieus, organisms such as cockroaches encounter different types of microbes, including superbugs. Such creatures survive the onslaught of superbugs and are able to ward off disease by producing antimicrobial substances. Here, we characterized antibacterial properties in extracts of various body organs of cockroaches (Periplaneta americana) and showed potent antibacterial activity in crude brain extract against methicillin-resistant Staphylococcus aureus and neuropathogenic E. coli K1. The size-exclusion spin columns revealed that the active compound(s) are less than 10 kDa in molecular mass. Using cytotoxicity assays, it was observed that pre-treatment of bacteria with lysates inhibited bacteria-mediated host cell cytotoxicity. Using spectra obtained with LC-MS on Agilent 1290 infinity liquid chromatograph, coupled with an Agilent 6460 triple quadruple mass spectrometer, tissues lysates were analyzed. Among hundreds of compounds, only a few homologous compounds were identified that contained isoquinoline group, chromene derivatives, thiazine groups, imidazoles, pyrrole containing analogs, sulfonamides, furanones, flavanones, and known to possess broad-spectrum antimicrobial properties, and possess antiinflammatory, anti-tumour, and analgesic properties. Further identification, characterization and functional studies using individual compounds can act as a breakthrough in developing novel therapeutics against various pathogens including superbugs.

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Novel green sulfated phosphotungstic acid supported on MCM-41-coated NiFe2O4 MNPs for xanthene and coumarin synthesis

El-Yazeed

Hayes

Ahmed

2022

J Sol-Gel Sci Technol

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Synthesis and Antibacterial Activity of N,N-Diethylamide Bearing Benzenesulfonamide Derivatives

Cited by 5 publications

References 30 publications

A novel C₂ symmetric chiral stationary phase with N‐[(4‐Methylphenyl)sulfonyl]‐l‐leucine as chiral side chains

A novel C₂ symmetric chiral stationary phase with N‐[(4‐Methylphenyl)sulfonyl]‐l‐leucine as chiral side chains

Identification and characterization of antibacterial compound(s) of cockroaches (Periplaneta americana)

Novel green sulfated phosphotungstic acid supported on MCM-41-coated NiFe2O4 MNPs for xanthene and coumarin synthesis

Contact Info

Product

Resources

About

Synthesis and Antibacterial Activity of N,N-Diethylamide Bearing Benzenesulfonamide Derivatives

Cited by 5 publications

References 30 publications

A novel C2 symmetric chiral stationary phase with N‐[(4‐Methylphenyl)sulfonyl]‐l‐leucine as chiral side chains

A novel C2 symmetric chiral stationary phase with N‐[(4‐Methylphenyl)sulfonyl]‐l‐leucine as chiral side chains

Identification and characterization of antibacterial compound(s) of cockroaches (Periplaneta americana)

Novel green sulfated phosphotungstic acid supported on MCM-41-coated NiFe2O4 MNPs for xanthene and coumarin synthesis

Contact Info

Product

Resources

About

A novel C₂ symmetric chiral stationary phase with N‐[(4‐Methylphenyl)sulfonyl]‐l‐leucine as chiral side chains

A novel C₂ symmetric chiral stationary phase with N‐[(4‐Methylphenyl)sulfonyl]‐l‐leucine as chiral side chains