Synthesis, Antimicrobial Evaluation, and Docking Study of Some New Isoxazoline Derivatives Derived from Chalcones

Inas Salim; Ahmed Mutanabbi Abdula; Abdulkadir Mohammed Noori Jassim

Article Details

Synthesis, Antimicrobial Evaluation, and Docking Study of Some New Isoxazoline Derivatives Derived from Chalcones

Authors:

Inas Salim | Ahmed Mutanabbi Abdula | Abdulkadir Mohammed Noori Jassim

Publisher:

Turkish Chemical Society

Main Topics:

Organic Chemical Synthesis

Journal:

Journal of the Turkish Chemical Society Section A: Chemistry Vol.11 Issue 1, pp.217-232

Document Type:

Article

Publication Date:

4/2024

Document Language:

English

Document ID (Org No.):

2001303741

pISSN:

2149-0120

Keywords:

Abstract:

 New 2-Isoxazoline derivatives containing furan moieties were synthesized from chalcones as starting materials, followed by antimicrobial activity. Chalcones were synthesized by reacting p-methoxy acetophenone or 3,4-methylenedioxyacetophenone with various aldehydes that were synthesized using Claisen-Schmidt condensation. Subsequently, the obtained products underwent cyclization with hydroxylamine hydrochloride to yield the corresponding 2-isoxazoline derivatives. The synthesized isoxazolines have been characterized via 1H-NMR, FTIR, and GC-Mass spectroscopy. The new derivatives were screened for their activity against different bacterial species as well as Candida albicans and exhibited moderate to excellent activity as new antimicrobial agents. A docking study was conducted on most potent derivatives against glucoseamine-6-phosphate synthase GlcN-6-P, the target enzyme for antimicrobial agents. The study aimed to understand how the discovered derivatives interact with the binding pocket residues of the enzyme.

 New 2-Isoxazoline derivatives containing furan moieties were synthesized from chalcones as starting materials, followed by antimicrobial activity. Chalcones were synthesized by reacting p-methoxy acetophenone or 3,4-methylenedioxyacetophenone with various aldehydes that were synthesized using Claisen-Schmidt condensation. Subsequently, the obtained products underwent cyclization with hydroxylamine hydrochloride to yield the corresponding 2-isoxazoline derivatives. The synthesized isoxazolines have been characterized via 1H-NMR, FTIR, and GC-Mass spectroscopy. The new derivatives were screened for their activity against different bacterial species as well as Candida albicans and exhibited moderate to excellent activity as new antimicrobial agents. A docking study was conducted on most potent derivatives against glucoseamine-6-phosphate synthase GlcN-6-P, the target enzyme for antimicrobial agents. The study aimed to understand how the discovered derivatives interact with the binding pocket residues of the enzyme.

 New 2-Isoxazoline derivatives containing furan moieties were synthesized from chalcones as starting materials, followed by antimicrobial activity. Chalcones were synthesized by reacting p-methoxy acetophenone or 3,4-methylenedioxyacetophenone with various aldehydes that were synthesized using Claisen-Schmidt condensation. Subsequently, the obtained products underwent cyclization with hydroxylamine hydrochloride to yield the corresponding 2-isoxazoline derivatives. The synthesized isoxazolines have been characterized via 1H-NMR, FTIR, and GC-Mass spectroscopy. The new derivatives were screened for their activity against different bacterial species as well as Candida albicans and exhibited moderate to excellent activity as new antimicrobial agents. A docking study was conducted on most potent derivatives against glucoseamine-6-phosphate synthase GlcN-6-P, the target enzyme for antimicrobial agents. The study aimed to understand how the discovered derivatives interact with the binding pocket residues of the enzyme.

 New 2-Isoxazoline derivatives containing furan moieties were synthesized from chalcones as starting materials, followed by antimicrobial activity. Chalcones were synthesized by reacting p-methoxy acetophenone or 3,4-methylenedioxyacetophenone with various aldehydes that were synthesized using Claisen-Schmidt condensation. Subsequently, the obtained products underwent cyclization with hydroxylamine hydrochloride to yield the corresponding 2-isoxazoline derivatives. The synthesized isoxazolines have been characterized via 1H-NMR, FTIR, and GC-Mass spectroscopy. The new derivatives were screened for their activity against different bacterial species as well as Candida albicans and exhibited moderate to excellent activity as new antimicrobial agents. A docking study was conducted on most potent derivatives against glucoseamine-6-phosphate synthase GlcN-6-P, the target enzyme for antimicrobial agents. The study aimed to understand how the discovered derivatives interact with the binding pocket residues of the enzyme.

Article Details

Synthesis, Antimicrobial Evaluation, and Docking Study of Some New Isoxazoline Derivatives Derived from Chalcones

Authors:

Inas Salim | Ahmed Mutanabbi Abdula | Abdulkadir Mohammed Noori Jassim

Publisher:

Turkish Chemical Society

Main Topics:

Organic Chemical Synthesis

Journal:

Journal of the Turkish Chemical Society Section A: Chemistry Vol.11 Issue 1, pp.217-232

Document Type:

Article

Publication Date:

4/2024

Document Language:

English

Document ID (Org No.):

2001303741

pISSN:

2149-0120

Synthesis

Chalcones

Isoxazoline

Claisen-Schmidt

Docking study

Issues

Article Details

Synthesis, Antimicrobial Evaluation, and Docking Study of Some New Isoxazoline Derivatives Derived from Chalcones

Authors: Inas Salim | Ahmed Mutanabbi Abdula | Abdulkadir Mohammed Noori Jassim

Publisher: Turkish Chemical Society

Main Topics: Organic Chemical Synthesis

Journal: Journal of the Turkish Chemical Society Section A: Chemistry Vol.11 Issue 1, pp.217-232

Document Type: Article

Publication Date: 4/2024

Document Language: English

Document ID (Org No.): 2001303741

pISSN: 2149-0120

Synthesis

Chalcones

Isoxazoline

Claisen-Schmidt

Docking study

Issues

Authors:

Inas Salim | Ahmed Mutanabbi Abdula | Abdulkadir Mohammed Noori Jassim

Publisher:

Turkish Chemical Society

Main Topics:

Organic Chemical Synthesis

Journal:

Journal of the Turkish Chemical Society Section A: Chemistry Vol.11 Issue 1, pp.217-232

Document Type:

Article

Publication Date:

4/2024

Document Language:

English

Document ID (Org No.):

2001303741

pISSN:

2149-0120