Synthesis and evaluation of novel 2,3,5-triaryl-4H,2,3,3a,5,6,6a-hexahydropyrrolo[3,4-d]isoxazole-4,6-diones for advanced glycation end product formation inhibitory activity

Kaur, Anjandeep; Singh, Baldev; Jaggi, Amteshwar Singh

doi:10.1016/j.bmcl.2012.11.080

Cited by 19 publications

(5 citation statements)

References 31 publications

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“…Kaur et al reported pyrrolo-isoxazolidine derivatives 415 , which inhibited advanced glycation end (AGE) product formation. The accumulation of these products, unusually increased in patients suffering diabetes mellitus, is responsible for many diseases such as Alzheimer’s or cardiovascular diseases.…”

Section: Medicinal Chemistrymentioning

confidence: 99%

Isoxazolidine: A Privileged Scaffold for Organic and Medicinal Chemistry

et al. 2016

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The isoxazolidine ring represents one of the privileged structures in medicinal chemistry, and there have been an increasing number of studies on isoxazolidine and isoxazolidine-containing compounds. Optimization of the 1,3-dipolar cycloaddition (1,3-DC), original methods including electrophilic or palladium-mediated cyclization of unsaturated hydroxylamine, has been developed to obtain isoxazolidines. Novel reactions involving the isoxazolidine ring have been highlighted to accomplish total synthesis or to obtain bioactive compounds, one of the most significant examples being probably the thermic ring contraction applied to the total synthesis of (±)-Gelsemoxonine. The unique isoxazolidine scaffold also exhibits an impressive potential as a mimic of nucleosides, carbohydrates, PNA, amino acids, and steroid analogs. This review aims to be a comprehensive and general summary of the different isoxazolidine syntheses, their use as starting building blocks for the preparation of natural compounds, and their main biological activities.

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Section: Medicinal Chemistrymentioning

confidence: 99%

Isoxazolidine: A Privileged Scaffold for Organic and Medicinal Chemistry

et al. 2016

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“…Maleic anhydride is a fascinating cyclic anhydride with vast applications in polymer science, biotechnology, or API synthesis ( Kamada et al, 2003 ). In the presence of amines, maleic anhydride undergoes ring opening, followed by dehydrative cyclization to form N -substituted maleimides ( Scheme 1 ) ( Kaur et al, 2013 ). We recently demonstrated that the cyclization path of maleic anhydride can be controlled to produce benzoxazole derivatives ( Kumar et al, 2023 ).…”

Section: Resultsmentioning

confidence: 99%

Design, synthesis, and evaluation of 1,4-benzothiazine-3-one containing bisamide derivatives as dual inhibitors of Staphylococcus aureus with plausible application in a urinary catheter

Naithani,

Das,

Ushare

et al. 2024

Front. Chem.

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In this study, 1,4-benzothiazine-based bisamide derivatives, a new class of antibacterial agents targeting bacterial peptide deformylase (PDF), were designed and synthesized to combat Staphylococcus aureus infection. Molecular modeling of the designed molecules showed better docking scores compared to the natural product actinonin. Bioactivity assessment identified two derivatives with promising antibacterial activity in vitro. The stability of the most active molecule, 8bE, was assessed using molecular dynamics (MD) simulation. Significantly, compound 8bE could also inhibit the S. aureus biofilm at low concentrations. Furthermore, the capability of the synthesized molecule to inhibit S. aureus biofilm formation on medical devices like urinary catheters is also demonstrated.

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“…They can frequently be used as photon-initiator for the polymerization of free radicals in polymer chemistry [3][4][5][6][7][8] , as well as monomer in the synthesis of polymaleimides and their copolymers. They are among the most commonly mentioned chemical structures in the literature with their recently found functions, such as the use of their derivatives in the form of pharmaceutical mid-products because of their antibacterial property 5,9 and their characteristics of bonding with natural rubbers 9,10 . In addition, they are used vastly in the space industry for resin encapsulation of IC-dyes and as structural adhesives for fiber-empowered composites 9,11 .…”

Section: Introductionmentioning

confidence: 99%

“…They are among the most commonly mentioned chemical structures in the literature with their recently found functions, such as the use of their derivatives in the form of pharmaceutical mid-products because of their antibacterial property 5,9 and their characteristics of bonding with natural rubbers 9,10 . In addition, they are used vastly in the space industry for resin encapsulation of IC-dyes and as structural adhesives for fiber-empowered composites 9,11 . In recent times, some research groups 12,13 achieved a successful synthesis of 3-nitryl-and 3-acetoxy aryl maleimides.…”

Section: Introductionmentioning

confidence: 99%