Evaluation of the Antioxidative Properties of <i>N</i>‐Acylamino‐Substituted Tricyclic Imides

Gül, Melek; Kulu, İrem; Peksel, Ayşegül; Öcal, Nüket

doi:10.1155/2013/920130

Cited by 6 publications

(5 citation statements)

References 35 publications

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“…In addition, the bridged product 3a could be selectively reduced into the desired dihydropyrrole-fused product 3av in 81% yield and pyrrolidine-fused product 3aw bearing five contiguous stereocenters with complete stereospecificity and in 90% yield, respectively. Notably, pyrrolidine-fused bridged [2.2.1] skeletons are widespread in a variety of bioactive compounds . Importantly, excellent enantio- and diastereoselectivities (dr > 50:1) were achieved in all of these transformations.…”

Section: Results and Discussionmentioning

confidence: 99%

Copper-Catalyzed Asymmetric Reaction of Alkenyl Diynes with Styrenes by Formal [3 + 2] Cycloaddition via Cu-Containing All-Carbon 1,3-Dipoles: Access to Chiral Pyrrole-Fused Bridged [2.2.1] Skeletons

et al. 2020

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The generation of metal-containing 1,3-dipoles from metal carbenes represents a significant advance in 1,3-dipolar cycloaddition reactions. However, these transformations have so far been limited to reactions based on diazo compounds or triazoles as precursors. Herein, we disclose a copper-catalyzed enantioselective reaction of alkenyl N-propargyl ynamides with styrene derivatives by formal [3 + 2] cycloaddition via Cu-containing all-carbon 1,3-dipoles, which constitutes a novel way for the generation of metal-containing 1,3-dipoles via metal carbenes. This protocol allows the practical and atom-economical synthesis of valuable chiral pyrrole-fused bridged [2.2.1] skeletons in moderate to good yields (up to 90% yield) with excellent diastereoselectivities (dr > 50/1) and generally excellent enantioselectivities (up to >99% ee).

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Section: Results and Discussionmentioning

confidence: 99%

Copper-Catalyzed Asymmetric Reaction of Alkenyl Diynes with Styrenes by Formal [3 + 2] Cycloaddition via Cu-Containing All-Carbon 1,3-Dipoles: Access to Chiral Pyrrole-Fused Bridged [2.2.1] Skeletons

et al. 2020

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“…6 Hence, there is a growing request and interest for found and product of new antioxidants without harmful side effects in food and pharmaceutical applications. 7 Plants are main sources of compounds that act as antioxidant agents. 8 The important antioxidants that exist in plants are tocopherols and tocotrienols as fat-soluble antioxidants (vitamin E), folic acid (vitamin B9), Lascorbic acid (vitamin C), flavonoids as the largest natural phenols, carotenoids, phenyl acrylic acids and phenyl methanoic acids.…”

Section: Introductionmentioning

confidence: 99%

Antioxidant Activity, Total Phenolic and Flavonoid Contents of Three Onobrychis Species from Iran

Karamian¹,

Asadbegy²

2016

Pharm Sci

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“…Published reports revealed that other than phenolics, compounds with functionalities like carboxylic acid groups, long chains and olefins etc. may also chelate with metal ions [43,44] and thus serve as antioxidant agents. RP-UHPLC/MSanalysis of LP-M has disclosed the presence of several fatty acids, which must have been extracted in hexane fraction (LP-H), and thus impart highest chelating activities to the LP-H fraction.…”

Section: Antioxidant Activitiesmentioning

confidence: 99%

Chemodiversity, Biological Activities and Molecular Docking Studies ofLeptadenia pyrotechnica(Forssk.) Decne: A Comprehensive Approach to Validate Its Medicinal Use.

Saleem

Nazir

Raiz

et al. 2022

Chemistry & Biodiversity

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Leptadenia pyrotechnica (Forssk.) Decne is growing in Cholistan desert, and is known for its laxative, analgesic, anabolic and astringent, antioxidant, anti‐inflammatory, antibacterial, antitumor, hypolipidemic and antiatherosclerotic properties. The present study disclosed the metabolic picture of L. pyrotechnica and validates its folk uses. LP‐H fraction constitute 25.79±0.11 mgGAE/g extract and 20.64±0.33 mgRE/g extract of phenolic and flavonoid content, respectively, followed by LP‐E (23.15±0.33 mgGAE/g extract and 19.40±0.13 mgRE/g extract), however, LP‐E exhibited the highest free radical scavenging (DPPH: 21.05±0.45mgTE/g and ABTS: 68.12±0.53 mgTE/g) and metal reducing (FRAP: 44.93±1.66, CUPRAC: 117.42±1.28 mgTE/g, respectively) activities. The total antioxidant capacity in Phosphomolybdenum assay (1.52±0.14 mmolTE/g) and ferrous ion chelating (11.57±0.29 mgEDTAE/g) activities were observed highest for LP‐H extract. In cholinesterase's inhibitory assays, the LP‐E and LP‐W extracts exhibited inhibitory values as 2.43 and 2.40±0.07 mgGALAE/g extract, respectively against AChE, while against BChE the LP‐H displayed the highest value as 5.98±0.44 mgGALAE/g extract. The LP‐H fraction also showed the highest inhibition potential (7.72±0.14 mmol ACAE/g and 0.55±0.01 mmol ACAE/g, respectively) against α‐glucosidase and α‐amylase enzymes, while, in tyrosinase inhibitory assay, all the fractions exhibited significant activities in the range of 59.35±0.29 to 55.18±0.49 mgKAE/g extract. RP‐UHPLC/MS analysis of LP‐M disclosed the presence of 57 metabolites of various classes. A multivariate analysis and molecular docking study was also carried out to establish relationships between the metabolites and the biological activities, which finally validate the use of L. pyrotechnica as herbal medicine or component nutraceutical, food and cosmetic industry.

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Evaluation of the Antioxidative Properties of N‐Acylamino‐Substituted Tricyclic Imides

Cited by 6 publications

References 35 publications

Copper-Catalyzed Asymmetric Reaction of Alkenyl Diynes with Styrenes by Formal [3 + 2] Cycloaddition via Cu-Containing All-Carbon 1,3-Dipoles: Access to Chiral Pyrrole-Fused Bridged [2.2.1] Skeletons

Copper-Catalyzed Asymmetric Reaction of Alkenyl Diynes with Styrenes by Formal [3 + 2] Cycloaddition via Cu-Containing All-Carbon 1,3-Dipoles: Access to Chiral Pyrrole-Fused Bridged [2.2.1] Skeletons

Antioxidant Activity, Total Phenolic and Flavonoid Contents of Three Onobrychis Species from Iran

Chemodiversity, Biological Activities and Molecular Docking Studies ofLeptadenia pyrotechnica(Forssk.) Decne: A Comprehensive Approach to Validate Its Medicinal Use.

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