Chemistry and Synthetic Overview of Flavonoids

Sharma, Ajay; Tuli, Hardeep Singh; Sharma, Anil Kumar

doi:10.1007/978-981-13-5874-6_3

Cited by 4 publications

(12 citation statements)

References 44 publications

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“…), flavanones (hesperetin, naringenin), and flavan-3-ols (catechin, epicatechin etc.) [21] . Generally, different classes of flavonoids vary at the oxidation levels and the pattern associated with substitution of “ring C”.…”

Section: Flavonoids: Understanding About the Structure And Chemistrymentioning

confidence: 99%

Natural flavonoids exhibit potent anticancer activity by targeting microRNAs in cancer: A signature step hinting towards clinical perfection

Tuli

Garg

Bhushan³

et al. 2023

Translational Oncology

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Section: Flavonoids: Understanding About the Structure And Chemistrymentioning

confidence: 99%

Natural flavonoids exhibit potent anticancer activity by targeting microRNAs in cancer: A signature step hinting towards clinical perfection

Tuli

Garg

Bhushan³

et al. 2023

Translational Oncology

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“…Considering the biological and industrial potential of natural flavonoids, several chemical methodologies have been developed to obtain nature-inspired flavonoids, as summarised in Table 1 [ 21 , 22 , 23 , 24 , 25 , 26 , 27 , 28 , 29 , 30 , 31 , 32 ].…”

Section: Introductionmentioning

confidence: 99%

“…As in nature, 2′-hydroxychalcones can be intermediates for the synthesis of other classes of flavonoids, such as flavonols, flavones, and flavanones. Synthetically, they can be obtained via Claisen–Schmidt [ 21 ], Friedel–Crafts, and Heck coupling pathways [ 21 ] ( Figure 2 ). Regarding the Claisen–Schmidt reaction, it comprises the reaction of an aromatic aldehyde and a substituted acetophenone under basic catalysis (Scheme A, Figure 2 ).…”

Section: Introductionmentioning

confidence: 99%

“…This process can be improved with recourse to microwave and ultrasound [ 30 , 33 ], resulting in the enhancement of the yields and a reduction in the reaction time [ 31 ]. With respect to the Friedel–Crafts method, 2′-hydroxychalcones are originated from the condensation of ( E )-3-phenylprop-2-enoyl chloride and phenols through AlCl 3 catalysis [ 21 ] (Scheme B, Figure 2 ). In addition, the Heck coupling pathway is based on the combination of aryl α,β-unsaturated ketone and iodobenzene, culminating in the formation of the desired chalcone [ 32 ] (Scheme C, Figure 2 ).…”

Section: Introductionmentioning

confidence: 99%

“…The Algar–Flynn–Oyamada methodology comprises the transformation of 2′-hydroxychalcones into flavonols (route I, Figure 3 ) through oxidative cyclisation mediated by hydrogen peroxide in alkaline medium [ 21 , 34 , 35 ]. The 2′-hydroxychalcones can also be building blocks for the synthesis of flavanones (route II, Figure 3 ) and flavones (route III, Figure 3 ).…”

Section: Introductionmentioning

confidence: 99%

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Stereoselective Synthesis of Flavonoids: A Brief Overview

2023

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Stereoselective synthesis has been emerging as a resourceful tool because it enables the obtaining of compounds with biological interest and high enantiomeric purity. Flavonoids are natural products with several biological activities. Owing to their biological potential and aiming to achieve enantiomerically pure forms, several methodologies of stereoselective synthesis have been implemented. Those approaches encompass stereoselective chalcone epoxidation, Sharpless asymmetric dihydroxylation, Mitsunobu reaction, and the cycloaddition of 1,4-benzoquinone. Chiral auxiliaries, organo-, organometallic, and biocatalysis, as well as the chiral pool approach were also employed with the goal of obtaining chiral bioactive flavonoids with a high enantiomeric ratio. Additionally, the employment of the Diels–Alder reaction based on the stereodivergent reaction on a racemic mixture strategy or using catalyst complexes to synthesise pure enantiomers of flavonoids was reported. Furthermore, biomimetic pathways displayed another approach as illustrated by the asymmetric coupling of 2-hydroxychalcones driven by visible light. Recently, an asymmetric transfer hydrogen-dynamic kinetic resolution was also applied to synthesise (R,R)-cis-alcohols which, in turn, would be used as building blocks for the stereoselective synthesis of flavonoids.

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Plant Secondary Metabolites: An Introduction of Their Chemistry and Biological Significance with Physicochemical Aspect

Sharma

Kumar

et al. 2022

Plant Secondary Metabolites

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Chemistry and Synthetic Overview of Flavonoids

Cited by 4 publications

References 44 publications

Natural flavonoids exhibit potent anticancer activity by targeting microRNAs in cancer: A signature step hinting towards clinical perfection

Natural flavonoids exhibit potent anticancer activity by targeting microRNAs in cancer: A signature step hinting towards clinical perfection

Stereoselective Synthesis of Flavonoids: A Brief Overview

Plant Secondary Metabolites: An Introduction of Their Chemistry and Biological Significance with Physicochemical Aspect

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