A Systematic Review on Anti-diabetic Properties of Chalcones

Bulletin Korean Chem Soc

2020

Chalcone derivatives afford several pharmacological activities. However, a general synthetic method for 2',4'‐dihydroxy‐6'‐methoxy‐3',5'‐dimethylchalcone (DMC) derivatives has not been reported thus far. To address this, the preparation of 4',6'‐dimethoxy‐2'‐hydroxy‐3',5'‐dimethylchalcone (MDMC) derivatives, modified compounds of DMC, in excellent overall yields is reported herein. These compounds have recently attracted growing attention due to their various pharmacological activities. Di‐O‐methyl‐dimethylphloroacetophenone, the key intermediate containing the B‐ring moiety, was fabricated by four efficient reaction steps from commercially available phloroglucinol in a 50.1% isolated yield overall. Our synthetic route, which constructs the chalcone skeleton in the final stage via a Claisen–Schmidt condensation of the key intermediate with the desired benzaldehyde derivative, can rapidly produce a vast library of DMC derivatives.

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Total Syntheses of 4′,6′‐Dimethoxy‐2'‐Hydroxy‐3′,5′‐Dimethylchalcone Derivatives

Lee

Bulletin Korean Chem Soc

2020

“…[13] The antidiabetic activity of the chalcones was most prominent Abbreviations: DPPH, 2,2-diphenyl-1-picryl-hydrazyl-hydrate.. from the extensive range of activities, and many key structural features are already acknowledged in the literature. [14] Diabetes mellitus (DM) is a prevalent global burden of disease now. It is the third leading cause of mortality worldwide.…”

Section: Introductionmentioning

confidence: 99%

“…Still, the currently available antidiabetic drugs do not present the desired efficacy and are generally associated with serious adverse side effects. [14] As stated above, vanadium complexes and chalcones both induces great therapeutic potential, but an area of complexation of vanadium metal with chalcones has been less explored. In 2017, Atlam et al [23] synthesized the vanadium complex with DMATP chalcone, and complex was found to possess great deal of DNA binding and antimicrobial potential but did not study its antidiabetic potential.…”

Section: Introductionmentioning

confidence: 99%

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Synthesis, characterization and α‐amylase and α‐glucosidase inhibition studies of novel vanadyl chalcone complexes

Kaur

Kaushal

2020

Applied Organom Chemis

A series of chalcone ligands and their corresponding vanadyl complexes of composition [VO (L I-IV) 2 (H 2 O) 2 ]SO 4 (where L I = 1,3-Diphenylprop-2-en-1-one, L II = 3-(2-Hydroxy-phenyl)-1-phenyl-propenone, L III = 3-(3-Nitro-phenyl)-1-phenyl-propenone, L IV = 3-(4-Methoxy-phenyl)-1-phenyl-propenone) have been synthesized and characterized using various spectroscopic (Fouriertransform infrared, electrospray ionization mass, nuclear magnetic resonance, electron paramagnetic resonance, thermogravimetric analysis, vibrating sample magnetometer) and physico-analytic techniques. Antidiabetic activities of synthesized complexes along with chalcones were evaluated by performing in vitro and in silico α-amylase and α-glucosidase inhibition studies. The obtained results displayed moderate to significant inhibition activity against both the enzymes by vanadyl chalcone complexes. The most potent complexes were further investigated for the enzyme kinetic studies and displayed the mixed inhibition for both the enzymes. Further, antioxidant activity of vanadyl chalcone complexes was evaluated for their efficiency to release oxidative stress using 2,2-diphenyl-1-picryl-hydrazyl-hydrate assay, and two complexes (Complexes 2 and 4) have demonstrated remarkable antioxidant activity. All the complexes were found to possess promising antidiabetic and antioxidant potential.

Total synthesis of 2′,4′,6′‐trimethoxy‐3′,5′‐dimethylchalcone derivatives

Lee

Bulletin Korean Chem Soc

2022

2′,4′‐Dihydroxy‐6′‐methoxy‐3′,5′‐dimethylchalcone (DMC), which is isolated from plants, has recently attracted much attention due to its beneficial pharmacological effects. The preparation of twelve 2′,4′,6′‐trimethoxy‐3′,5′‐dimethylchalcone (DMDMC) derivatives, which are dimethylated‐derivatives of DMC, is reported herein for the first time. Our synthetic method allowed the efficient construction of the DMDMC derivatives from phloroglucinol in 37.8%–46.5% overall yields. This promising approach would be advantageous for the production of many different DMDMC derivatives in a short period of time.