Enhanced biological activity of Curcumin Cinnamates: an experimental and computational analysis

Gogoi, Nishi Gandha; Rahman, Aziza; Saikia, Jiban; Dutta, Pankaj; Baruah, Anupaul; Handique, Jyotirekha G.

doi:10.1007/s00044-022-02977-w

Cited by 2 publications

(5 citation statements)

References 56 publications

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“…BSA shows an absorption maximum at 280 nm and HSA at 277 nm in phosphate buffer solution (0.1 M, pH 7.4), due to π→π* transition of the phenyl rings presents in chromophores‐tyrosine (Tyr) tryptophan (Trp) and phenylalanine (Phe) residues [47–49] . The changes in the intensity of the band at 277–280 nm (hyperchromic or hypochromic and hypsochromic or bathochromic shift) are related to changes in the structure of BSA/HSA, particularly the hydrophobicity around Trp and Tyr residues [50] . So, any change in the structure due to binding of a ligand to BSA or HSA can be studied by absorbance spectra.…”

Section: Resultsmentioning

confidence: 99%

“…[47][48][49] The changes in the intensity of the band at 277-280 nm (hyperchromic or hypochromic and hypsochromic or bathochromic shift) are related to changes in the structure of BSA/HSA, particularly the hydrophobicity around Trp and Tyr residues. [50] So, any change in the structure due to binding of a ligand to BSA or HSA can be studied by absorbance spectra. Here, we have studied binding of our synthesised CPs with BSA and HSA using this principle.…”

Section: Uv-visible Spectroscopymentioning

confidence: 99%

“…An amount of freshly prepared reagent (2.4 mL) was incubated at 37 °C and absorbance at 593 nm was recorded as reagent blank. 0.6 mL of CP solution of different concentrations (10,20,30,40,50,60,70,80, 90 and 100 μM) is added to 2.4 mL of the reagent. The mixture of solution is shaken and incubated at 37 °C for 15 min.…”

Section: Frap Assaymentioning

confidence: 99%

“…The standard calibration curves of each antioxidant compound are generated by plotting absorbance versus molar concentra-tion, and the molar absorptivity of the CUPRAC method for each CP molecule is found from the slope of the calibration line concerned. The scheme for the normal measurement of is summarized as: 1 mL Cu (II) + 1 mL Nc + 1 mL buffer + 0.5 mL of CP solution of different concentrations (10,20,30,40,50,60,70,80, 90, 100 μM) + 0.5 mL H 2 O Total volume = 4.0 mL. The reaction mixture was incubated at 37 °C for 30 min and heated at 50 °C in water bath until the solution develop a light blue colour, and then measured absorbance at 450 nm.…”

Section: Cuprac Assaymentioning

confidence: 99%

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Design, Synthesis, Biological Evaluation and in Silico Studies of Curcumin Pyrrole Conjugates

Gogoi,

Rahman,

Dutta

et al. 2024

Chemistry & Biodiversity

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Curcumin conjugated heterocyclic compounds are potent candidates with drug likeness against various bacterial pathogens. A set of curcumin‐based pyrrole conjugates (CPs) were synthesized and characterized by FT‐IR, 1H and 13C NMR and HR‐MS techniques. The results free radical scavenging activity of the synthesized CPs, evaluated by FRAP and CUPRAC assays, showed the potency of these compounds as effective antioxidants. CP3 exhibits the highest antioxidant activity amongst the CPs. The bactericidal efficacy of CPs was screened against ESKAP bacterial pathogens, and CPs were found to possess better antibacterial property than curcumin, specifically against staphylococcus aureus bacteria. In addition, serum albumin (BSA and HSA) binding interaction of these CPs were determined by UV‐visible and fluorescence spectrophotometric techniques. In‐silico molecular docking study was performed to determine the binding patterns of molecular targets against Staphylococcus aureus tyrosyl tRNA synthetase, and serum albumin proteins. The structure‐activity relationship showed that the presence of multiple phenolic hydroxyl groups, and electron withdrawing groups on the structure of CP molecule, enhances its antioxidant and antibacterial activity, respectively.

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Section: Resultsmentioning

confidence: 99%

Section: Uv-visible Spectroscopymentioning

confidence: 99%

Section: Frap Assaymentioning

confidence: 99%

Section: Cuprac Assaymentioning

confidence: 99%

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Design, Synthesis, Biological Evaluation and in Silico Studies of Curcumin Pyrrole Conjugates

Gogoi,

Rahman,

Dutta

et al. 2024

Chemistry & Biodiversity

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“…Another method for measuring plant antioxidant activity is the FRAP assay. The mechanism (Figure 6) of this assay involves the reduction of [Fe(TPTZ)2] 3+ (which is orange in color) to [Fe(TPTZ)2] 2+ (which is blue) under acidic conditions [41]. The higher the concentration of Fe3+-TPTZ that the sample reduces to Fe2+-TPTZ, the higher the antioxidant activity in the sample [42].…”

Section: Diphenylpicrylhydrazyl (Dpph) and Ferric Reducing Antioxidan...mentioning

confidence: 99%

Antioxidant activity and inhibition of α-glucosidase from extract and fraction of leaves and stems of Vernonia amygdalina

Rafael,

Artika,

Nurcholis

2023

IJAAS

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Previous studies have shown that bitter leaf (Vernonia amygdalina Del.) has the ability as an antioxidant and an α-glucosidase inhibitor. Still, the difference in antioxidant activity and α-glucosidase inhibition based on the leaves and stems parts have not yet been determined. The effect of flavonoid-enriched extract on antioxidant activity and inhibition of α-glucosidase has not yet been determined. This research aimed to assess the impact of flavonoid-enriched extract from the leaves and stems part of the bitter leaf. The leaves and stems part of the bitter leaf were extracted using Soxhlet apparatus with 80% methanol and then underwent successive fractionation with petroleum ether, chloroform, and ethyl acetate. The crude extract and the fraction were concentrated and followed by the determination of total flavonoid, total phenolic, antioxidant activity, α-glucosidase inhibition activity, and calculated the IC50 of α-glucosidase inhibition. This research showed that chloroform-ethyl acetate leaf fraction was the best fraction with the higher total flavonoid (24.091±0.972 mg QE/g DW), total phenolic (84.299±4.589 mg GAE/g DW), diphenylpicrylhydrazyl (DPPH) antioxidant activity (33.881 μM TE/g DW), ferric reducing antioxidant power (FRAP) antioxidant activity (312.022±1.745 μM TE/g DW) and α-glucosidase inhibition activity with an IC50 value 1.23 mg/mL.

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Enhanced biological activity of Curcumin Cinnamates: an experimental and computational analysis

Cited by 2 publications

References 56 publications

Design, Synthesis, Biological Evaluation and in Silico Studies of Curcumin Pyrrole Conjugates

Design, Synthesis, Biological Evaluation and in Silico Studies of Curcumin Pyrrole Conjugates

Antioxidant activity and inhibition of α-glucosidase from extract and fraction of leaves and stems of Vernonia amygdalina

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