Synthesizing Derivatives From Cyclopentanone Analogue Curcumin and Their Toxic, Antioxidant and Anti-Inflammatory Activities

Eryanti, Yum; Nurulita, Yuana; Hendra, Rudi; Yuharmen,; Syahri, Jufrizal; Zamri, Adel

doi:10.7454/mss.v15i2.1060

Cited by 4 publications

(11 citation statements)

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“…165.9 -166.2 o C; Rf = 0.10 (DCM : Hex, 1 : 2); IR (cm -1 , KBr) 2916, 1597; 1 H-NMR (500 MHz, ppm, CDCl3)  1.77 (2H, q, J=5,5 Hz), 2.75 (4H, t, J=5.5 Hz), 7.26 (2H, d, J=8.5 Hz), 7.26 (2H, d, J=8.5 Hz), 7.46 (2H, s), 7.82 (2H, s); 13 C-NMR (500 MHz, ppm, CDCl3) 22. 75, 28.32, 56.27, 111.47, 111.55, 129.80, 131.36, 134.99, 135.08, 135.17, 155.94, 189.47; MS (m/z, %) 377 [M+] (100%) Antioxidant Activity test, DPPH Free Radical-Scavenging Activity (Eryanti et al, 2011) Dibenzylidene-cyclohexanone stock samples, vitamin-E as control, and 0.4 mM of DPPH solution were prepared before assaying antioxidant activity test. Five hundred microliter of a series with different concentrations (500, 600, 700, 800, and 1000 µM) of curcumin analogs was mixed with 1.0 mL of DPPH 0.4 mM and 3.50 mL of methanol as solvent.…”

Section: Synthesis Of 26-bis-(2'4'-dichlorobenzylidene)mentioning

confidence: 99%

Synthesis and Antioxidant Actiivty of Some Dibenzylidene-Cyclohexanones

et al. 2023

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Dibenzylidene-cyclohexanone is a curcumin analog. Analog of curcumins showed activity as antioxidant. This research is aimed to synthesize and study the antioxidant activity of dibenzylidene-cyclohexanone compounds. The synthesis was carried out according to carbonyl condensation reaction and its antioxidant activity was tested by using DPPH radical scavenging activity and FRAP assay. Compound entry 1 (2,6-bis-(3’-Bromo-4’-methoxybenzylidene)-cyclohexanone) and entry 3 (2,6-bis-(2’-chloro-6’-fluorobenzylidene)- cyclohexanone) were obtained in 70 % yield. Compound entries 1 and 2 gave the same antioxidant activities according to the DPPH method and this result was not good enough compared to vitamin E. Compound entry 1 showed the best antioxidant activity among the series and also had a better antioxidant activity compared to vitamin E. From these results, it can be said that compound entry 1 was the best antioxidant agent in the series.

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Section: Synthesis Of 26-bis-(2'4'-dichlorobenzylidene)mentioning

confidence: 99%

Synthesis and Antioxidant Actiivty of Some Dibenzylidene-Cyclohexanones

et al. 2023

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“…In another study, three cyclopentanone derivatives ( 22 : Figure 3 ; 163 and 164 : Figure 6 ) were synthesized and assessed for antioxidant activity using a DPPH free radical scavenging method. Symmetric compounds with p -hydroxyl ( 22 ) or p -dimethylamine ( 164 ) groups in aromatic rings showed good antioxidant activity with IC 50 values of 49.1 µg/mL and 64.6 µg/mL, respectively, which is comparable to the control (ascorbic acid: IC 50 = 51.5 µg/mL) and much better than the unsubstituted diarylpentanoid ( 163 : IC 50 > 200 µg/mL) [ 33 ].…”

Section: Biological Activity Of Diarylpentanoidsmentioning

confidence: 99%

“…In addition to antioxidant activity, compound 22 ( Figure 3 ), as well as compounds 163 and 164 ( Figure 6 ), was also tested for its anti-inflammatory activity using the murine monocytic macrophage cell line RAW 264.7. Compound 163 , with no additional substituent on both aromatic rings, showed weak activity (32.62% inhibition of NO production), while compounds 22 and 164 showed moderate activity (57.77% and 58.62% inhibition of NO production, respectively) compared to the positive control (L-NAME, 82.84% inhibition of NO production) [ 33 ].…”

Section: Biological Activity Of Diarylpentanoidsmentioning

confidence: 99%

Bioactive Diarylpentanoids: Insights into the Biological Effects beyond Antitumor Activity and Structure–Activity Relationships

2022

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Diarylpentanoids, a class of natural products and their synthetic analogs which are structurally related to chalcones, have gained increasing attention due to their wide array of biological activities, including antitumor, anti-infective, antioxidant, anti-inflammatory, antidiabetic, anti-hyperuricemic, and neuroprotective properties. Previously, we reviewed diarylpentanoids with promising antitumor activity. However, in view of the wide range of biological activities described for this class of compounds, the purpose of this review is to provide a more detailed overview of the synthetic bioactive diarylpentanoids that have been described over the last two decades, beyond simply their antitumor effects. A total of 745 compounds were found, highlighting the main synthetic methodologies used in their synthesis as well as the structure–activity relationship studies and structural features for all activities reported. Collectively, this review highlights the diarylpentanoid scaffold as a promising starting point for the development of new therapeutic agents.

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“…When curcumin is taken orally, 75% of it excreted in the faeces while only traces of curcumin appear in Urine. The long list of uses of curcumin includes antioxidant, anti-in lammatory, anticancer, antimalarial, antiseptic, rheumatism arthritis, asthma, diabetes, analgesic and wound healing activities (Eryanti et al, 2012).…”

Section: Introductionmentioning

confidence: 99%

Formulation Design and Evaluation of Solid Lipid Micro-particles of Curcumin for the Treatment of Alzheimer’s disease

Mir¹,

Ashraf²,

Mahmud³

2020

ijrps

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Solid lipid microparticles reach the site of its action in a controlled rate and do show controlled release for a better therapeutic result. A good drug carrying and release system involve a controlled drug delivery that improves bioavailability, to enrich stability and to minimise the toxic effects followed with a targeted drug at the site of its action. The solid lipid microparticles of curcumin were prepared in a view to achieving high permeability of curcumin in the brain through blood-brain-barrier. The lipid microsphere solids were prepared by hot melts microencapsulation technique to formulate solid lipid microspheres. Twelve lipid formulations were prepared with varying concentration of surfactants (span 40, span 70, span 90 and Tween 100). The developed formulation was subjected to various parameters such as the particle size, % entrapment efficiencies, yield productions, % cumulative release, percentage yield and drug loading, based upon highest entrapment efficiency, drug release and % cumulative release, the F3 formulation was considered as the best formulation. The prepared microsphere was subjected to different evaluation parameters such as thin-layer chromatography, melting point, FTIR, solubility, compatibility study and In-vitro drug release. The developed formulation shows spherical and smooth surface. The percentage release of drug F3 formulation has been found highest of about 86.23% after 12 hr.

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Synthesizing Derivatives From Cyclopentanone Analogue Curcumin and Their Toxic, Antioxidant and Anti-Inflammatory Activities

Cited by 4 publications

References 0 publications

Synthesis and Antioxidant Actiivty of Some Dibenzylidene-Cyclohexanones

Synthesis and Antioxidant Actiivty of Some Dibenzylidene-Cyclohexanones

Bioactive Diarylpentanoids: Insights into the Biological Effects beyond Antitumor Activity and Structure–Activity Relationships

Formulation Design and Evaluation of Solid Lipid Micro-particles of Curcumin for the Treatment of Alzheimer’s disease

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