Synthesis, Characterization and Antioxidant Activity of 7-Hydroxy-3',4'-Dimethoxyflavone

Vh, Elfi Susanti; Matsjeh, Sabirin; Wahyuningsih, Tutik Dwi; Mustofa, Mustofa; Redjeki, Tri

doi:10.22146/ijc.21355

Cited by 8 publications

(5 citation statements)

References 5 publications

(11 reference statements)

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“…2) was accomplished via the aldol condensation reaction with the addition of sodium hydroxide as a basic catalyst to afford products in excellent yield and purity. Those syntheses were carried out according to the literature (Susanti et al, 2012) with slight modification. Table 1 presents the physical data of the chalcones.…”

Section: Resultsmentioning

confidence: 99%

Synthesis, anticancer activity, and docking study of N-acetyl pyrazolines from veratraldehyde

2019

J App Pharm Sci

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N-acetyl pyrazoline derivatives A-C containing methoxy and chloro/hydroxyl substituents were synthesized and tested for their cytotoxic activities. The precursor chalcones A-C which were obtained from the condensation reaction between veratraldehyde and acetophenone derivatives were reacted with hydrazine hydrate in the presence of glacial acetic acid to give pyrazolines A-C with excellent yield and purity. Characterization of all products was done using Fourier transform infrared (FTIR), nuclear magnetic resonance (NMR) and gas chromatography-mass spectrometers. (GC-MS). Cytotoxicity evaluation of pyrazolines revealed that pyrazoline A has moderate activity against breast cancer cell line MCF7 (IC 50 40.47 µg/ml), breast cancer cell line T47D (IC 50 26.51 µg/ml), and cervical cancer cell line HeLa (IC 50 31.19 µg/ml). Pyrazoline B is inactive against all tested cancer lines (IC 50 > 100 µg/ml). Pyrazoline C has moderate activity against MCF7 (IC 50 94.02 µg/ml), but inactive against T47D and HeLa. Docking study showed the interaction between pyrazolines and EGFR receptor via hydrogen bonds and π-cation interactions.

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Section: Resultsmentioning

confidence: 99%

Synthesis, anticancer activity, and docking study of N-acetyl pyrazolines from veratraldehyde

2019

J App Pharm Sci

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“…-2). The conventional method was carried out according to literature 27 with slight modification. The synthesis result using both conventional and sonochemical method were collected in Table-1.…”

Section: Chemistrymentioning

confidence: 99%

Efficient Synthesis of Chloro Chalcones Under Ultrasound Irradiation, Their Anticancer Activities and Molecular Docking Studies

Suma¹,

Wahyuningsih²,

Mustofa³

2019

RJC

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Chloro chalcone derivatives 1-5 were synthesized by the conventional and sonochemical method. A significant enhancing effect in reaction time was observed in chalcones synthesis under ultrasound irradiation. Characterization of all chalcones was conducted by GC-MS, FTIR and NMR spectrometers. Anticancer evaluation displayed that chalcone 3 has high activity against breast cancer cell line MCF7 (IC50 0.8 µg/mL), T47D (IC50 0.34 µg/mL), cervical cancer cell line HeLa (IC50 4.78 µg/mL), and colorectal cancer cell line WiDr (IC50 5.98 µg/mL). Docking study revealed the interaction between chalcones and EGFR receptor through hydrogen bonds and π-cation interactions. It was also observed that methoxy substituent on chalcones increased their activity as anticancer.

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“…Upon completion of reactions, the mixtures were cooled to room temperature and poured into water followed by extraction with ethyl acetate (25 mL × 3), treated with sodium thiosulfate solution (20%) and brine solution, and dried over sodium sulfate. The final products (mixture of flavone and chalcone) were subjected to column chromatography using n-hexane: ethyl acetate (9 : 1) to purify flavones derivatives ( Figure 1) [17]. [18,19].…”

Section: General Procedures For the Synthesis Of Flavone Derivatives (mentioning

confidence: 99%

In VitroEnzyme Inhibition Potentials and Antioxidant Activity of Synthetic Flavone Derivatives

Shoaib

Shah

Ali

et al. 2015

Journal of Chemistry

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Free radicals are produced by an important chemical process known as oxidation that in turn initiates chain reactions to damage the cells and originate oxidative stress. Flavones have got special position in research field of natural and synthetic organic chemistry due to their biological capabilities as antioxidant. The antioxidants are known to possess extensive biological effects that include antiviral, antibacterial, anti-inflammatory, antithrombotic, and vasodilatory activities. The simple flavone (F1) and substituted flavone derivatives (F2–F5) have been synthesized fromo-hydroxyacetophenone and benzaldehyde derivatives in good yield. The structures have been established by different spectroscopic techniques like1H NMR,13C NMR, IR, and elemental analysis. Antioxidant profile of these compounds was established using DPPH and H2O2free radical scavenging assay. The findings showed that halogenated flavones showed more enzyme inhibitions and antioxidant activities than simple flavones and are potential candidates for the treatment of wide range of diseases.

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Synthesis, Characterization and Antioxidant Activity of 7-Hydroxy-3',4'-Dimethoxyflavone

Cited by 8 publications

References 5 publications

Synthesis, anticancer activity, and docking study of N-acetyl pyrazolines from veratraldehyde

Synthesis, anticancer activity, and docking study of N-acetyl pyrazolines from veratraldehyde

Efficient Synthesis of Chloro Chalcones Under Ultrasound Irradiation, Their Anticancer Activities and Molecular Docking Studies

In VitroEnzyme Inhibition Potentials and Antioxidant Activity of Synthetic Flavone Derivatives

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