Synthesis and antimicrobial studies of hydroxylated chalcone derivatives with variable chain length

Ngaini, Zainab; Fadzillah, Siti Muhaini Haris; Hussain, Hasnain

doi:10.1080/14786419.2010.502896

Cited by 24 publications

(13 citation statements)

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“…-NMR and 13 C-DEPT-135 spectra were recorded on a Bruker(300MHz) with TMS as internal reference in( Jordon) : [21] The pure compound prepared according to the procedure [21] as yellow crystals, of 3-(2-chlorophenyl-azo)-4-hydroxyacetophenone (1 [22] A mixture of 3-(2-chlorophenylazo)-4-hydroxy acetophenone (15gm, 0.0546 mol), benzyl bromide (14.02gm, 0.082 mol) and anhydrous K 2 CO 3 (15.1gm, 0.109 mol) in ethanol (200 ml -96%) was refluxed with stirring for 6hrs. The cooled solution poured into water, solid materials immediately was obtained.…”

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confidence: 99%

Synthesis and Spectroscopic Characterization of Some New Biological Active Azo–Pyrazoline Derivatives

Hawaiz

Samad

2012

Journal of Chemistry

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confidence: 99%

Synthesis and Spectroscopic Characterization of Some New Biological Active Azo–Pyrazoline Derivatives

Hawaiz

Samad

2012

Journal of Chemistry

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“…The antibacterial activity was determined from the graph of In Nt versus time plotted. The In Nt values represent the number of colony forming units (units/mL) which follows the equation of In Nt = 27.1 − 8.56 T [38,39]…”

Section: General Methods For Synthesis Of Kojic Acid-chalcone Derivatimentioning

confidence: 99%

Synthesis of Kojic Ester Derivatives as Potential Antibacterial Agent

Sie

Ngaini

Suhaili

et al. 2018

Journal of Chemistry

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The search for lead product with beneficial pharmacological properties has become a great challenge and costly. Extraction and synthetic modification of bioactive compounds from natural resources has gained great attention and is cost effective. In this study, kojic acid was produced from fungal fermentation, using sago waste as substrate, and chemically incorporated with chalcones and azobenzene to form a series of kojic ester derivatives and evaluated for antibacterial activities. Kojic ester bearing halogenated chalcone demonstrated active inhibition against Staphylococcus aureus compared to that of standard ampicillin. The inhibition increased as the electronegativity of halogens decreased, while incorporation of azobenzene derivatives on kojic acid backbone demonstrated fair antibacterial activity against Escherichia coli with minimum inhibitory concentration (MIC) of 190–330 ppm. The presence of C=C and N=N reactive moieties in both chalcone and azo molecules contributed to the potential biological activities of the kojic acid ester.

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“…The presence of alkyl chains in chalcones significantly modulates their biological activities. It has been reported that the lipophilicity of alkyl chains is a key factor in calchone microbial activity and that the inhibition activities decrease as the alkyl chain becomes longer (Ngaini, Fadzillah, & Hussain, ). In addition, our previous research provides evidence that lipophilicity is an important characteristic of anti‐oomycete agents and that oxyalkyl chains on the A‐ring of chalcone contribute to an increase in anti‐oomycete activity (Escobar et al, ).…”

Section: Discussionmentioning

confidence: 99%

Isocordoin analogues promote apoptosis in human melanoma cells via Hsp70

Alessandra

Cardile

Avola

et al. 2019

Phytotherapy Research

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Isocordin 1 and a series of 4‐oxyalkyl‐isocordoin analogues 2–8 were evaluated for their cytotoxicity effect against human melanoma cells (A2058). Analogues 4, 5, and 6 showed a higher inhibitory activity with IC50 values of 12.91 ± 0.031, 24.88 ± 0.013, and 11.62 ± 0.017, respectively. These analogues, 4, 5, and 6, also induced an apoptotic response at 12.5‐ and 25‐μM concentrations. They inhibited the expression of antiapoptotic proteins Bcl‐2 and Hsp70, a critical factor that promotes tumour cell survival. In contrast, Bax and caspase‐9 expression, and caspase‐3 enzyme resulted activated. These results were correlated to a DNA fragmentation typical of apoptosis and an increase of intracellular reactive oxygen species (ROS) levels. Alternatively, at higher concentration (50 μM), when the capacity of the cells to sustain Hsp70 synthesis is reduced, our results seem to indicate that necrosis was induced by a further increase in ROS production. Therefore, the central finding in the present study is that these molecules downregulates Hsp70 expression. Altogether, these results suggest that 4‐oxyalkyl‐isocordoin analogues 4, 5, and 6 deserve to be deeply investigated for a possible application as Hsp70 inhibitor in the management of melanoma.

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Synthesis and antimicrobial studies of hydroxylated chalcone derivatives with variable chain length

Cited by 24 publications

References 24 publications

Synthesis and Spectroscopic Characterization of Some New Biological Active Azo–Pyrazoline Derivatives

Synthesis and Spectroscopic Characterization of Some New Biological Active Azo–Pyrazoline Derivatives

Synthesis of Kojic Ester Derivatives as Potential Antibacterial Agent

Isocordoin analogues promote apoptosis in human melanoma cells via Hsp70

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