Synthesis, characterization, and reactions of selected multichalcone derivatives

Al-Smadi, Mousa; Mohammad, Suhaib

doi:10.1002/jhet.49

Cited by 9 publications

(4 citation statements)

References 24 publications

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“…All synthesized compounds including benzyl bromides (1a–c), ketones (2a–c) and chalcone derivatives (3a–c) were obtained from Al-Smadi and Al-Momani 17. The multiarm chalcone derivatives (3a–c) were synthesized (prepared) in basic medium by cross aldol condensation reaction between ketones (2a–c) and 4-( N , N -dimethylamino) benzaldehyde 17…”

Section: Methodsmentioning

confidence: 99%

Study of the antibacterial and antifungal activities of synthetic benzyl bromides, ketones, and corresponding chalcone derivatives

Shakhatreh¹,

Al-Smadi

Khabour

et al. 2016

DDDT

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Several applications of chalcones and their derivatives encouraged researchers to increase their synthesis as an alternative for the treatment of pathogenic bacterial and fungal infections. In the present study, chalcone derivatives were synthesized through cross aldol condensation reaction between 4-(N,N-dimethylamino)benzaldehyde and multiarm aromatic ketones. The multiarm aromatic ketones were synthesized through nucleophilic substitution reaction between 4-hydroxy acetophenone and benzyl bromides. The benzyl bromides, multiarm aromatic ketones, and corresponding chalcone derivatives were evaluated for their activities against eleven clinical pathogenic Gram-positive, Gram-negative bacteria, and three pathogenic fungi by the disk diffusion method. The minimum inhibitory concentration was determined by the microbroth dilution technique. The results of the present study demonstrated that benzyl bromide derivatives have strong antibacterial and antifungal properties as compared to synthetic chalcone derivatives and ketones. Benzyl bromides (1a and 1c) showed high ester activity against Gram-positive bacteria and fungi but moderate activity against Gram-negative bacteria. Therefore, these compounds may be considered as good antibacterial and antifungal drug discovery. However, substituted ketones (2a–b) as well as chalcone derivatives (3a–c) showed no activity against all the tested strains except for ketone (2c), which showed moderate activity against Candida albicans.

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Section: Methodsmentioning

confidence: 99%

Study of the antibacterial and antifungal activities of synthetic benzyl bromides, ketones, and corresponding chalcone derivatives

Shakhatreh¹,

Al-Smadi

Khabour

et al. 2016

DDDT

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“…The ligands showed a semi-exible coordination behavior depending on the central metal mode of bonding, i.e. closed metallacage of high thermal stability at 200 C was formed in case of Ag(I) while in case of Cd(II) open cage was produced.Al-Smadi et al87 reported the synthesis of multi-armed aromatic chalcone 104 in 75% yield through cross-aldol condensation reaction between multi-armed aromatic ketone 102 and 4-(dimethylamino)benzaldehyde 103 in basic medium. The multi-armed aromatic chalcone 104 underwent cyclization reactions upon treatment with phenyl hydrazine 105 to yield the corresponding multiarmed pyrazoline derivatives 106 in 55% yield.…”

mentioning

confidence: 99%

An overview on synthetic strategies for the construction of star-shaped molecules

et al. 2019

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“…Mass spectra were measured on a GCMS‐QP1000 EX spectrometer at 70 eV. 1,ω‐bis(2‐acetylphenoxy)alkanes 3a–c were prepared using a modified procedure to a published method .…”

Section: Methodsmentioning

confidence: 99%

Bis(α‐bromo ketones): Versatile Precursors for Novel Bis(s‐triazolo[3,4‐b][1,3,4]thiadiazines) and Bis(thiazoles)

Ginidi

Shaaban

Farag

et al. 2014

Journal of Heterocyclic Chem

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A synthesis of novel bis(s‐triazolo[3,4‐b][1,3,4]thiadiazines) 4, 5, 6 in which the triazolothiadiazine is linked to the benzene core through the thiadiazine ring via phenoxymethyl spacers was reported. First attempt to synthesize 4, 5, 6 by the reaction of the appropriate bis(acetophenones) with 4‐amino‐3‐mercapto‐1,2,4‐triazole derivatives using an acidified acetic acid method were unsuccessful. On the other hand, reaction of the corresponding bis(α‐bromoketones) with 4‐amino‐3‐mercapto‐1,2,4‐triazole derivatives afforded 4, 5, 6 in good yields. The reaction pathway is assumed to involve S‐alkylation to give bis(aminotriazole) intermediates, followed by intramolecular cyclocondensation to give 4, 5, 6. The successful isolation of the corresponding bis(aminotriazole) intermediates provides strong evidence for the proposed mechanism. The novel bis(thiazoles) 23, 24, 25, 26, 27, 28, 29, 30, 31, 32, 33, 34, 35, 36, linked to alkyl or aryl spacers can also be synthesized by reaction of the appropriate bis(bromoacetyl) compounds 12a, 12b, 12c and 14, 15, 16, 17, 18, 19 with the corresponding thioamide derivatives 20, 21, 22.

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Synthesis, characterization, and reactions of selected multichalcone derivatives

Cited by 9 publications

References 24 publications

Study of the antibacterial and antifungal activities of synthetic benzyl bromides, ketones, and corresponding chalcone derivatives

Study of the antibacterial and antifungal activities of synthetic benzyl bromides, ketones, and corresponding chalcone derivatives

An overview on synthetic strategies for the construction of star-shaped molecules

Bis(α‐bromo ketones): Versatile Precursors for Novel Bis(s‐triazolo[3,4‐b][1,3,4]thiadiazines) and Bis(thiazoles)

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