Antimicrobial activities of heterocycles derived from thienylchalcones

Research output: Contribution to journalArticle

7 Citations (Scopus)

Abstract

Thiophene analogues of chalcones were synthesized in good yields by condensation of 2-acetylthiophene and salicylaldehydes. Solvent-free Michael addition of cyclohexanone to 2-thienylchalcones devoid of hydroxyl groups yielded 1,5-diketones. The chalcones and 1,5-diketones were utilised as synthons for flavans, 6H-benzo[c]chromen-6-ones, tetrahydro-2H-chromens, tetrahydroquinolines and diazepines. The methods utilised were short and efficient in good yields and operational simplicity. The synthesized heterocyclic compounds were characterised by IR, NMR and HR-MS spectral data and screened for their antimicrobial activity against Staphylococcus aureus, Escherichia coli, Bacillus subtilis, Pseudomonas aeruginosa and Candida albicans. The compounds demonstrated moderate to good antibacterial and antifungal activities. The synthesis of new heterocyclic compounds with an antimicrobial activity argument this study.
Original languageEnglish
Pages (from-to)42-48
Number of pages7
JournalJournal of King Saud University - Science
Volume27
Issue number1
DOIs
Publication statusPublished - 2015

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Chalcones
Heterocyclic Compounds
Thiophenes
Candida
Bacilli
Hydroxyl Radical
Escherichia coli
Condensation
Nuclear magnetic resonance
cyclohexanone
salicylaldehyde
6H-benzo(c)chromen-6-one
2-acetylthiophene
1,2,3,4-tetrahydroquinoline

Cite this

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title = "Antimicrobial activities of heterocycles derived from thienylchalcones",
abstract = "Thiophene analogues of chalcones were synthesized in good yields by condensation of 2-acetylthiophene and salicylaldehydes. Solvent-free Michael addition of cyclohexanone to 2-thienylchalcones devoid of hydroxyl groups yielded 1,5-diketones. The chalcones and 1,5-diketones were utilised as synthons for flavans, 6H-benzo[c]chromen-6-ones, tetrahydro-2H-chromens, tetrahydroquinolines and diazepines. The methods utilised were short and efficient in good yields and operational simplicity. The synthesized heterocyclic compounds were characterised by IR, NMR and HR-MS spectral data and screened for their antimicrobial activity against Staphylococcus aureus, Escherichia coli, Bacillus subtilis, Pseudomonas aeruginosa and Candida albicans. The compounds demonstrated moderate to good antibacterial and antifungal activities. The synthesis of new heterocyclic compounds with an antimicrobial activity argument this study.",
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Antimicrobial activities of heterocycles derived from thienylchalcones. / Mazimba, Ofentse.

In: Journal of King Saud University - Science, Vol. 27, No. 1, 2015, p. 42-48.

Research output: Contribution to journalArticle

TY - JOUR

T1 - Antimicrobial activities of heterocycles derived from thienylchalcones

AU - Mazimba, Ofentse

PY - 2015

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N2 - Thiophene analogues of chalcones were synthesized in good yields by condensation of 2-acetylthiophene and salicylaldehydes. Solvent-free Michael addition of cyclohexanone to 2-thienylchalcones devoid of hydroxyl groups yielded 1,5-diketones. The chalcones and 1,5-diketones were utilised as synthons for flavans, 6H-benzo[c]chromen-6-ones, tetrahydro-2H-chromens, tetrahydroquinolines and diazepines. The methods utilised were short and efficient in good yields and operational simplicity. The synthesized heterocyclic compounds were characterised by IR, NMR and HR-MS spectral data and screened for their antimicrobial activity against Staphylococcus aureus, Escherichia coli, Bacillus subtilis, Pseudomonas aeruginosa and Candida albicans. The compounds demonstrated moderate to good antibacterial and antifungal activities. The synthesis of new heterocyclic compounds with an antimicrobial activity argument this study.

AB - Thiophene analogues of chalcones were synthesized in good yields by condensation of 2-acetylthiophene and salicylaldehydes. Solvent-free Michael addition of cyclohexanone to 2-thienylchalcones devoid of hydroxyl groups yielded 1,5-diketones. The chalcones and 1,5-diketones were utilised as synthons for flavans, 6H-benzo[c]chromen-6-ones, tetrahydro-2H-chromens, tetrahydroquinolines and diazepines. The methods utilised were short and efficient in good yields and operational simplicity. The synthesized heterocyclic compounds were characterised by IR, NMR and HR-MS spectral data and screened for their antimicrobial activity against Staphylococcus aureus, Escherichia coli, Bacillus subtilis, Pseudomonas aeruginosa and Candida albicans. The compounds demonstrated moderate to good antibacterial and antifungal activities. The synthesis of new heterocyclic compounds with an antimicrobial activity argument this study.

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