Synthesis, spectral characterization, and effective antifungal evaluation of 1H-tetrazole containing 1,3,5-triazine dendrimers
Thirteen, 1,3,5-triazine core containing tetrazole dendrimeric chalcones have been synthesized in three steps. In the first step (1-(4-(1H-tetrazole-1-yl)phenyl)ethanone) is synthesized from sodium azide and triethyl orthoformate. In the second step, the first-generation of dendrimer, 2,4,6-(tris(te...
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Veröffentlicht in: | Medicinal chemistry research 2016-09, Vol.25 (9), p.1916-1924 |
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Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | Thirteen, 1,3,5-triazine core containing tetrazole dendrimeric chalcones have been synthesized in three steps. In the first step (1-(4-(1H-tetrazole-1-yl)phenyl)ethanone) is synthesized from sodium azide and triethyl orthoformate. In the second step, the first-generation of dendrimer, 2,4,6-(tris(tetrazole-1-yl-(4-acetylphenyl))-1,3,5-triazine(
G1
) is generated from cyanuric chloride and 4-tetrazoylacetophenone by Friedel–Crafts reaction. In the third step, 2,4,6-tris(tetrazol-1-yl-(4-phenyl(3-arylpropene-1-on-1-yl))-1,3,5-triazine(
G2
) dendrimers are prepared from
G1
by Claisen–Schmidt reaction with appropriate aldehydes in ethanol at room temperature. The synthesized compounds (
G2
,
7a–m)
are characterized by Fourier transform infrared (FT-IR), Mass, Matrix-assisted laser ionization Time-of-flight (MALDI-TOF),
1
H nuclear magnetic resonance,
13
C nuclear magnetic resonance, and elemental analysis. Antifungal activities of triazine-based dendrimeric chalcones (
7a–m
) are investigated by minimum inhibition concentration method at different concentrations. Some compounds exhibit moderate activities against tested organisms. Compounds
7b
,
7c
, and
7f
showed good activities and
7l
and
7m
are emerged as lead molecules showing excellent antifungal activities against a panel of fungi. |
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ISSN: | 1054-2523 1554-8120 |
DOI: | 10.1007/s00044-016-1627-6 |