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Syntheses and antibacterial activities of 4 linear nonphenolic diarylheptanoids
Ist Teil von
Turkish journal of chemistry, 2020-01, Vol.44 (3), p.589-601
Ort / Verlag
Turkey: The Scientific and Technological Research Council of Turkey
Erscheinungsjahr
2020
Link zum Volltext
Quelle
EZB-FREE-00999 freely available EZB journals
Beschreibungen/Notizen
Four linear nonphenolic diarylheptanoids were synthesized and their antibacterial activities were studied. (
)-2-Me-CBS-catalysed reduction of alnustone with BH
SMe
gave (
)(-)(4
,6
)-1,7-diphenylhepta-4,6-dien-3-ol, a natural product. Reduction of alnustone with Na in
-BuOH at -15 °C under N
atm gave (
)-1,7-diphenylhept-5- en-3-one as a Birch-type reduction product.
-BuOK catalysed condensation of benzalacetone with propionyl chloride gave (4
,6
)-5-hydroxy-1,7-diphenylhepta-4,6-dien-3-one, a natural product. (1
,4
,6
)-5-Hydroxy-4-phenethyl-1,7-diphenylhepta-1,4,6-trien-3-one, a curcuminoid, was synthesized starting from pentan-2,4-dione in 3 steps. The synthesized chemical compounds were applied against 2 gram-positive bacteria (
and
), 4 gram-negative bacteria (
,
,
, and
), and 1 yeast (Candida albicans) by the disc diffusion method. All of the synthesized compound exhibited different degrees of antimicrobial activity at concentrations between 20-100 μg/disc against the test organisms.