All of the synthesized compound exhibited different degreesof antimicrobial activity at concentrations between 20–100 µg/disc against the test organisms.
📌 3 Key Takeaways
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Objective & Hypothesis:Four linear nonphenolic diarylheptanoids were synthesized and their antibacterial activities were studied.(S)-2-Me-CBS-catalysed reduction of alnustone with BH3 .SMe 2 gave (R) (-)(4E ,6E)-1,7-diphenylhepta-4,6-dien-3-ol,a natural product.
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Key Findings & Data:Reduction of alnustone with Na in t-BuOH at –15 °C under $NH_3$ atm gave (E)-1,7-diphenylhept-5-en-3-one as a Birch-type reduction product. t-BuOK catalysed condensation of benzalacetone with propionyl chloridegave (4Z ,6E)-5-hydroxy-1,7-diphenylhepta-4,6-dien-3-one, a natural product. (1E ,4Z ,6E)-5-Hydroxy-4-phenethyl1,7-diphenylhepta-1,4,6-trien-3-one, a curcuminoid, was synthesized starting from pentan-2,4-dione in 3 steps.
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Conclusion & Impact:All of the synthesized compound exhibited different degreesof antimicrobial activity at concentrations between 20–100 µg/disc against the test organisms.
🔬Design:Research Article
📍Scope:Comprehensive Sample
⚙️Variables:Domain Parameters
Abstract
Four linear nonphenolic diarylheptanoids were synthesized and their antibacterial activities were studied.(S)-2-Me-CBS-catalysed reduction of alnustone with BH3 .SMe 2 gave (R) (-)(4E ,6E)-1,7-diphenylhepta-4,6-dien-3-ol,a natural product. Reduction of alnustone with Na in t-BuOH at –15 °C under $NH_3$ atm gave (E)-1,7-diphenylhept-5-en-3-one as a Birch-type reduction product. t-BuOK catalysed condensation of benzalacetone with propionyl chloridegave (4Z ,6E)-5-hydroxy-1,7-diphenylhepta-4,6-dien-3-one, a natural product. (1E ,4Z ,6E)-5-Hydroxy-4-phenethyl1,7-diphenylhepta-1,4,6-trien-3-one, a curcuminoid, was synthesized starting from pentan-2,4-dione in 3 steps. Thesynthesized chemical compounds were applied against 2 gram-positive bacteria (Bacillus cereus and Arthrobacter agilis), 4gram-negative bacteria (Pseudomonas aeruginosa, Xanthomonas campestris, Klebsiella oxytoca, and Helicobacter pylori),and 1 yeast (Candida albicans) by the disc diffusion method. All of the synthesized compound exhibited different degreesof antimicrobial activity at concentrations between 20–100 µg/disc against the test organisms.
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Cite This Article
SEÇEN, H., DEMİR, Ş. B., SEÇİNTİ, H., ÇELEBİOĞLU, N., ÖZDAL, M., SEZEN, A., GÜLMEZ, Ö., ALGUR, Ö. F. (2022). Syntheses and antibacterial activities of 4 linear nonphenolic diarylheptanoids. Turkish Journal of Chemistry, Cilt: 44 - Sayı: 3, 589–601. https://ajindex.com/articles/601615
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