1452153-58-0

Upstream product

• 571-60-8 1,4-Dihydroxynaphthalene 
• 5697-00-7 1,4-diacetoxynaphthalene 
• 288074-67-9 1-(4-ethoxy-1-hydroxynaphthalen-2-yl)ethan-1-one 
• 130-15-4 [1,4]naphthoquinone 
• 40420-48-2 2-acetylnaphthalene-1,4-diol 
• 5813-57-0 2-acetyl-1,4-naphthoquinone 
• 98-83-9 isopropenylbenzene 

Relevant academic research and scientific papers

Anti-tyrosinase, antioxidant, and antibacterial activities of novel 5-hydroxy-4-acetyl-2,3-dihydronaphtho[1,2- b ]furans

Novel 5-hydroxy-4-acetyl-2,3-dihydronaphtho[1,2-b]furans (7a-k) were synthesized using ceric ammonium nitrate (CAN)-catalyzed formal [3 + 2] cycloaddition. Synthesized compounds were evaluated for their tyrosinase inhibitory, antioxidant, and antibacterial activities. A modified spectrophotometric method using l-DOPA as substrate was used to determine tyrosinase inhibitory activities, and a 1,1-diphenyl-2-picrylhydrazyl (DPPH) assay was used to evaluate antioxidant properties. Antibacterial activities against gram-negative Escherichia coli (KCTC-1924) and gram-positive Staphylococcus aureus (KCTC-1916) were evaluated using the disc diffusion technique. Of the synthesized compounds, 7b with a 4-acetyl and an electron-enriched dihydronaphthofuran ring showed the highest tyrosinase-inhibition activity (IC50 Combining double low line 8.91 μg/mL), which was comparable with that of standard kojic acid (IC50 Combining double low line 10.16 μg/mL), potent antioxidant activity (IC50 Combining double low line 3.33 μg/mL), which was comparable with that of BHT (IC50 Combining double low line 34.67 μg/mL), and excellent antibacterial activities (MICs: 0.50 μg/mL against E. coli and S. aureus strains). A mechanistic analysis of 7b demonstrated that its tyrosinase inhibitory activity was reversible and competitive. Compounds 7c and 7d showed potent antioxidant activities (IC50: 6.30 and 5.01 μg/mL), and compound 7d also exhibited potent inhibitory activity against E. coli with a MIC of 0.5 μg/mL. Furthermore, compounds 7a, 7e, 7f, and 7i showed potent antibacterial activities against S. aureus with MICs of 0.5 μg/mL, which was comparable to that of ampicillin (MIC Combining double low line 0.5 μg/mL).

Dihydronaphtho[1,2-b]furan derivatives and synthesis method thereof

The present invention relates to dihydronaphtho[1,2-b]furan derivatives and a synthesis method thereof, wherein different kinds of dihydronaphtho[1,2-b]furan derivatives representing various biological activities can be synthesized through a one-pot process with high yield. In addition, the synthesized dihydronaphtho[1,2-b]furan can be easily synthesized using a key step to furumollugin in a second step.COPYRIGHT KIPO 2015

A novel and efficient synthesis of diverse dihydronaphtho[1,2-b]furans using the ceric ammonium nitrate-catalyzed formal [3 + 2] cycloaddition of 1,4-naphthoquinones to olefins and its application to furomollugin

A novel approach was developed for the synthesis of diverse dihydronaphtho[1,2-b]furans from 1,4-naphthoquinones and olefins in the presence of ceric ammonium nitrate. This reaction provides a rapid route for the synthesis of a variety of dihydronaphtho[1,2-b]furans and naphtho[1,2-b]furans bearing different substituents. This methodology was also used to synthesize the biologically important natural product furomollugin in only 2 steps. The Royal Society of Chemistry.