38276-59-4

Usage

Uses

Used in Pharmaceutical Applications:
Burchellin is used as an anti-inflammatory agent for its potential to reduce inflammation and alleviate related symptoms. Its anti-cancer properties make it a candidate for the development of cancer treatments, particularly for inhibiting the growth of human cancer cells in vitro.
Used in Antifungal and Antibacterial Applications:
Burchellin is used as an antifungal and antibacterial agent for its demonstrated ability to combat fungal and bacterial infections, making it a potential candidate for pharmaceutical and agricultural uses in disease control and prevention.
Further research on the pharmacological and biological properties of burchellin could reveal its full potential for various medicinal and agricultural purposes, enhancing its applications and efficacy in these fields.

InChI:InChI=1/C20H20O5/c1-4-7-20-10-17(22-3)14(21)9-18(20)25-19(12(20)2)13-5-6-15-16(8-13)24-11-23-15/h4-6,8-10,12,19H,1,7,11H2,2-3H3

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Relevant academic research and scientific papers

Burchellin and its stereoisomers: Total synthesis, structural elucidation and antiviral activity

Burchellin and its analogues are a class of neolignan natural products containing a rare core with three contiguous stereogenic centers. In previous reports, racemic burchellin was synthesized without accessing each of the enantiomers. In this paper, a concise and efficient total synthetic route to divergently access the enantiomers of burchellin and those of its 1′-epi-diastereoisomer over six steps for each is disclosed, where each of the enantiomers was obtained by preparative chiral phase HPLC purification. The key steps include the construction of a 2,3-dihydrobenzofuran moiety by two Claisen rearrangements and a one-step rearrangement/cyclization and subsequent tandem ester hydrolysis/oxy-Cope rearrangement/methylation to furnish the basic skeleton of burchellin. The structures and absolute configurations of the four stereoisomers were determined using spectroscopic data analyses and comparison of experimental and calculated electronic circular dichroism data. These stereoisomers were found to have potent antiviral effects against coxsackie virus B3, and is the first time that bioactivity has been reported for these compounds. This journal is