Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5267815 | Tetrahedron Letters | 2012 | 4 Pages |
Abstract
Bispropargyl ethers (both symmetrical and non-symmetrical) equipped with 1,4-dimethoxyaryl groups were synthesized. Under strongly basic conditions (KOBut/toluene/reflux), these ethers underwent Garratt-Braverman type cyclization to the tetramethoxy bi-aryl systems in high yields presumably via the bisallenes. The products could be successfully converted to the bis-quinones via CAN-mediated demethylation cum oxidation. This two-step protocol offers a simple route to bis-quinones, connected by C1-C2â² bonds, in good yields. Fluorescence based EB-displacement assay, CD spectroscopy and viscosity measurements confirmed the DNA-binding ability of the synthesized quinones via intercalation.
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Authors
Partha Sarathi Addy, Sansa Dutta, Kumar Biradha, Amit Basak,