New 1,4-anthracenediones bearing fused-heterocycle rings were synthesized and evaluated as cytotoxics, antifungals and antivirals. Some of them showed GI50 at the μM level.
A new procedure to obtain anthracene-1,4-diones from p-benzoquinones and myrcene, in the presence of acids, is described. The cycloaddition reaction between a-myrcene and p-benzoquinones, followed by oxidation, led to 1,4-naphthoquinones or 1,4-anthraquinones depending upon whether the Lewis acid used in the Diels-Alder reaction, was present or absent during oxidation; furthermore, traces of acid in the solvents played an important role in determining the cycloadduct obtained. The quinones synthesized exhibited cytotoxicity towards several tumor cell lines.
New 1,4-Anthracenedione Derivatives with Fused Heterocyclic Rings: Synthesis and Biological Evaluation. -Various terpenylquinones are synthesized by nucleophilic addition or substitution reactions of 1,4-anthracenediones and further transformed into extended polycyclic systems, which mainly keep the 1,4-quinone moiety fused to different nitrogen-heterocyclic rings into the structure. The compounds are screened for their antineoplastic, antifungal, and antiviral activities. -(CASTRO*, M. A.; GAMITO, A. M.; TANGARIFE-CASTANO, V.; ROA-LINARES, V.; MIGUEL DEL CORRAL, J. M.; MESA-ARANGO, A. C.; BETANCUR-GALVIS, L.; FRANCESCH, A. M.; SAN FELICIANO, A.; RSC Adv. 5 (2015) 2, 1244-1261, http://dx.
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