Mechanisms of Antiradical Activity of 2,3,5,6,8-Pentahydroxy-7-Ethyl-1,4-Naphthoquinone (A Review)

Anti-Inflammatory Activity of 1,4-Naphthoquinones Blocking P2X7 Purinergic Receptors in RAW 264.7 Macrophage Cells

“…2-(β-D-glucopyranosyl-1-thio)-3-methoxynaphthalene-1,4-dione ( 3, U-548 ).Yield 108 mg (56%), brown solid, mp 96–99 °C. R f 0.56 (benzene-ethylacetate-methanol, 2:1:1 v/v , silufol plates) [ 14 ]. 1 H NMR (700 MHz, DMSO-d 6 ): δ 3.09 (m, 3H), 3.22 (m, 1H), 3.34 (m, 1H), 3.53 (m, 1H), 4.11 (s, 3H), 4.33 (t, 1H, J 5.7 Hz), 4.93 (d, 1H, J 4.4 Hz), 5.10 (d, 1H, J 4.0 Hz), 5.29 (d, 1H, J 9.7 Hz), 5.46 (d, 1H, J 6.2 Hz), 7.82 (m, 2H), 7.95 (m, 1H), 7.97 (m, 1H).…”

“…(2R,3R,4S,4aR,12aS)-2-Hydroxymethyl-3,4,-dihydroxy-3,4,4a,12a-tetrahydro-2H-naphtho[2,3-b]pyrano[2,3-e][1,4]-oxathiine-6,11-dione ( 4, U-286 ). Yield 28 mg (16%), orange powder, mp 350–351 °C, R f 0.67 (benzene-ethylacetate-methanol, 2:1:1 v/v , silufol plates) [ 14 ]. 1 H NMR (300 MHz, DMSO-d 6 ): δ 3.25–3.65 (m, 5H), 3.74 (ddd, 1H, J 10.0, 5.7, 1.2 Hz ), 4.77 (t, 1H, J 7.5 Hz), 4.99 (d, 1H, J 7.5 Hz), 5.43 (d, 1H, J 5.3 Hz), 5.71 (d, 1H, J 5.3 Hz), 7.78–7.86 (m, 2H), 7.91–8.01 (m, 2H).…”

“…Natural 1,4-naphthoquinones (1,4-NQs) are a promising class of biologically active compounds that perform various protective functions in plant and animal organisms [ 13 ]. Most of 1,4-NQs are cytotoxic for different type cells but at low concentrations some of them exhibit pronounced antioxidant and cardioprotective properties in postinfarction conditions and burn conditions associated with extensive tissue damage [ 14 ]. Based on natural 1,4-NQs, various synthetic compounds with high toxicity to cancer cells have also been obtained [ 15 ].…”