A review on the synthesis of heteroannulated quinolones and their biological activities

Pyranoquinolone derivatives: A potent multi‐targeted pharmacological scaffold

“…11‐(4‐methoxyanilino)‐6‐methyl‐6 H ‐indolo‐[2,3‐b]‐quinoline has been most toxic among all, with an average GI50 range of 0.78 μM. It was highly virulent to K‐562, HL‐60 (TB), RPMI‐8226, MOLT‐4 and SR cells, with GI50 values of 0.42, 0.11, 0.14, 0.09 and 0.19 μM, respectively [78, 79].…”

Enzymatic approaches to site-selective oxidation of quinoline and derivatives

“…4,5 As a consequence, methods for their synthesis have attracted a significant amount of attention. 2,6–11…”

“…1) are one type of the main building blocks of living systems, being the principle components of naturally occurring alkaloids, such as (−)-quinine (5), galipine (6) and camptothecin (7) for 1 (Fig. 2a), 1 (−)-angustureine (8), (−)-cuspareine (9), (−)-galipeine (10) and (−)-galipinine (11) for 2 (Fig. 2b), 1b,2 berberine (12), palmatine (13), jatrorrhizine (14) and sanguinarine (15) for 3 (Fig.…”

“…4,5 As a consequence, methods for their synthesis have attracted a significant amount of attention. 2, [6][7][8][9][10][11] In the past, most of the focus of synthesis of compounds with these nitrogenous heterocyclic rings as core frameworks has been on the use of chemical methods. For example, procedures of Conrad-Limpachs, 12 Pfitzinger, 13 Friedländer, 14 Skraup 15,16 and Doebner-Miller 17,18 reactions have been developed for synthesis of quinoline-containing compounds, whereas reduction of nitrogenous heterocyclic ring of the respective quinoline derivative, formation of single or multiple carbon-carbon bonds, and nitrogenous heterocyclic ring contraction and expansion have been common strategies for synthesis of tetrahydroquinoline-containing compounds.…”

Molecular Rearrangement of Pyrazino[2,3-c]quinolin-5(6H)-ones during Their Reaction with Isocyanic Acid

“…The biological activity of some 3-aminoquinoline-2,4-diones has been described [ 18 ]. 3-Amino-3-(4-fluorophenyl)-1 H -quinoline-2,4-dione was demonstrated as effective against oxidative stress-related diseases [ 19 ] and suppresses reactive oxygen species [ 20 , 21 ].…”