Novel quinazoline–quinoline alkaloids with cytotoxic and DNA topoisomerase II inhibitory activities

Unprecedented Aromatic Homolytic Substitutions and Cyclization of AmideIminyl Radicals: Experimental and Theoretical Study

“…[17] Among these compounds, luotonin A is a human DNA topoisomerase I poison, which has been isolated from Peganum nigellastrum, a Chinese medicinal plant. [18] Ma et al have examined the biological activity of luotonin A and its analogues, [19] while Jahng and co-workers have reported structure-activity studies on this class of compounds. [20] Luotonin A exhibits cytotoxicity toward the murine leukemia P388 cell line [18] by stabilizing the topoisomerase I/DNA complex.…”

Tricyclic Quinazoline Alkaloids: Isolation, Synthesis, Chemical Modification, and Biological Activity

“…The N-4/5 atom of 1, 13, 155 (n = 1), 32, and 33 and their derivatives formed salts with mineral acids. Reactions with Br 2 in glacial AcOH, CHCl 3 , MeOH, and other solvents transformed them into tribromides (181) at the Py N atom that reacted with ketones (acetone, acetophenone) to give the corresponding hydrobromides (182). Treatment of their solutions with NaHCO 3 gave the bromides of deoxyvasicinone, deoxyvasicinethione, deoxypeganine, and their derivatives (183).…”

“…The alkaloids luotonin A and B (29 and 30) exhibit cytotoxic activity against the P-388 murine leukemia cell line (IC 50 = 1.8 Pg/mL) [8] and stabilizing activity for human DNA topoisomerase 1 [180][181][182][183].…”

DBU-catalyzed expeditious and facile multicomponent synthesis of N-arylquinolines under microwave irradiation

“…Quinoline is one of the most popular N-heteroaromatic frameworks present in many pharmaceuticals and exhibits a wide spectrum of pharmacological effects, such as antiplasmodial [1], intrinsic [2], cytotoxic [3], functional [4], antibacterial [5], antiproliferative [6], antimalarial [7], and anticancer activities [8]. Therefore, the synthesis of quinolines has attracted much attention in organic synthesis.…”