Synthesis and Antimicrobial Activity of Novel Derivatives of 7‐aryl‐10‐thioxo‐7, 10, 11, 12 – tertahydro‐9H‐benzo[H] pyrimido [4,5‐b] quinoline‐8‐one

Abstract

A highly competent synthesis of novel 7‐aryl‐10‐thioxo‐7, 10, 11, 12‐tertahydro‐9H‐benzo [H] pyrimido [4, 5‐b] quinoline‐8‐one derivatives has been reported through a Knoevenagel condensation followed by Michael addition and subsequent cyclization using ethanol:acetic acid (8:2 v/v). The mentioned protocol has advantages like high yields, cleaner reactions, operational simplicity, and environment friendliness. Moreover, these compounds were further screened against the plant pathogenic fungi like Colletotrichum truncatum, Ustilago maydis, Trichosporon, Trichothecium sp., Aspergillus oryze, Aspergillus terreus, and Aspergillus niger by agar well method bioassay. The results were elaborated for minimum inhibitory concentration determination using agar dilution method against fungal strains C. truncatum and U. maydis as well as broth dilution method for bacteria species Gram‐positive Bacillus megaterium and Gram‐negative Proteus vulgaris. Most of the tested compounds showed promising results towards the antimicrobial activity.

Decorated Magnetic Nanocatalyst with Trinitriloacetic Acid as a Heterogeneous Catalyst used in the Synthesis of Pyrimido[4,5]quinoline‐2,4‐diones

“…Also in compare to acidic catalysts, such as acetic acid, [56] p ‐toluensulfonic acid (TsOH), [57] oxalic acid dihydrate:proline (LTTM), [58] and graphene oxide (GO), [59] which have been used for preparation of the similar products through the same reaction, Fe 3 O 4 @SiO 2 ‐NH‐NTAA require a lower reaction temperature in addition to lower mol %, higher turnover number (TON) and turnover frequency (TOF), and higher reaction yield.…”

Organocatalyzed Synthesis of Functionalized Quinolines

“…In 2018, Kumbhar et al [39] adopted 1-naphthylamine, aldehydes and thiobarbituric acid as startingm aterials and used ethanol:a cetic acid catalytic system to generate antimicrobial agents:7 -aryl-10-thioxo-7,10,11,12-tertahydro-9H-benzo[H] pyrimido [4,5-b] quinoline-8-one derivatives (Scheme 23). The products were evaluated and subjected to be against the plant pathogenic fungi by athours.…”

Synthesis of pyrimido[4,5- b ]quinolindiones and formylation: ultrasonically assisted reactions

“…Pyrimidoquinoline derivatives have been widely studied from several aspects, including synthetic procedures for obtaining detailed methodologies, reactions, precursors, catalysts, diversity, structural derivatization, analysis of biological activity and studies of potential applications as materials [1][2][3][4][5][6][7][8][9][10][11][12][13][14][15][16][17][18][19]. Convergent synthetic routes for the preparation of the pyrimido [4,5-b]quinoline template involved the construction of a pyrimidine ring on the pyridine core of the hydroquinoline ring.…”

“…Combined with the wide commercial availability of reagents, particularly amines, aldehydes and ketones, these features have positioned MCRs as one of the most powerful techniques for the synthesis of polyfunctionalized heterocyclic systems. MCRs, in combination with microwave-or ultrasound-assisted synthesis, have contributed to the expansion of the molecular library of pyrimido [4,5-b]quinoline derivatives (figure 1C) [8][9][10][12][13][14][15][16], resulting in molecules with significant properties [1][2][3][4][5][6][7][12][13][14][15][16]. These studies have led to the development of greener and environmentally safer synthetic conditions [17][18][19][20][21] and reusable catalysts [22][23][24][25] (figure 1D).…”