4′-Alkoxyl substitution enhancing the anti-mitotic effect of 5-(3′,4′,5′-substituted)anilino-4-hydroxy-8-nitroquinazolines as a novel class of anti-microtubule agents

The Design, Synthesis, and Evaluation of Coumarin Ring Derivatives of the Novobiocin Scaffold that Exhibit Antiproliferative Activity

“…N -arylation of 30 was accomplished with p -methoxybenzylamine under Ullman-like conditions employing CuI and L-(−)-proline as a catalyst to provide 31 54. Acylation of the secondary aniline with the desired benzoyl chloride,55 generated in situ from the appropriate benzoic acid,56 afforded PMB-protected amide 32 . Interestingly, subjection of 32 to aluminum trichloride in anisole57 resulted solely in the formation of 7-hydroxy 33 ; the PMB-protected amide remained intact.…”

A Novel Synthetic Analog of 5, 8-Disubstituted Quinazolines Blocks Mitosis and Induces Apoptosis of Tumor Cells by Inhibiting Microtubule Polymerization

“…Among them, 4-anilinoquinazolines are the most promising small molecule EGFR tyrosine kinase inhibitors. The 5-substituted quinazoline derivatives, however, have no effect on the EGFR tyrosine kinase, but display potent antiproliferative effect[19], [20] …”

“…LJK-11 (MW: 312.28) was synthesized via a straightforward six-step synthetic route as reported previously[19], [20], starting from the commercially available 3-chloro-2-methyl aniline and employing Neimentowski synthesis as the key step. The final product was characterized by HNMR, MS, and Elemental analyses.…”

Synthesis and Antibacterial Activity of 7-chloro-2–methyl-4H-benzo[d][1,3]–oxazin-4-one and 3–amino-7-chloro-2-methyl quinazolin-4(3H)–one

“…In the 13 C-NMR spectrum, the ester carbonyl resonated at δC 168.3, while the aromatic carbons resonated in the range δC 113.4 -140.3. The resonance at δC 140.3 was due to the chlorinated carbon (C-5) while the resonances at δC 153.1, 149.2 and 22.1 were due to the carbons adjacent to the nitrogen of the oxazinone ring (C-1 and C-7) and the methyl carbon (C-9), respectively ( Table 1) (Figure 1).…”

“…Methaqualone was synthesized for the first time in 1951 and it is the most well-known synthetic quinazolinone drug famous for its sedative hypnotic effects. 9 The structural diversity of quinazolinones has been broadened with the discovery of asperlicin along with asperlicins B, C, D and E. [10][11][12][13][14] The broad spectrum of activity has been further facilitated by the synthetic versatility of quinazolinones which allows the generation of a large number of structurally diverse molecules. 15 Taking into consideration the use of quinazolinone derivatives in the treatment of some diseases, mentioned above, we have tested the antibacterial activity of the synthesized compounds 1 and 2 using strains of staphylococcus aureus, Bacillus …”