Synthesis, analytical behaviour and biological evaluation of new 4-substituted pyrrolo[1,2-a]quinoxalines as antileishmanial agents

Development of Small Molecules that Specifically Inhibit the D-loop Activity of RAD51

“…The analogues 9c and 9g were obtained by reducing the nitro group of 9b and 9f 31 via hydrogenation. To synthesize analogues in which the B-ring was replaced with other aromatic or saturated rings, the aniline 5e was reacted with different aldehydes 10a-d under similar conditions (in Scheme 4) to afford the products 11a-d [31][32][33] in good yield.…”

“…33 -The aniline 5e and aldehyde 10c were reacted according to the general procedure, and the crude product was further purified by flash silica gel column chromatography (ethyl acetate-hexanes, gradient up to 1:9) to provide the product 11c as pale-yellow oil (35% …”

Synthesis and evaluation of the antiproliferative activity of novel isoindolo[2,1-a]quinoxaline and indolo[1,2-a]quinoxaline derivatives

“…Structure elucidation of 4d was performed using high-resolution mass spectrometry analysis (experimental mass 257.0699, theoretical mass for C 15 H 10 N 2 O 23 Na 257.0691). Structural confirmation of compound 4d was also achieved by IR and 1 H NMR spectroscopy on the basis of previous results for 5H-pyrrolo[1,2-a]quinoxalin-4-one series published by our group [4][5][6][7]10,11 . In the 1 H NMR spectrum, we observed a D 2 O exchangeable singlet at 11.40 ppm characteristic of the NH lactam function.…”

“…These compounds have been reported to serve as key intermediates for the assembly of several heterocycles including antipsychotic agent 1 , anti-HIV agent 2 , adenosine A 3 receptor modulator 3 , antiparasitic agents [4][5][6][7] , and antitumor agents 8,9 . In this last field, the discovery and development of novel therapeutic agents are one of the most important goals in medicinal chemistry.…”

Synthesis and evaluation of the antiproliferative activity of novel pyrrolo[1,2-a]quinoxaline derivatives, potential inhibitors of Akt kinase. Part II

“…From these preliminary results, it appeared that the most promising pyrrolo [1,2-a] quinoxaline JG454 ( Figure 2) could initiate new, valuable anticancer chemistry scaffolding. Thus, taking into account our experience in the field of synthesis of new bioactive heterocyclic compounds based on our pyrrolo[1,2-a]quinoxaline heterocyclic core [19][20][21][22][23] , we used the JG454 pyrrolo[1,2-a] quinoxaline moiety as a template for the design of new derivatives in which the pyrrole nucleus is substituted in different positions by a phenyl in comparison with the reference compounds I-VI. We also decided to introduce a fluorobenzimidazole on the piperidine core in analogy to the new active reference compounds V-VI.…”