The synthesis, biological evaluation and fluorescence study of chromeno[4,3-b]pyridin/quinolin-one derivatives, the backbone of natural product polyneomarline C scaffolds: a brief review

Abstract

This review presents the synthesis, biological and fluorescence study of chromeno[4,3-b]pyridin/quinolin-ones via classical reactions including metal-catalyzed and green reaction protocols.

[CMMIM][BF4–] Ionic Liquid-Catalyzed Facile, One-Pot Synthesis of Chromeno[4,3-d]pyrido[1,2-a]pyrimidin-6-ones: Evaluation of Their Photophysical Properties and Theoretical Calculations

“…Analytical thin-layer chromatography (TLC) was carried out using 0.25 mm silica gel-coated Kieselgel 60 F254 plates. 1 H NMR (400 MHz), 13 C NMR (100 MHz), 19 F NMR (100 MHz), and 10 B NMR (128 MHz) spectra were measured on a Bruker DRX400 spectrometer. Chemical shifts and coupling constants are specified in parts per million (ppm) and Hertz (Hz), respectively, using tetramethyl silane as an internal standard and the solvent resonance at (DMSO-d 6 : 1 H NMR 400 MHz and 13 C NMR 100 MHz): δ 2.49 and 39.7 ppm.…”

“…The concentration of cumulative filtrates gave 1carboxymethyl 3-methyl imidazolium tetrafluoroborate [CMMIM][BF 4 − ] 4 as pale oil with 97% yield. The formed product was further characterized by 1 H, 13 C, 11 B, and 19 F NMR and FT-IR spectral techniques.…”

“…There are several reports available based on coumarins fused with different three-, four-, five-, and six-membered heterocycles like pyrazole, pyrrole, benzofuran, thiophene, and so on. The existence of two or more heterocyclic moieties in a single molecule can amplify or generate the target system’s biological properties and also exhibits interesting photophysical and pharmacokinetic characteristics when a heterocycle is fused to a coumarin unit. − Pyrimidines have diverse intrinsic biological and medical attributes that include antiallergic, antipyretic, anticancer, antihypertensive, and so on, so that they can serve as attractive scaffolds and key frameworks in organic and medicinal chemistry. , It is a prominent endogenous component of the body and its derivatives can facilitate the interaction with genetic material, enzymes, and other bio constituents inside the cell . Abundant reports have been made regarding the clinical uses of some of the fused coumarins (Figure b).…”

Mini Review on Pyrido[2,3-c]coumarins Backbone of Santiagonamine Antibiotics

“…It was extracted from stems and branches of the South American shrub Berberis darwinii Hook. A large number of synthetic pyridocoumarins [21][22][23][24][25][26][27][28][29][30][31][32][33][34] are known to exhibit diverse biological facets, including anti-bacterial, anti-microbial, anti-malarial, antipsychotic (dopamine D4 receptor antagonists) anti-fungal, anti-cancer, [35][36][37][38][39][40][41][42][43] and anti-Huntington's 44 and anti-ecto-5′-nucleotidase (e5′NT) enzymatic 45 activity. In addition, these compounds act as bronchodilator agents, 46 and are used as excellent fluorescence probes.…”

Recent advances in the synthesis of chromenone fused pyrrolo[2,1-a]isoquinoline derivatives

“…1a, showing the spectrum of altering the position of the sp 3 carbon and carbonyl function of the pyran ring, respectively. These moieties (either natural or synthetic) are significant compounds for their broad spectrum of biological properties, [2][3][4][5][6][7][8][9][10] especially for their anticoagulant, antibacterial, antioxidant, and antiviral as well as anticancer properties reported over the last 150-200 years. Pyrrolo[2,1-a]isoquinoline scaffolds 11 (Fig.…”