One‐Step Synthesis of Fused Chromeno[4,3‐b]pyrrolo[3,2‐h]quinolin‐7(1H)‐One Compounds and their Anticancer Activity Evaluation

Abstract

FeCl 3 catalyzed synthesis of chromeno [4,3-b]pyrrolo[3,2-h]quinolin-7(1H)-one compounds is reported in this paper. The target molecules were synthesized by combining 4-hydroxy coumarin, 7-amino indole and diverse aromatic aldehydes in 1,4-dioxane as a solvent, at 90 8C. The final compounds obtained were subjected to anticancer activity evaluation using murine melanoma cell lines (B16F10). Best result was obtained for compound bearing 2-chloro-3-pyridyl substituent, which showed IC 50 value of 70.74 mM.

NH4OAc‐Promoted Cascade Approach towards Aberrant Synthesis of Chromene‐Fused Quinolinones

“…The strategy is scalable, and an array of arylhydrazine hydrochlorides delivered chromene-fused quinolinones in good to excellent yields. eral natural products including santiagonamine, [6] and have been identified as antibacterial, [7] and anticancer agents, [8] sensors, [9] dyes for mitocondrial imaging, [10] estrogen receptorselective ligands, [11] selective non-steroidal progesterone receptor modulators, [12] and glucocorticoid modulators [13] (Figure 1).…”

“…Strikingly, chromene nucleus has displayed a center‐stage role in designing a number of fascinating fluorescent heterocyclic architectures of immense potential in medicinal and material chemistry . In particular, chromene‐fused quinolines constitute an integral part of several natural products including santiagonamine, and have been identified as antibacterial, and anticancer agents, sensors, dyes for mitocondrial imaging, estrogen receptor β ‐selective ligands, selective non‐steroidal progesterone receptor modulators, and glucocorticoid modulators (Figure ).…”

Recent Progress on Copper-Catalyzed C–C Bond Formation via C(sp2)–H Insertions Using Diazo and Related Compounds

“…Azaheterocycles are recognized as a crucial structural element in medicinal chemistry. They are also frequently present in biomolecules, including vitamins, enzymes, natural products, and biologically active compounds demonstrating antibacterial, 35` b c anticonvulsant, 36 antifungal, 37a–c anti-allergic, 38` b herbicidal, 39a b and anticancer 40` b c properties. Therefore, the functionalization of nitrogen-containing heterocyclic compounds is very important.…”

Recent Advances in Synthesis and Biological Assessment of Quinoline‐Oxygen Heterocycle Hybrids

“…Thigulla et al [58] . developed a simple, convenient and low to moderate yielding synthesis of chromeno[4,3‐b]pyrrolo[3,2‐h]quinolin‐7 (1H )‐one derivatives 115 ( a – s ) catalysed by ferric chloride taking 4‐hydroxycoumarin 112 , 7‐aminoindole 113 and differently substituted aryl aldehydes 114 ( a – s ) as reactants and 1,4‐dioxane as solvent (Scheme 26).…”