Chromanone-A Prerogative Therapeutic Scaffold: An Overview

Abstract

Chromanone or Chroman-4-one is the most important and interesting heterobicyclic compound and acts as a building block in medicinal chemistry for isolation, designing and synthesis of novel lead compounds. Structurally, absence of a double bond in chromanone between C-2 and C-3 shows a minor difference from chromone but exhibits significant variations in biological activities. In the present review, various studies published on synthesis, pharmacological evaluation on chroman-4-one analogues are addressed to signify the importance of chromanone as a versatile scaffold exhibiting a wide range of pharmacological activities. But, due to poor yield in the case of chemical synthesis and expensive isolation procedure from natural compounds, more studies are required to provide the most effective and cost-effective methods to synthesize novel chromanone analogs to give leads to chemistry community. Considering the versatility of chromanone, this review is designed to impart comprehensive, critical and authoritative information about chromanone template in drug designing and development.

Therapeutic potential of 1,2,3‐triazole hybrids for leukemia treatment

“…3 | 1,2,3-TRIAZOLE-TETRAHYDROISOQUINOLINE/COUMARIN/ FLAVONOID HYBRIDS Tetrahydroisoquinolines, coumarins, and flavonoids, which belong to benzo six-membered heterocycles, are the "privileged scaffolds" commonly found in nature and exhibit a fascinating array of pharmacological properties including antileukemic activity. [28][29][30] Mechanistically, tetrahydroisoquinolines, coumarins, and flavonoids could inhibit various enzymes like aromatase, carbonic anhydrase, kinase, telomerase, and sulfatase, so these derivatives could exert the anticancer activity via diverse mechanisms such as inhibiting angiogenesis, triggering cell cycle arrest and inducing apoptosis. [31][32][33] Hence, tetrahydroisoquinolines, coumarins, and flavonoids demonstrated broad-spectrum activity against both drug-susceptible and multidrug-resistant cancers, and hybridization of 1,2,3-triazole with tetrahydroisoquinoline/coumarin/flavonoid represents a promising strategy to develop novel antileukemic candidates with multiple action mechanisms.…”

Antimicrobial Activity and DFT Studies of a Novel Set of Spiropyrrolidines Tethered with Thiochroman-4-one/Chroman-4-one Scaffolds

“…The latter were obtained via multicomponent reactions (MCRs) of arylidene thiochroman-4-ones/chroman-4-ones, glycine ethyl ester, and On the other hand, 4-chromanone derivatives represent privileged scaffolds in heterocyclic chemistry and for drug discovery. They are used as versatile intermediates for the synthesis of many natural products [14][15][16][17][18][19] and constitute interesting building blocks in drug design and organic synthesis [20][21][22][23]. They also exhibit significant biological activities allowing their use as anticancer [24][25][26][27], antifungal and antibacterial [28][29][30][31], anti-inflammatory [32,33], antidiabetic [34,35], anti-leishmanial (caused by protozoan parasites) [36,37], and insecticidal agents [38] (Figure 1).…”

Synthesis and molecular docking studies of new chromane (2-(4-hydroxybenzyl) 3,5,7-trihydroxychroma-4-one) and its O-substituted analogues

“…Generally, the presence of chromane ring-based structure in a molecule is often associated with its potency to prevent diseases. Moreover numerous synthetic derivatives of naturally occurring chromane such as hesperitin [6], Violacin A [7], dihydromyricetin [8], stilbin [9], silybin [10], 4'-O-Dimethylophiopogonanone E [11], Novel (E)-5,7dimethoxy-3-(4'-hydroxybenzylidene) chroman-4-one [7], 3-arylidene-7methoxychroman-4-one, Dihydroflavonols [3,5,7-Trihydroxy-2-(4′-fuorophenyl) chroman-4-one], [3,5,7-Trihydroxy-2-(pyridin-3-yl) chroman-4-one], [3,5,6,7-Tetrahydroxy-2-(3′,4′-dihydroxyphenyl) chroman-4-one] [12], Homoisoflavones [(R)-3-(3,4-Dihydroxybenzyl)-7-hydroxy-5-methoxychroman-4-one],…”