Synthesis and Chemical Reactivity of 4‐Oxo‐4H‐1‐benzopyran‐3‐carboxaldehyde

Abstract

4‐Oxo‐4H‐1‐benzopyran‐3‐carboxaldehyde (chromone‐3‐carboxaldehyde or 3‐formylchromone) 1 is an important biologically active compound. It can serve as a precursor in the synthesis of a wide range of heterocyclic systems having chromone moiety, many of which exhibit broad spectrum of biological activities such as anti‐mutagenisity, cytotoxicity, thymidine phosphorylase inhibitor, and anti‐HIV activity. During the last decade, the title compound was studied extensively. The review presents an overall survey of the synthesis, chemical reactivity, and biological activities of 4‐oxo‐4H‐1‐benzopyran‐3‐carboxaldehydes and some of its derivatives.

Synthesis, characterization, PXRD studies, and theoretical calculation of the effect of gamma irradiation and antimicrobial studies on novel Pd(II), Cu(II), and Cu(I) complexes

“…Hydrazone derivatives are a large class of chemicals used in various medicinal applications ( Abdalla et al, 2021 ) because of their broad range of pharmacokinetic features ( Popiołek et al, 2018 ; Aneja et al, 2019 ; El-saied et al, 2020 ; Katariya et al, 2020 ), particularly in drug detection programmers. The hydrazone and carbaldehyde derivatives, as well as their complexes, have been reported to reveal a wide range of biological features ( Sepay and Dey, 2014 ; Parveen et al, 2018 ; Naveen et al, 2020 ; Zülfikaroğlu et al, 2020 ), such as anticancer ( Mandewale et al, 2017 ; Manohar et al, 2018 ; Yousefi et al, 2019 ; Babahan et al, 2020 ), antibacterial ( Ekennia et al, 2018 ; Özbek et al, 2019 ; Khan et al, 2020 ), antimicrobial ( Cao et al, 2018 ; Philip et al, 2018 ; Santiago et al, 2020 ), antifungal ( Rocha et al, 2019 ; Elsayed et al, 2020 ), antimalarial ( Maurya et al, 2017 ), antiviral ( Sreepriya et al, 2020 ), antimycobacterial ( Mandewale et al, 2017 ; Mandewale et al, 2018 ), antileishmanial ( Coimbra et al, 2019 ), antiplatelet ( Margariti et al, 2020 ), anti-analgesic antitubercular, anticonvulsant ( Dehestani et al, 2018 ), anti-uropathogenic ( Alodeani et al, 2015 ), antiproliferative ( Bergamini et al, 2019 ), antiarthritic ( Shabbir et al, 2014 ), and antioxidant properties ( Vanucci-Bacqué et al, 2016 ; Anastassova et al, 2018 ; Al-Hazmi et al, 2020 ); potent immunomodulatory agents ( Meira et al, 2018 ); and potent antiangiogenic agents in atherosclerosis ( Vanucci-Bacqué et al, 2016 ). They are also essential in Alzheimer’s disease treatment ( Haghighijoo et al, 2017 ; Parlar et al, 2019 ).…”

Recyclization of 3‐substituted‐6,8‐dimethylchromones with some heterocyclic enamines: Spectroscopic, quantum calculations (HOMO–LUMO, MEP, NLO), biological evaluation, and ADME investigation

“…Chromones represent important category of natural compounds that have numerous biological applications including antimicrobial [1], antibacterial [2], antimalarial [3], antioxidant [4], antiproliferative [5], antitubercular [6], anticancer [7], antitumor [8], anti-inflammatory [9], antitobacco mosaic virus [10], as well as treatment of Alzheimer's diseases [11], inhibitors for α-glucosidase [12] and monoamine oxidase [13]. The chemical behavior of 3-substituted chromones revealed a variety of chemical conversions upon reaction with nucleophiles [14][15][16][17]. A diversity of synthetic methods was applied to construct heterocyclic compounds containing pyrazolo [3,4-b]pyridines and pyrido [2,3-d]pyrimidines with variable medicinal and pharmacological applications [18][19][20][21].…”

Antibacterial, antifungal, and anticancer screening of some nano mono Co(II), Zn(II), Ru(III), and Ag(I) binuclear metal complexes of new hydrazone ligand

“…These uses result from their diverse spectrum of pharmacokinetic characteristics, 2–5 specifically how crucial they are to drug detection programs 6,7 . Numerous investigations have demonstrated the range of biological features of the hydrazone and carbaldehyde derivative complexes, 8–11 such as antibacterial, 12–14 anticancer, 15–18 antimicrobial, 19–21 antimalarial, 22 antifungal, 23,24 antiviral, 25 antileishmanial, 25,26 antimycobacterial, 15,27 antiplatelet, 28 antiuropathogenic, 29 antianalgesic, antitubercular, anticonvulsant, 30 antiarthritic, 31 antiproliferative, 32 potent immunomodulatory agents, 33 antioxidant 34–36 properties, and potent antiangiogenic agents in atherosclerosis 34 . Hydrazones and their transition metal complexes are being researched in great detail as their utility as medications, analytical reagents, and pesticides rises.…”