53209-37-3Relevant academic research and scientific papers
Synthesis, in vitro and in vivo evaluation of 2-aryl-4H-chromene and 3-aryl-1H-benzo[f]chromene derivatives as novel α-glucosidase inhibitors
Spasov, Alexander A.,Babkov, Denis A.,Osipov, Dmitry V.,Klochkov, Vladlen G.,Prilepskaya, Diana R.,Demidov, Maxim R.,Osyanin, Vitaly A.,Klimochkin, Yuri N.
supporting information, p. 119 - 123 (2018/10/20)
Herein we report a study of novel arylchromene derivatives as analogs of naturally occurring flavonoids with prominent α-glucosidase inhibitory properties. Novel inhibitors were identified via simple stepwise in silico screening, efficient synthesis, and biological evaluation. It is shown that 2-aryl-4H-chromene core retains pharmacophore properties while being readily available synthetically. A lead compound identified through screening inhibits yeast α-glucosidase with IC50 of 62.26 μM and prevents postprandial hyperglycemia in rats at 2.2 mg/kg dose.
Scandium (III)-Catalyzed Cycloaddition of in situ Generated ortho-Quinone Methides with Vinyl Azides: An Efficient Access to Substituted 4H-Chromenes
Thirupathi, Nuligonda,Tung, Chen-Ho,Xu, Zhenghu
, p. 3585 - 3589 (2018/09/22)
A convenient and practical synthesis of 4H-chromenes from the readily accessible o-hydroxybenzhydryl alcohols and vinyl azides has been achieved. The transformation proceeds through a cascade that involves formation of an ortho-quinone methide, [4+2]-cycloaddition and elimination of hydrazoic acid. The reaction is well tolerated with respect to both the o-hydroxybenzhydrols and the vinyl azides and affords the products in moderate to good yields. (Figure presented.).
Shedding light on organocatalysis - Light-assisted asymmetric ion-pair catalysis for the enantioselective hydrogenation of pyrylium ions
Hsiao, Chien-Chi,Liao, Hsuan-Hung,Sugiono, Erli,Atodiresei, Iuliana,Rueping, Magnus
supporting information, p. 9775 - 9779 (2013/08/23)
A new light-driven asymmetric ion-pair catalysis procedure for the metal-free enantioselective hydrogenation of in situ generated pyrylium ions from readily available chalcones was developed (see scheme). The photo-assisted Bronsted acid catalyzed procedure has broad scope and allows, for the first time, access to valuable 4H-chromenes in good yields and with excellent enantioselectivities. Copyright
TFA-mediated tandem Friedel-Crafts alkylation/cyclization/hydrogen transfer process for the synthesis of flavylium compounds
Wu, Yan-Chao,Liu, Li,Liu, Yu-Liang,Wang, Dong,Chen, Yong-Jun
, p. 9383 - 9386 (2008/03/13)
(Chemical Equation Presented) The tandem reaction of phenols and chalcones in refluxing TFA gave the flavylium species of 2-hydroxy-2-phenyl-2H-chromenes in moderate to good isolated yields. The reaction was proposed to involve a tandem transformation of
