62019-33-4Relevant academic research and scientific papers
Dearomatization/Deiodination of o-Iodophenolic Compounds with α,β-Unsaturated Imines for Accessing Benzofuran Derivatives
Luan, Xinjun,Yu, Jingxun,Yuan, Zhiwei,Zhou, Bigui
, p. 837 - 841 (2022/02/07)
A dearomatization/deiodination/rearomatization strategy for the [3 + 2] cyclization of o-iodophenolic substrates with α,β-unsaturated imines to construct various dihydrobenzofuran-related skeletons has been established. Tolerance to different functional g
Oxidative rearrangement of 3-aryl-1H-benzo[f]chromenes into 2-aroyl-1,2-dihydronaphtho[2,1-b]furans
Korzhenko, Kirill S.,Osipov, Dmitry V.,Osyanin, Vitaly А.,Demidov, Maxim R.,Klimochkin, Yuri N.
, p. 599 - 601 (2021/06/14)
[Figure not available: see fulltext.] By the reaction of 3-aryl-1H-benzo[f]chromenes with N-bromosuccinimide in aqueous acetone, a series of 2-aroyl-1,2-dihydronaphtho-[2,1-b]furans unsubstituted at the C-1 position were obtained as a result of formal addition of hypobromous acid to the pyran fragment and intramolecular nucleophilic substitution. This reaction is a rare example of the ring constriction in 1H-benzo[f]chromene series.
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.
