1746-89-0Relevant articles and documents
Structure–activity relationships and docking studies of hydroxychavicol and its analogs as xanthine oxidase inhibitors
Nishiwaki, Keiji,Ohigashi, Kanae,Deguchi, Takahiro,Murata, Kazuya,Nakamura, Shinya,Matsuda, Hideaki,Nakanishi, Isao
, p. 741 - 747 (2018/07/05)
Hydroxychavicol (HC), which is obtained from the leaves of Piper betle LINN. (Piperaceae), inhibits xanthine oxidase (XO) with an IC50 value of 16.7μM, making it more potent than the clinically used allopurinol (IC50=30.7μM). Herein, a structure–activity relationship analysis of the polar part analogs of HC was conducted and an inhibitor was discovered with a potency 13 times that of HC. Kinetic studies have revealed that HC and its active analog inhibit XO in an uncompetitive manner. The binding structure prediction of these inhibitor molecules to the XO complex with xanthine suggested that both compounds (HC and its analog) could simultaneously form hydrogen bonds with xanthine and XO.
Stereoselective syntheses of the 2-isopropenyl-2,3-dihydrobenzofuran nucleus: Potential chiral building blocks for the syntheses of tremetone, hydroxytremetone, and rotenone
Pelly, Stephen C.,Govender, Sameshnee,Fernandes, Manuel A.,Schmalz, Hans-Guenther,De Koning, Charles B.
, p. 2857 - 2864 (2008/02/01)
(Chemical Equation Presented) The first enantioselective synthesis of the 2-isopropenyl-2,3-dihydrobenzofuran skeleton of tremetone and hydroxytremetone from (E)-4-(2-hydroxyphenyl)-2-methyl-2-butenyl methyl carbonate and (E)-4-(2,6-dihydroxyphenyl)-2-met
Regioselectivity in aromatic Claisen rearrangements
Gozzo, Fabio Cesar,Fernandes, Sergio Antonio,Rodrigues, Denise Cristina,Eberlin, Marcos Nogueira,Marsaioli, Anita Jocelyne
, p. 5493 - 5499 (2007/10/03)
Theoretical calculations and the isomeric product composition for a series of eight meta-substituted allyl aryl ethers confirm the reliability of a new 1H NMR methodology used to predict aromatic Claisen regioselectivity from ground-state confo