665000-66-8Relevant articles and documents
Synthesis and biological assessment of KojoTacrines as new agents for Alzheimer’s disease therapy
Dgachi, Youssef,Martin, Hélène,Malek, Rim,Jun, Daniel,Janockova, Jana,Sepsova, Vendula,Soukup, Ondrej,Iriepa, Isabel,Moraleda, Ignacio,Maalej, Emna,Carreiras, M. Carmo,Refouvelet, Bernard,Chabchoub, Fakher,Marco-Contelles, José,Ismaili, Lhassane
, p. 163 - 170 (2019/01/03)
In view of the multifactorial nature of Alzheimer’s disease (AD), multitarget small molecules (MTSM) represent the most potent and attractive therapeutic strategy to design new drugs for Alzheimer’s disease therapy. The new MTSM KojoTacrines (KTs) were designed and synthesized by juxtaposition of selected pharmacophoric motifs from kojic acid and tacrine. Among them, 11-amino-2-(hydroxymethyl)-12-(3-methoxyphenyl)-7,9,10,12-tetrahydropyrano [2',3':5,6] pyrano[2,3-b]quinolin-4(8H)-one (KT2d) was identified as less-hepatotoxic than tacrine, at higher concentration, a moderate, but selective human acetylcholinesterase inhibitor (IC50 = 4.52 ± 0.24 μM), as well as an antioxidant agent (TE = 4.79) showing significant neuroprotection against Aβ1–40 at 3 μM and 10 μM concentrations. Consequently, KT2d is a potential new hit-ligand for AD therapy for further biological exploration.
Ultrasound promoted one-pot synthesis of 2-amino-4,8-dihydropyrano[3,2-b] pyran-3-carbonitrile scaffolds in aqueous media: A complementary 'green chemistry' tool to organic synthesis
Banitaba, Sayed Hossein,Safari, Javad,Khalili, Shiva Dehghan
supporting information, p. 401 - 407 (2013/01/15)
A green and simple approach to assembling of 2-amino-4,8-dihydropyrano[3,2- b]pyran-3-carbonitrile scaffolds via three-component reaction of kojic acid, malononitrile, and aromatic aldehydes in aqueous media under ultrasound irradiation is described. The combinatorial synthesis was achieved for this methodology with applying ultrasound irradiation while making use of water as green solvent. In comparison to conventional methods, experimental simplicity, good functional group tolerance, excellent yields, short routine, and selectivity without the need for a transition metal or base catalyst are prominent features of this green procedure.