314031-55-5Relevant academic research and scientific papers
Isatin-phenylhydrazone dyes and boron complexes with large Stokes shifts: Synthesis and solid-state fluorescence characteristics
Zheng, Jie,Li, Yujin,Cui, Yanhong,Jia, Jianhong,Ye, Qing,Han, Liang,Gao, Jianrong
, p. 3802 - 3809 (2015)
Isatin-phenylhydrazone derivatives and their corresponding BF2-complexes were efficiently synthesized by a three-step reaction starting from isatin and phenylhydrazine hydrochloride. The optical properties of these isatin-phenylhydrazone derivatives and their difloroboron complexes were investigated in different organic solvents and in the solid-state. Although these fluorescent dyes exhibit feeble fluorescent intensity in solution-state, high fluorescent intensity can be detected in their solid-state. The Stokes shift of these dyes can be achieved 95-198 nm versus the typical BF2-complexes (ca. 15 nm) in the solid-state, which were caused by the remarkable geometry relaxation upon photoexcitation and its substantial effect on the energy levels of molecular orbitals. Information supporting this inference was supported by the density functional theory calculations.
Novel Multitarget Directed Triazinoindole Derivatives as Anti-Alzheimer Agents
Patel, Dushyant V.,Patel, Nirav R.,Kanhed, Ashish M.,Patel, Sagar P.,Sinha, Anshuman,Kansara, Deep D.,Mecwan, Annie R.,Patel, Sarvangee B.,Upadhyay, Pragnesh N.,Patel, Kishan B.,Shah, Dharti B.,Prajapati, Navnit K.,Murumkar, Prashant R.,Patel, Kirti V.,Yadav, Mange Ram
, p. 3635 - 3661 (2019/08/20)
The multifaceted nature of Alzheimer's disease (AD) demands treatment with multitarget-directed ligands (MTDLs) to confront the key pathological aberrations. A novel series of triazinoindole derivatives were designed and synthesized. In vitro studies revealed that all the compounds showed moderate to good anticholinesterase activity; the most active compound 23e showed an IC50 value of 0.56 ± 0.02 μM for AChE and an IC50 value of 1.17 ± 0.09 μM for BuChE. These derivatives are also endowed with potent antioxidant activity. To understand the plausible binding mode of the compound 23e, molecular docking studies and molecular dynamics simulation studies were performed, and the results indicated significant interactions of 23e within the active sites of AChE as well as BuChE. Compound 23e successfully diminished H2O2-induced oxidative stress in SH-SY5Y cells and displayed excellent neuroprotective activity against H2O2 as well as Aβ-induced toxicity in SH-SY5Y cells in a concentration dependent manner. Furthermore, it did not show any significant toxicity in neuronal SH-SY5Y cells in the cytotoxicity assay. Compound 23e did not show any acute toxicity in rats at doses up to 2000 mg/kg, and it significantly reversed scopolamine-induced memory deficit in mice model. Additionally, compound 23e showed notable in silico ADMET properties. Taken collectively, these findings project compound 23e as a potential balanced MTDL in the evolution process of novel anti-AD drugs.
Asymmetric vinylogous Mukaiyama aldol reaction of isatins under bifunctional organocatalysis: Enantioselective synthesis of substituted 3-hydroxy-2-oxindoles
Laina-Martín, Víctor,Humbrías-Martín, Jorge,Fernández-Salas, José A.,Alemán, José
supporting information, p. 2781 - 2784 (2018/03/21)
A highly enantioselective organocatalytic vinylogous Mukaiyama aldol reaction of silyloxy dienes and isatins under bifunctional organocatalysis is presented. Substituted 3-hydroxy-2-oxindoles are synthesised in good yields and enantioselectivities. These
Scaffold-inspired enantioselective synthesis of biologically important spiro[pyrrolidin-3,2'-oxindoles] with structural diversity through catalytic isatin-derived 1,3-dipolar cycloadditions
Shi, Feng,Tao, Zhong-Lin,Luo, Shi-Wei,Tu, Shu-Jiang,Gong, Liu-Zhu
supporting information; experimental part, p. 6885 - 6894 (2012/07/27)
Catalytic asymmetric construction of the biologically important spiro[pyrrolidin-3,2'-oxindole] scaffold with contiguous quaternary stereogenic centers in excellent stereoselectivities (up to >99:1 d.r., 98 % ee) has been established by using an organocat
