The structure of the anti-aging agent J147 used for treating Alzheimer's disease

Abstract

The molecular structure of the anti-aging agent J147 [systematic name: (E)-N-(2,4-dimethylphenyl)-2,2,2-trifluoro-N′-(3-methoxybenzylidene)acetohydrazide], C18H17F3N2O2, has been determined at 150 K. The crystal structure corresponds to the minimum-energy conformation in the gas phase calculated by density functional theory (DFT). 15 other conformations have been calculated and compared with the minimum, denoted 1111. NMR spectroscopic data have been obtained and compared with those from Gauge Independent Atomic Orbital (GIAO) calculations. DFT calculations allow the reduction of the 16 possible rotamers to the four most stable (i.e. 1111, 1112, 1121 and 1222); in addition, the calculated barriers connecting these minima are low enough to permit their interconversion. Comparison of the NMR spectroscopic results, both experimental and calculated, point to the 1121 isomer being present in chloroform solution.

Curcumin in Health and Diseases: Alzheimer’s Disease and Curcumin Analogues, Derivatives, and Hybrids

“…In Vitro/In Vivo/Ex Vivo/In Silico Blood-Brain-BARRIER (BBB) Permeation [9] Expansion of the aromatic rings An electron-releasing group to transfer electrons to the phenyl moiety Groups with large conjugated structure or electron-releasing groups Aβ 1-42 aggregation inhibition In vitro NI [42,43] Two aromatic rings connected by a nitrogen containing bridge block extracellular amyloid toxicity…”

“…To improve the pharmacological properties and delineate the role of the two aromatic rings connected by a nitrogen containing bridge for activity, a large number of molecules were synthesized. The best Aβ anti-aggregation activity was presented by AB52 [43] derived from AB43. AB52 is broadly neuroprotective and enhances long-term potentiation and memory.…”