5335-69-3Relevant articles and documents
Homarine Alkyl Ester Derivatives as Promising Acetylcholinesterase Inhibitors
Jo?o, Karen G.,Videira, Romeu A.,Paiva-Martins, Fátima,Valent?o, Patrícia,Pereira, David M.,Andrade, Paula B.
, p. 3315 - 3325 (2021/08/30)
Reversible acetylcholinesterase (AChE) inhibitors are key therapeutic tools to modulate the cholinergic connectivity compromised in several degenerative pathologies. In this work, four alkyl esters of homarine were synthesized and screened by using Electrophorus electricus AChE and rat brain AChE-rich fraction. Results showed that all homarine alkyl esters are able to inhibit AChE by a competitive inhibition mode. The effectiveness of AChE inhibition increases with the alkyl side chain length of the homarine esters, being HO?C16 (IC50=7.57±3.32 μM and Ki=18.96±2.28 μM) the most potent inhibitor. The fluorescence quenching studies confirmed that HO?C16 is the compound with higher selectivity and affinity for the tryptophan residues in the catalytic active site of AChE. Preliminary cell viability studies showed that homarine esters display no toxicity for human neuronal SH-SY5Y cells. Thus, the long-chain homarine esters emerge as new anti-cholinesterase agents, with potential to be considered for therapeutic applications development.
A microwave-assisted highly practical chemoselective esterification and amidation of carboxylic acids
Pathak, Gunindra,Das, Diparjun,Rokhum, Lalthazuala
, p. 93729 - 93740 (2016/10/21)
The ubiquitousness of esters and amide functionalities makes their coupling reaction one of the most sought-after organic transformations. Herein, we have described an efficient microwave-assisted synthesis of esters and amides. Soluble triphenylphosphine, in conjugation with molecular iodine, gave the desired products without the requirement for a base/catalyst. In addition, a solid-phase synthetic route is incorporated for the said conversion, which has added advantages over solution-phase pathways, such as low moisture sensitivity, easy handling, isolation of the product by simple filtration, and reusability. In short, our method is simple, mild, green, and highly chemoselective in nature.
Esterification of free fatty acids (Biodiesel) using nano sulfated-titania as catalyst in solvent-free conditions
Hosseini-Sarvari, Mona,Sodagar, Esmat
, p. 229 - 238 (2013/05/09)
Nano sulfated titania was tested as catalyst for esterification of free fatty acids, specially methanolic and ethanolic esterification of stearic acid (biodiesels). Factorial design evidenced a positive effect of reaction temperature, amount of catalyst, and solvents on ester conversion. This nano-sized sulfated titania has been prepared by a sol-gel hydrothermal process. This prepared sulfated titania showed high catalytic activity in direct esterification of fatty acids as well as benzoic acids with various alcohols and phenols under solvent-free conditions. This method is of great value because of its environmentally benign character, easy handling, high yields, convenient operation, and green. FT-IR studies are shown that the catalyst can be reused for acylation without loss of catalytic activity.
